Handbook of Ultraviolet andVisible Absorption Spectraof Organic Compounds
Kenzo HirayamaFuji Photo Film Research LaboratoriesOdawara, Japan
PLENUM PRESS DATA DIVISION NEW YORK 1967
Library of Congress Catalog Card Number 66-24948
1967 Plenum Press Data DivisionA Division of Plenum Publishing Corporation227 West 17 Street, New York, N. Y. 10011All rights reserved
No part of this publication may be reproduced in anyform without written permission from the publisherPrinted in the United States of America
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Contents
Introduction ......................................................................................................................... 1
Explanation on Notation and Arrangement ...................................................................... 4
Table 1. Absorption Maximum from Chemical Structure ................................................ 9 Abbreviations and Symbols .............................................................................................................. 9 List of Chromophores ........................................................................................................................ 10 1. No Chromophore ....................................................................................................................... 20 2. (C:C)-Chromophores ................................................................................................................. 23 3. (C:C)-Chromophores and Cumulenoid Chromophores ............................................................ 31 4. (N:N)-, (O-N:N)-, and (N:N:N)-Chromophores .......................................................................... 35 5. (N:C)-Chromophores ................................................................................................................. 36 6. (N:C),- (N:C:N)-, and (N:N:C)-Chromophores ........................................................................... 50 7. (O:C)-Chromophores ................................................................................................................. 51 8. (O:C-N)-Chromophores ............................................................................................................. 69 9. (O:C-O)-Chromophores ............................................................................................................. 71 10. Other (O:C-X)-Chromophores and (O:C:C)-Chromophores ..................................................... 82 11. (O:N)- and (O:N-O)-Chromophores .......................................................................................... 84 12. Other Aliphatic Chromophores .................................................................................................. 87 13. Metallocene- and (X:X:5:X)-Chromophores .............................................................................. 88 14. (6)-Chromophores without Other Conjugated Unit Chromophores .......................................... 89 15. (6)(C:C)-, (6)(C:C)-, and (6)(Cumulenoid)-System ................................................................... 120 16. (6)(N:N)-, (6)(O-N:N)-, and (6)(N:N:N)-System ......................................................................... 128 17. (6)(N:C)-System ......................................................................................................................... 142 18. (6)(N:C)-, (6)(N:C:C)-, and (6)(P:P)-System ............................................................................. 153 19. (6)(O:C)-System ........................................................................................................................ 155 20. (6)(O:C-N)-System .................................................................................................................... 182 21. (6)(O:C-O)- and Other (6)(O:C-X)-Systems .............................................................................. 184 22. (6)(O:N)-System ........................................................................................................................ 200 23. (6)(O:N-O)-System .................................................................................................................... 202
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24. Other Aromatic Systems with (6) ............................................................................................... 225 25. (X:6:X)-Chromophores .............................................................................................................. 226 26. (7:X)- and (X:X:7:X)-Chromophores .......................................................................................... 233 27. (65:X)-, (66)-, and (X:66:X)-Chromophores .............................................................................. 238 28. Other Chromophores Consisting of 2 Carboaromatic Condensed Rings ................................ 267 29. Chromophores Consisting of 3 Carboaromatic Condensed Rings .......................................... 274 30. Chromophores Consisting of 4 Carboaromatic Condensed Rings .......................................... 292 31. Other Carboaromatic Chromophores ........................................................................................ 308 32. (N5)-Chromophores ................................................................................................................... 319 33. (N6)-and (N6:X)-Chromophores ................................................................................................ 322 34. (N65)-, (N65:X)-, and (X:N65:X)-Chromophores ...................................................................... 338 35. (N66)-, (N66:X)-, and (X:N66:X)-Chromophores ...................................................................... 345 36. Other N1 Aromatic Chromophores ............................................................................................ 362 37. (N25)-, (N25:X)-, (X:N25:X)-, and (X:X:N25:X)-Chromophores .................................................. 372 38. (N26)-, (N26:X)-, and (X:N26:X)-Chromophores ........................................................................ 376 39. Other N2-Aromatic Chromophores ............................................................................................ 401 40. N3-Aromatic Chromophores ...................................................................................................... 415 41. N4-Aromatic Chromophores ...................................................................................................... 423 42. Other Aromatic Chromophores with N Hetero-atoms ............................................................... 441 43. Aromatic Chromophores with P or As Hetero-atom(s) ............................................................. 443 44. (O5)-and (X:O5:X)-Chromophores ............................................................................................ 444 45. (O6)-and (O6:X)-Chromophores ............................................................................................... 453 46. Other Aromatic Chromophores with O Hetero-atom(s) ............................................................ 457 47. Aromatic Chromophores with O and N Hetero-atoms .............................................................. 469 48. Aromatic Chromophores with S Hetero-atom(s) ....................................................................... 480 49. Aromatic Chromophores with S and N Hetero-atoms .............................................................. 492 50. Other Heteroaromatic Chromophores ....................................................................................... 506
Table 2. Absorbing Chromophore from Absorption Maximum ...................................... 509 max.:
INTRODUCTION
Ultraviolet and visible absorptions of organic compounds are characteristic ofabsorbing systems that consist of a so-called chromophore group and the auxochromic groupsbonded to it, rather than the chemical structure of the molecule as a whole.
For example, the ultraviolet absorption maximum of the cholestadienone isomer (I) isclose to that, of (II), but entirely different from those of the other isomers, (III), (IV),and (V)o However, it is very close to the absorption maximum of a nonsteroidal,4-methyl-6-(2,6,6-trimethyl-2-cyclohexenyl)-3,5-hexadien-2-one (VI). This is naturalbecause the absorbing system is the same in (I), (II), and (VI), but is quite differentfrom those of (III), (IV), and (V)0
(I) cholesta-4,6-dien-3-one
*max* 285m^
In that publication, rules were proposed for notation and for the order of the ab-sorbing systems. The collection of data was certainly useful in utilizing ultraviolet andvisible absorption spectra, but it included only a table for identifying absorption maximafrom absorbing systems and no table in which the absorbing systems could be found fromthe absorption maxima, which would be the most convenient method for structural identifi-cation.
This shortcoming has now been corrected, and the revised and enlarged version that hasbeen compiled for the present edition does contain a tabulation according to absorptionmaxima.
Table I is a list from which absorption maxima can be found from the absorbing systems,i.e., from the chemical structure. In general, the absorption of strongest intensity in arange of about 50my in wavelength was taken as the absorption maximum. Consequently, thedistance between two absorption maxima is usually more than 50my.
This table is used in the following manner. To look for the absorption maximum ofO' C~C' C~-C' C-C
cholesta-4,6-dien-3-one (I), we look under the absorbing system 'i *The order of the arrangement of absorbing systems is explained in detail under "Explanationof Notation and Arrangement." The desired absorbing system can be found directly fromTable I by following this order of arrangement, or the chromophore group in this absorb-ing system (O!C-C'.CC'.C in the above example) can be found from the "List of Chromophores"from which the compound number of (0:C)(C:C)2 is found as 772-831.
Table II is a reverse index of Table I. It is a list of absorbing systems to befound from the wavelengths of absorption maxima.
Ultraviolet and visible absorptions of organic compounds can be determined approxi-mately from the absorbing system, but the solvent used and measurement error must also betaken into account. Consequently, it is better to examine the wavelength regions aroundthe desired wavelength.
For example, if an unsaturated ketone having no substituent other than one ketogroup has an absorption maximum at 285my (loge 4.42) in ethanol, the following absorptionmaxima in a range of 2855my can be found from Table II.
(0:C)(C:C)
Examination of the absorbing system of these compounds from compound numbers in TableI shows that the (0:C)(C:C) group, and compounds 783, 827, and 828 in the (OrC)(CrC)2 groupare not the desired systems, because they have auxochromesjoined to the chromophore. The (OrC)(CrC)^ group has astronger absorption maximum at 393my (loge 4.8) and isnot the desired system. Further, compounds 793, 794, 795,797, and 799 of the (0:C)(CrC)2 group are dienal and aretherefore unsuitable. Consequently, the absorbing systemsthat remain are those which include compounds 804, 805, 806,
807, 808, 812, 813, and 815, i.e., a dienone of :9":C~~:C type, with two or three
alkyl auxochromes, or a trienone of type (VII) with a steric hindrance like compound 850.
These conclusions are based on the chemical observation that there is no hetero-atomin the molecule other than the oxygen atom in the keto group and on spectral observationsof the absorption maximum and intensity, but the possible absorbing systems can be furthernarrowed by comparing ultraviolet absorption curves.
Grateful acknowledgement is made to Dorothy U. Mizoguchi for her cooperation in pre-paring the manuscript.
Kenzo Hirayama
EXPLANATION ON NOTATION AND ARRANGEMENT
ABSORBING SYSTEMAn absorbing system consists of a chromophore or conjugated chromophores, printed in
bold face type in Table I, and an atom or atoms, if any, joined to the chromophore or con-jugated chromophores, and sometimes, consists merely of auxochromic atoms.
e.g. compound absorbing system notation
Rules determine the notation and sequence of absorbing systems, as mentioned below.
PRINCIPLE OF CITING AND ARRANGING ABSORBING SYSTEMSRule 1. The more predominant factor in an absorbing system is cited as early as
possible. Absorbing systems having a more predominant factor are placed later in thetables.
For example, C:C predominated over C:C as mentioned in Rule 3, and therefore thechromophore of butenyne is denoted such as CiC-CiC (not CiC-CiC), and CiC precedes CiCin the tables.
PREDOMINANCY OF ATOMS AND BONDSRule 2. The order of increasing predominancy of atoms or elements is as follows:H,C, and other atoms in the order of ascending group number of the Periodic Table
and increasing atomic number in the group.
Rule 3. The order of increasing predominancy of bonds is as follows:single bond < coordinate bond < double bond < triple bond
(An expression a < b indicates that b predominates over a.)
NOTATION OF UNIT CHROMOPHORE1. Aliphatic chromophores are denoted by atomic symbol and sign of unsaturated bonds.
e.g. CiC CiC CiCiC NiN N i N i N NiC NiC NiCiNPiP OiN OiCiC OiAs SiC SiCiS SiCiN SiCiO
Nitro and azoxy chromophores are denoted as QiN an respectively. Chromo-O O
phores of carboxylic acid (including ester), and its derivatives of type -CO-X such asamide, halide, and thiolic acid (including ester) are regarded as an unit chromophoreand denoted as:
OiC OiC OiC OiC6 ft 61 s
Chromophores of carbonic acid (including ester), and its derivatives such asH2N-CO-NH2, H2N-COOH, (HS)2CO, COCl2 are regarded also as an unit chromophore and denoted
as OiCO2, 0'.CN2, OiCON, OiCS2, OiCCI2.
2. Benzene chromophore is denoted by Arabic numeral 6, and carboaromatic condensedchromophores are denoted by Arabic numerals with or without subscript Arabic numerals,respectively indicating the number of atoms in each ring and the number of rings, citedin the decreasing order of the numerals denoting number of atoms.
e.g. naphthalene 66, azulene 75, indacene 655, anthracene and phenanthrene 63
3. Heteroaromatic chromophores are denoted by atomic symbol with or without sub-script Arabic numerals, respectively indicating the kind and number of the hetero-atom,and the notation of the corresponding carboaromatic chromophore.
e.g. thiophene S5, pyridine N6, indene N65, pyrimidine N26, purine N^ 65,thiazole SN5, benzothiazole SN65
4. Fulvenoid, quinonoid, and tropoquinonoid structures are denoted by symbols re-presenting the corresponding genuine aromatic chromophore, the exocyclic double bond(s),and the atom(s) joined to the exocyclic double bond(s).
e.g. methylenecyclopentadiene (fulvene) 5*.C, dihydropyridinone (pyridone) NGiO,pyranone (pyrone) 06.'O, tropone 7iO, methyleneindole N65iC, benzoquinone di-imine N'.6iN, naphthoquinone Oi66iO, dihydromethylenefuranone (methylene-
crotonolactone) 0.05.C, tropoquinone ^i 7!O
PREDOMINANCY OF UNIT CHROMOPHORERule 4. The predominancy of unit chromophores is determined by applying the follow-
ing criteria in series until-a decision is reached.
a) Heteroaromatic unit chromophores predominate over carboaromatic unit chromo-phores, which predominate over aliphatic unit chromophores.
e.g. CiC < 66 < N6
b) The predominancy of heteroaromatic unit chromophores is determined first byhetero-atoms contained in the ring, from the point of (i) the predominancy of the mostpredominant hetero-atom and, if there is a choice, of the subsequent predominant hetero-atom(s), (ii) a larger total number of hetero-atoms, and (iii) a larger total number ofthe most predominant hetero-atom and, if there is a choice, the subsequent predominanthetero-atom(s).
Examples for (i) : N6iS < 05, N665 < 065 < S5, 06 < ON5, ON5 < OP5for (ii): SN65 < SN265for (iii): SN265 < S2NSS, SeSN2665 < SeS2^ eS
c) The most predominant is that containing a larger total number of rings.e.g. 6 < 75 < 63, SN5 < SN65, Oi6iO < 66
d) The most predominant is that containing a larger ring.e.g. 5iO < 6 < 7iO, 55 < 65iO < 66 < 75 < 76iO, N5 < N6 < N7iO
e) The predominancy increases with the sequence of genuine aromatic, fulvenoid,quinonoid, and tropoquinonoid structures.
e.g. 6 < 0.6.0, 7iO < i7iO, N6 < N6iO < OiN6iO
f) The predominancy of aliphatic unit chromophores is determined first by compo-nental atoms, from the point of (i) the predominancy of the most predominant componentalatom and, if there is a choice, of the subsequent predominant componental atoms(s), (ii)a larger total number of componental atoms joined with unsaturated bond(s), and (iii) alarger total number of the most predominant componental atom and, if there is a choice,of the subsequent predominant componental atom(s).
Examples for (i) : CiC < NiN < NX < OiC < OiN < OiCiN < OiAsfor (ii): CiC < CiCiC, OiC < OiCiC, OiC < OiCiO, NiC < NiCiNfor (iii): NiCiC < NiCiN
g) The most predominant is that containing a more predominant bond.e.g. CiC < CiC, NiC < NiC
h) The more predominant is that containing a larger total number of a more pre-dominant componental atom(s) joined with coordinate bond(s) or a single bond(s) to theatom joined with unsaturated bond(s) and, if there is a choice, the subsequent predomi-nant componental atom(s) similarly joined.
e.g. OiC < OiC < OiCN2 < OiC < OiCON < OiC < OiCS2 < OiCSO < OiC < OiCCI2,
OiN < OiN, NiN < NiNA O
NOTATION OF CONJUGATED CHROMOPHORESConjugated chromophores are denoted by the notation of componental unit chromophores
joined by a hyphen.e.g. CiC-CiC, OiC-CiC-CiO, OiC-66-CiC, Q*.>N66-CiO
When there is a choice, the direction is so chosen as to make the most predominantchromophore and, if there is a choice, the subsequent predominant chromophore(s) comeas early as possible.
N * r*e.g. CiC-CiC, OiC-6
ing criteria in series until a decision is reached.
a) The predominancy is determined first by the most predominant unit chromophoreand, if there is a choice, the subsequent predominant unit chromophore(s), contained inthe absorbing system, from the point of (i) being predominant, (ii) being larger in totalnumber, and (iii) being cited earlier.
Examples for (i) : CiC-CiC-CiC < CiC-CiC < CiC-CiC < NiC-CiC-CiC < 6 < S-C.O 65;o) 6068
Part 37. (N25)-, (N2SrX)-,(X:N25:X)-, andY (v;N25:X)-ChromophoresA '.
(N25) 6069-6070(N25)(0:C) 6071(N25)(6) 6072-6080(N25)(6)3 6081(N25)(6)4 6082(N25)(6)(0:C) 6083(N25)(6)(0:(j:) 6084(N25)(6)(0:C) 6085
(!)(N25) (6) (O :N) 6086-6091
6(N25:C)(6)4(0:C)2
6092-6093(N25:0)(6) 6094-6095(N25:0)(6)(0:N) 6096(0:N25:C) 6097-6099(0:N25:C) (6) 6100-6105(;N25rC)(6) 6106-6123
(SrN25;)(6) 6124-6129
Part 38. (N2G)-, (N26:X)-,& (X:N26:X)-Chromophores(N26) 6130-6361(N26) (N:N:N)2 6362-6365(N26)(N:C) 6366(N26) (NrC) 6367-6369(N26)(0:C) 6370-6372
6(N26) (Or(^ )2 6373
O(N26)(6) 6374-6384(N26)(6)(C:C) 6385(N26)(6)(C:C)2 6386(N26)(6)(C:C)3 6387(N26)(6)(C:C)4 6388(N26) (6) (CrC)5 6389(N26)(6)(C:C)6 6390(N26) (6) (CrC)7 6391(N26)(6)(NrN) 6392(N26) (6) (NrNrN)2 6393
chromophore no .
(N26) (6) (OrN) (NrC) 63946
(N26rO) 6395-6513(N26rO)(6) 6514-6526(N26rO)(6)2 6527(N26rO)(6)(NrN) 6528(N26rO)(6)(NrC) 6529(N26rO)(6)(OrN) 6530-6534
(N26rS) 6535-6564(OrN26rO) 6565-6600(OrN26rO) (OrC) 6601-6603
A(OrN26rO) (OrN) 6604-6606
6(OrN26rO)(6) 6607(SrN26rO) 6608-6623(SrN26rS) 6624-6629
Part 39. Other N2-aromaticChromophores
(N265) 6630-6645(N265) (NrC) 6646-6648(N265)(OrC) 6649-6651
6(N265)(OrN) 6652-6657
(OrN265rO) 6658(OrN265rO)(OrC) 6659
6(N266) 6660-6691(N266) (OrC)2 6692
6(N266)(OrN) 6693-6705
O(N266)(6) 6706-6707(N266)(6)2 6708(N266)(6)(CrC) 6709(N266) (6) (CrC)2 6710(N266) (6) (CrC)3 6711(N266)(6)2(CrC)2 6712(N266)(6)2(CrC)4 6713(N266)(6)2(CrC)6 6714(N266rO) 6715-6740(N266rO)(OrC) 6741-6742
6(N266 rO) (O rN) 6743-6754
O(N266rO)(6)(OrN)
O 6755-6758(OrN266rO) 6759-6760(OrN266rN) 6761(N275) 6762(N275)(6) 6763-6764(N2665) 6765-6787
chromophore no .
(N2665rO) 6788(N263) 6789-6822(N263)(OrC) 6823-6824
N(N263)(OrC) 6825-6826
6(N263)(6) 6827-6828(N263rO) 6829(N2635) 6830-6841(N264) 6842-6849(N264)(6) 6850(N264rO) 6851(N26352) 6852-6853(N265) 6854(N266) 6855(N26552) 6856
Part 40. Ns-Aromatic Chro-mophores
(N35) 6857-6859(N35)2 6860(N35)(OrC) 6861(N35)(6) 6862-6882(N35)(6)2 6883-6891(N35)(6)3 6892-6893(N35)(6)2(CrC) 6894(N35) (N6) 6895-6898(N35rO)(6) 6899(N36) 6900-6938(N36) (CrC) 6939(N36)(OrC) 6940
A(N36)(OrC) 6941-6942
O(N36)(6) 6943-6945(N36rO) 6946('N36rO)(6)3 6947(N365) 6948-6979(N365)(OrC) 6980(N365)(OrN) 6981-7002
6(N365)(6) 7003-7006(OrN365rO) 7007-7008(N366rO) 7009-7010(OrN366rO) 7011(N3665) 7012(N363)(OrC) 7013
O(N3635) 7014(N364) 7015
Part 41. N^-Aromatic Chro-mophores
(N45) 7016-7030
chromophore no .
(N45)(N:N) 7031-7035(N45)(6) 7036-7045(N45)(6)(OrN) 7046-7047
O(N4SrN) 7048-7053(N465) 7054-7170(N465)(6) 7171-7177(N465:0) 7178-7247(N465:0)(6) 7248(0:N465:0) 7249-7291(;N465rO) 7292-7305(N466) 7306-7315(N466:0) 7316-7320(N466:0)(0:C) 7321-7328
6(0:N466:0) 7329-7336(0:N466:0)(0:C) 7337-7341
(0:N466:0)(6) 7342(;N466rO) 7343-7346
(-N466rO)(OrC) 7347
(;N466;) 7348-7352(N4665) 7353-7356(0:N463:0) 7357-7360(N4635) 7361-7362(N4635)(6) 7363-7367(N4635)(6)(0:C) 7368
O(N465) 7369-7370
Part 42. Other aromaticChromophores withN Hetero-atoms
(N565) 7371-7379(N565)(6) 7380-7382(N565)(6)(0r(p 7383
(N565:0) 7384-7389(N565:0)(6) 7390(N565:0)(6)(0:C) 7391
ti(N565:0)(6)(0:C) 7392
O(0:N565:0) 7393-7395(N565) 7396-7397
Part 43. Aromatic Chromo-phores with P or AsHetero-atom(s)
(0:P665:0) 7398(0:As665:0) 7399
chromophore no.
Part 44. (05)- & (X:05:X)-Chromophores
(05) 7400-7410(05)(C:C) 7411-7413(05) (NrC) 7414-7423(05)2(N:C)2 7424-7426(05) (N:C) (C:C) 7427-7430(05)2(N:C)2(C:C)2 7431(05)2(N:C)2(C:C)4 7432(05)2(N:C)2(C:C)6 7433(05) (6) (NrC) (CrC) 7434(05)(0:C) 7435-7439(05) (OrC)2 7440(05)2(0:C)2 7441(05)(0:C)(C:C) 7442-7444(05) (OrC)(CrC)2 7445-7446(05) (OrC) (CrC)3 7447-7448(05)(0:C)(C:C)4 7449(05) (OrC) (CrC)5 7450(05) (OrC) (CrC)6 7451(05)2(OrC) (CrC) 7452(OS)2(OrC)(CrC)4 7453(05)2(OrC) (CrC)6 7454(OS)2(OrC)2(CrC)2 7455(OS)2(OrC)2(CrC)4 7456(05)2(OrC)2(CrC)6 7457(05) (Or(J:) 7458-7460
N(05) (OrC) 7461-7472
6(05) (OrC)2 7473-7476
O(05) (OrC) (CrC) 7477-7484
6(05) (OrC) (CrC)2 7485-7487
6(05) (OrC) (CrC)3 7488-7489
O(05)(0:C)2(C:C)2
O 7490-7491(05) (OrN) 7492-7495
O(05) (OrN)2 7496
O(05) (OrN) (CrC) 7497
(05) (OrN) (NrC) 7498-7506
(05) (O rN) (OrC) 7507-7508O
(05) (OrN) (OrC) 7509-7511
(05) (6) 7512(05)(6)2 7513-7524(05)(6)3 7525-7529
chromophore no .
(05) (6)4 7530-7542(05) (6) (NrC) (CrC)
7543-7544(05)(6)3(OrC) 7545-7546(05)(6)4(OrC)2 7547(05) (6) (OrC) (CrC)
7548-7549(05)(6)2(OrC) 7550-7551
6(05)(6)3(OrC)(OrC) 7552
6(05) (N26) (NrNrN) 7553(05)(OrN26rO) 7554(Or05rC)(6)2 7555-7562(Or05rO)(6)3 7563(Or05rO)(66)(6) 7564
Part 45. (06)- and (06:X)-Chromophores
(06)(6)3 7565-7581(06)(6)3(CrC) 7582-7585(06) (6)3(CrC)2 7586-7587(06)(6)4(CrC) 7588-7590(06rO) 7591-7606(06rO)(OrC) 7607-7610(06rO)(OrC) 7611-7620
6(06.-O)(OrC)2 7621-7622
6(06rO)(6)2 7623
Part 46. Other aromaticChromophores withO Hetero-atom(s)
(065) 7624-7629(065) (OrC) 7630
A(065) (6)2 7631-7632(065) (6)4 7633-7634(Or065rC)(6) 7635-7641(066) (6) 7642-7670(066rO) 7671-7679(066rO)(OrC) 7680-7683
6(066rO)(6) 7684-7745(066rS)(OrC) 7746
A(0665) 7747-7759(0665)(Or05rC)(6) 7760(Or0665rO) 7761-7762(063)(6)(0r9) 7763-7765
O(063rC)(6) 7766-7767(063rO) 7768-7774
chromophore no .
(063:0)(0:C) 7775-7776
(063:0)(6) 7777(063:0) (6) (0:C) 7778
(063:65;) 7779(063:N65) 7780(063:N665) 7781-778206-}: :0( o:N26:0>' 7783(0635) 7784(064) 7785(0645) 7786(065) 7787
Part 47. Aromatic Chromo-phores with O andN Hetero-atoms
(ON5)(0:C) 7788-7791(ON5)(6) 7792(ON5)(6)2 7793-7794(ON5:C)(N66) 7795(0:ON5:C)(6) 7796(0:ON5:C)(6)2 7797-7843(0:ON5:C)(6)2(C:C)2
7844-7845(0:ON5:C)(6)2(0:N)
7846-7886(0:ON5:C)(6)2(0:N)2
67887-7895
(0:ON5:C)(05)(6)7896-7897
(0:ON5:C)(05)(6)(C:C)7898
(ON65) 7899-7902(ON65)(0:N) 7903-7908
(ON65)(6) 7909-7921(ON65) (6) (0:N) 7922-7927
(ON65)(6)(0:N)2 7928-7929
(ON65:C)(N66) 7930(ON65:C)(ON65)(C:C)
7931-7934(ON65:C)(ON65)(6)2(C:C)
7935-7936(ON65.-0) 7937(ON66:0) 7938(ON63:N) 7939-7940(ON64:N) 7941(ON25:0) 7942
chromophore no .
(ON25:0)(6) 7943(ON25:0)(6)2 7944(ON265) 7945(ON265:0) 7946(ON265:0)(6) 7947-7948(ON2665) 7949-7950(ON365)(6) 7951-7952
Part 48. Aromatic Chromo-phores with SHetero-atom(s)
(S5) 7953-7976(SS)2 7977-7978(SS)3 7979-7982(S5)4 7983-7984(SS)5 7985(SS)(CiC) 7986-7988(SS)(CrC)2 7989(SS)(NiC) 7990(S5)2(N:C)2 7991(SS)(N-C) 7992(SS) (N-C)(CrC) 7993(SS) (0:C) 7994-8002(S5)(0:C)(C:C) 8003(SS)2(OiC) (C:C) 8004(SS) (O 19) 8005-8009
(SS)(OrC)2 8010-8021
(SS) (OrC) (CrC) 8022-8024
(SS)(OrN) 8025-8026
(SS)(OrN)2 8027-8029O
(SS) (OrN) (CrC) 8030-8031
(SS) (6) 8032-8040(SS) (6)2 8041-8043(SS) (6) 4 8044(SS) (6) (NrC) 8045(S5)2(6)2(N:C)2 8046(SS) (6) (OrC) 8047-8049(S5)(6)2(0:C) 8050(SS) (6) (OrC) (CrC)
8051-8052(SS) (6) (Or^) 8053
(SS) (N6)4 8054(SS) (N4S) 8055-8060(S5)(05)(0:C)(C:C)
8061-8062(SS) (OrOSrC) (6) 8063(S5)(0:ON5:C) 8064(SS) (0:ON5 rC) (6)8065-8073
chromophore no .
(S6)(6)2 8074-8075(S6)(6)3 8076-8086(S6)(6)3(CrC) 8087-8090(S6) (6)3(C:C)2 8091-8092(S6)(6)4(C:C) 8093(S6)(6)4(C:C)2 8094(S6rC) (06) (6)4 8095-8096(S6rC) (S6) (6)4 8097-8098(S6rC)(S6)(6)4(CrC)
8099-8100(S6.-0) 8101(S65) 8102-8108(86S)(NrC) 8109(86S)(OrC) 8110-8111
(865) (6) (NrC) 8112(S65)(0:ON5:C)(6) 8113(0:865:0) 8114-8115(0:S65:C) (S65) 8116-8126(0:S65:S65:0) 8127-8131(S66:0)(0:C) 8132
(S665) 8133-8138(S665)(0:C) 8139-8140
(S665)(0:N) 8141-8152
(S63:N65) 8153(S63:N665) 8154(S63;N26;) 8155(S635) 8156-8158(S255) 8159
Part 49. Aromatic Chromo-phores with S andN Hetero-atoms
(SN5) 8160-8183(SNS)(OrC) 8184-8189
(SNS)(OrC)2 8190-8193
(SN5)2(6)4 8194-8195(SN5)2(6)8 8196-8197(SNS) (6) (CrC) 8198-8199(SN5) (6)
2 (C r C) 8200-8202(SN5:C) (N:6:C) 8203-8204(SNSrC) (NSrC) (6)8205-8206(SN5:C)(N6) 8207(SN5:C)(N66) 8208-8209(SN5:C)(N63) 8210(SN5:C)(ON65)(C:C)
8211-8214(SN5:C)(SN5)(6)4(C:C)
8215-8217
chromophore no.
(SN5:N) 8218-8219(SN5:0) 8220-8223(SN5:0)(6)(C:C) 8224-8225(SN5rO)(6)2(C:C)
8226-8227(SN5:S) 8228(SN5:S)(6)(C:C) 8229(SN5:S)(6)2(C:C) 8230(0:SN5:C)(6) 8231
(jSN5rC)(6) 8232-8233
(OrSN5.'c)(6) 8234-8235
(SrSN5.:)(6) 8236-8237I Li
(SrSN5|)(66) 8238(SrSN5:)(S5) 8239-8245
LI
(SrSN5*;)(S65) 8246 LI
(S : SN5 : ) (SN5 : C) 8247-8248 LI
(SN65) 8249-8275(SN65)(0:N) 8276-8279
6(SN65) (6) 8280-8285(SN65)(6)(C:C) 8286(SN65) (6) (0:N) 8287-8290
4(SN65:C)(N:C) 8291(SN65:C) (NrC)(CrC)
8292-8293(SN65rC) (NrC) (CrC)2 8294(SN65rC)(6)(NrC)
8295-8297
chromophore no .
(SN65rC) (6) (NrC) (CrC)8298-8300
(SN65rC) (6) (NrC)(CrC)28301-8303
(SN65rC) (6) (OrC) (NrC)8304
(SN65rC) (6)(OrC)(NrC) (CrC)8305
(SN65rC)(6)(0 .-C)(NrC)(Cr C)28306
(SN65rC)(Nr6rC) 8307-8308(SN65 rC) (N66) 8309-8310(SN65rC)(N66) (CrC) 8311(SN65rC)(ON65)(6)(CrC)
8312-8313
(SN65rC)(;SN5rS65rO)L r8314-8317
(SN65rC) (SN65) 8318-8319(SN65rC)(SN65) (CrC)
8320-8329(SN65:C)(SN65) (CrC)2
8330-8331(SN65rC)(SN65) (CrC)3 8332(SN65rN) 8333-8336(SN65rN)(OrC) 8337(SN65rN)(6) 8338(SN65rO) 8339(SN65rS) 8340-8347(SN665) 8348-8352(SN665) (6) 8353(SN665rC) (N66) 8354-8357(SN665rC)(SN65) (CrC)
8358-8360(SN665rC)(SN665) (CrC)
8361-8366(SN63rN) 8367-8373
chromophore no .
(SN63rO) 8374-8377(SN63 rC) (N66) 8378-8379(SN635rC) (SN635) (CrC)
8380(SN25) 8381-8385(SN25)(6) 8386-8387(SN25rN) 8389-8390(SN25rN)(6) 8391-8393(SN2665) 8396-8398(OrSN2665rC)(6) 8394-8395(SN26655) 8399-8401(S2N26655) 8402
Part 50. Other heteroaroma-tic Chromophores
(S06) 8403(0:80655:0) 8404(Se5)(6)2 8405-8407(Se5)(6)2(OrC) 8408(Se665) 8409-8415(Se665)(OrN) 8416-8419
6(SeN5rC)(N66) 8420(SeN5:C)(SN65) (CrC)
8421-8423(SeN65) 8424(SeN65rC)(N66) 8425(SeN65rC)(ON65)(6)(CrC)
8426-8427(SeN65rC)(SeN65) (CrC)
8428-8432(SeN65rO) 8433-8435(SeN65rS) 8436-8438(SeN265) 8439(SeN265)(6) 8440(SeN265)(6)2 8441(SeSN26655) 8442-8443
PART 1 . NO CHROMOPHORE
system
C
C-C
B-C
N-C
0-C
0-0-C
S-S
S-C
S-S-C
^O
s
system
Cl-N-C
Cl-As-C
Cl-O
Cl-S
Cl-S-S
Cl-S-O
Br-C
I-C
I-C-F
I-C-C1
Cli-c
system
I-C-Br
compound
1 , 2-dichloro-l , 1 , 2-trif luoro-2-iodo-e thane
tribromoiodome thane
solv. max. loge ref. no.
L 283 2.5 H16 53
L 346 2.5 H16 54
PART 2. (CrC)-CHROMOPHORES
system
c.c
c-c:c
c-c : c-c
c2~c:c
c2-c:c-c
c2~c:c-c2
N-CiC-C
0-CiC
oc-cicS-CiC
s-cic-c
S-CiC-C2
compound
ethylene
2-propen-l-ol; allyl alcohol
3-octene
5a-cholest-2-ene
5a-cholest-6-ene-33,5-diol
5a-cholest-ll-ene-3a,24-diol
2-methylpropene; isobutene
2-methyl-2-butene
5a-cholest-4-ene
cholest-5-en-33-ol; cholesterol
24-methyl-5a-cholest-7-ene; ergost-7-ene
methyl 5a-chol-9 (ll)-enate
24-methyl-5a-cholest-14-en-33-ol;ergost-14-en-33-ol
5a-cholest-8-ene
5a-cholest-8(14)-en-33-ol
1-piperidino-l-butene
vinyl ether
vinyl acetate
2-ethoxypropene
methylthioethylene
vinyl sulfide
ethyl vinyl sulfone
2 , 3-dihydrothiophene
2,3-dihydrothiophene 1-dioxide
2 ,3-dihydro-4-methylthiophene 1-dioxide
s o Iv. max. loge ref. no.
V 175 4.0 P39 55
H M.89 3.9 L33 56
H 185 3.9 P22 57
203 2.8 B72 58
204 3.1 B72 59
203 3.4 B72 60
vL84 4.0 S61 61
H 234 2.8 L33 62
203 3.6 B72 63
203 3.5 B72 64
207 3.6 B72 65
206 3.5 B72 66
204 3.6 H72 67
208 3.7 B72 68
208 4.0 B72 69
H 228 4.0 B98 70
204 4.2 H8n 71
no C63u 72
no S43c 73
225 4.2 P40 74
A 255 3.8 M48 75275 3.7
A 2^1O 2.4 F8 76
no FlOg 77
no F6 78
no K47 79
system
ci-c:cCl-CiC-As
Cl-CX-S
Br 2-C!C-Br 2
c.c-c.c
c:9-c:cc-c:c-c:cc:n:c
c-c : c-c : c-c
c-c:c-c:cC
c-c:
system
c-c:^ :c
c2-c: c-c : c-c
c2-c: cnp: c
c2-c: c-c: c
c-c-.ff.c-c
C O ~"C . C~~C . C"~Co
c2-c: 0-9: c-cC
c2-c: c-c: c-c
compound
pregna-3 , 5 , 20-triene
androsta-4 , 6-diene-3 B, 17 3-diol
3a-acetoxy-5 |3-pregna-16 9 20-dien-ll-one
3 , 8-p-menthadiene
l-methyl-4- (1 , 5-dimethyl-2 , 4-hexadien-yl)cyclohexene; zingiberene
cholesta-2 , 4-diene
2 , 4-dimethyl-l , 3-pentadiene
3-methylenecholest-4-ene
7-methylenecholest-5-en-3 $-ol
l-methyl-2-vinylcyclohexene
l,l,3-triethoxy-2--methyl-4-(2,6,6-tri-me thy 1-2-cyclohexenylidene) butane
1 , 1 ! -bicyclohexene
5a-cholesta-7 514-dien-3-one
3-acetoxy-5a-cholesta-7 , 9 (11) -diene
2 , 5-dimethyl-2 , 4-hexadiene
3 , 8-dimethyl-l , 10-bis (2 , 2 , 6-tr imethyl-cyclohexylidene) -2 , 8-decadien-5-yne-4,7-diol
l-cyclohexylidene-2-(2-hydroxy cyclo-hexylidene) ethane
3B-hydroxy-53-carda-14,16-dienolide;dianhydrodihydrogitoxigenin
1,3-p-menthadiene; a-terpinene
24-methylcholesta-5 , 7 , 22-trien-3-ol ;ergosterol
abietic acid
33,7,203-trihydroxy-5a-pregna-8(14),15-diene
53-cholesta-6,8-dien-33-ol
solv. max. loge ref. no.
A 235 4.4 H26 106
A 240 4.4 N6 107
A 238 4.2 S7 108
A 235 4.0 B93 109
A 235.5 3.7 B93 110
A 275 3.8 B60 111
A 232 3.9 L31 112
cH 239 4.2 M66 113
A 236 4.3 B25 114
A 233 3.9 B93 115
PE 235 112 116
236 B93 117
A 242 4.0 F30 118
A 243 4.2 F20 119
A 241 4.4 B121n 120
M 250 4.6 14 121
A 248 4.5 H8u 122
262 3.9 T14 123
A 262 3.6 B93 124
A 282 4.1 H82 125
A 237.5 4.2 K54 126
A 247 3.9 L9 127
E 275 3.7 B36 128
system
c2-c: CHp: C-C2C
C2-C .-9-9: c-c
N-C : c-c : cc:9-9:c-cO C
c-c .-9-9: c-c2
o-c: CH:: C-C2C
oc-c : c-c: C-C2
oc-c .'cnp: c-c
oc-
c:fToc-c .'9-9: c-c
s c-c: CH^ : c-cC
compound
24-methyl-5a-choles ta-6 , 8 (14) , 22-trien-33-ol; ergosta-6,8(14) ,22-trien-33-ol
24-methyl-3 , 5-cyclocholesta-6 , 8 (14) , 22-triene; 3,5-cycloergosta-6,8(14) ,22-triene
63-acetoxy-5-methyl-19-nor-5(3-cholesta-9 , ll-dien-6-one
(2,6, 6-trimethyl-l , 3-cyclohexadienyl) -acetaldehyde
9(ll),12(23)-dehydronor-56-choladiene
5 3-choles ta-8 , 14-dien-3 j3-ol ;cholestadienol-B^
21-acetoxy-17a-hydroxy-8 (14) , 9 (11) -pregnadien-3 , 20-dione
1- (diethylamino) -1 , 3-butadiene
3$,20-diacetoxy-5a-pregna-16,20-diene
2 , 4 (8) -p-menthadien-3-ol[enol form of pulegone]
2- (2-ethoxyvinyl) -1 , 3 , 3-trimethylcyclo-hexene
2- (2-acetoxyvinyl) -1,3, 3-trimethylcyclo-hexene
5H-6 ,7,8, 8a-tetrahydro-2 ,5,5, 8a-tetra-methylchromene
3-ethoxy-3 , 5-androstadien-17-one
3-acetoxy-3 , 5-cholestadiene
3 , 8-p-menthadien-3-ol[enol form of isopulegone]
ethyl 3-acetoxy-ll-carbethoxy-3 , 5-eusantonadienate
3a, 7-diacetyl-5 3 , 22a-spirosta-7 , 9 (11) -diene
3- (2-hydroxyethylthio) androsta-3 , 5-dien-17-one
3-benzylsulf inylandrosta-3 , 5-dien-17-one
solv. Vax. loge ref. no.
E 248 W37 129
A 261 4.4 F33 130
IP 248 4.4 E13n 131
PE 267 3.6 112 132
E 242 4.3 B161 133
A 250 4.3 F30 134
M 271 3.7 G23g 135
H 281 4.4 B98 136
A 2^39 4.2 M44 137
H 238 3.6 S7n 138
PE 222 112 139
PE 232 112 140
A 286 3.9 B151 141
A 241 4.3 D32 142
C 238 4.2 W13 143
H 236 3.1 S7n 144
A 238-9 4.4 A2 145
A 242 4.2 R34 146
A 268 4.4 R33 147
A 258 4.4 R29 148
system
c.c-c.cCl
cic-c : c-c:c-cC
cic-c ic C : c-cicci2-c:c c:c-ci2BrC-C !CHp: C-C
C
"^fe
c.c-cic-cicc-c : c-c : c-c : c-c
c-c:c-c:9-c:c
c-c :c-9: c-c:c-c
c-c : c-c : c-c:c-cC C
c-c .'9-9.' c-Ci c-c
C2-C i c-c ic~9i c-cC
C2-C i C-C i9~C. C-CC
C2-Ci c-ci 9~cicC2-Ci c-c '.9-9! c-c
C2-C .'9-cic-9: c-cC C
compound
2-chloro-l , 3-butadiene ; chloroprene
3-chloroandrosta-3,5-dien-17-one
perchloro-1 , 3-cyclopentadiene
per chloro-1 , 3-butadiene
3-bromocholesta-3 , 5-dien-17-one
3-acetoxyergosta-6,8(14) ,9(ll)-triene
3,5-cycloergosta-6,8(14) ,9(11) ,22-tetraene
1,3, 5-hexatriene
2,4,6-octatriene
1,3, 5-cyclooctatriene
1- (l-hydroxy-2 , 2 , 6-trimethylcyclohexyl) -3 , 7-dimethyl-4 , 6 , 8-nonatrien-l-yn-3-ol
8- (l-hydroxy-2 , 2 , 6-trimethylcyclohexyl) -6-methyl-3 , 5 , 7-octatr ien-2-ol
3,7, 7-tr imethy 1-1 , 3 , 5-cycloheptatriene
22-isospirostatriene
5a-choles ta-6 , 8 , ll-trien-3-ol
2,3,7, 7-tetramethyl-l , 3 , 5-cyclohepta-triene
4 , 8-dimethyl-10- (2 , 6 , 6-trimethyl-l , 3-cyclohexadienyl) -4,6, 8-decatrien-l-yn-3-ol
choles ta-3 , 5 , 7-triene
ergocalciferol; calciferol; vitamin D2
3-methyl-5- (2 , 6 , 6-trimethyl-2-cyclo-hexenylidene) -3-penten-l-ol
24-methylcholesta-5 ,7,14, 22-tetraen-3$-ol ; ergos ta-5 ,7,14, 22-tetraen-33-ol
andros ta-5 ,7,9(11) -triene-33 , 173-diol
3-hydroxy-24-methyl-9 , 10-secocholesta-5(10) ,6,8,22-tetraene
solv. max. logs ref. no.
H 223 4.1 B98 149
E 238 4.4 D7 150
A 323 3.2 MIg 151
A 224 4.2 R27 152
E 238 4.4 D7 153
E 232.5 4.3 F29 154287.5 3.8
iO 244 4.2 N4 155295 4.1
cH 257.5 4.9 W46x 156
iO 270 4.3 W3 157
265 3.6 C96 158
H 270 4.6 A41 159
H 274 4.5 A41 160
268 3.6 C98 161
A 306 4.3 R28 162
325 Z5 163
275 3.7 C98 164
PE 284 4.7 111 165
iP 315 4.2 S28 166
A 265 4.3 R4n 167
M 284 4.4 14 168
A 319 4.2 B37 169
iO 324 4.0 N5 170
E 280 4.4 K47g 171
system
c-c : c-c : c-c:c-cC C
c-c : c-c : c-c:c-c
O-Ci C-Ci C-Ci C-C
0-CiC-CiC-CiC-C2C C
oc-c ic-9*. c-ci C-C2SC-CiC-CiC-CiC-C2
ci*-
c:torrci2C C'l:: >cic-cic-c2CiC-CiC-CiC-CiC
C-CiC-CiC-CiC-CiC-C
C-CiC-CiC-CiC-CiC-CC C
C-CiC-CiC-CiC-CiC-C
C2-C i C-C iCHpi C-Ci C-C
c-
c:r:n:
system
oc-c : c~c : c-c : c-Cic-c
QiC-CiC-CiC-CiQC-Q : c-c : c-c : c-c .9c-Cic-cic-c.c-Cidci-p : c-c : c-c : c-c .9Br-Q : c-c : c-c : c-c .9(c:5
(CiC)5-C2
(CiC)5-C4
(CiC)5-C5
(CiO5-C6
(CiC)6-C2
(CiC)6-C4
(CiC)6-C5
(CiO6-C6
(CiC)7
(CiC)7-C6
(CiC)8-C6
(CiC)9-C2
compound
1- (4-acetoxy-3-methyl-l , 3-butadienyl) -2,6, 6-trimethyl-l , 3-cyclohexadiene
3-acetoxy-24-methylcholesta-3,5,7,9(11) ,22-pentaene [enol acetateof ergosta-4,7,9,22-tetraene]
cyclooctatetraene
methylcyclooctatetraene
1 , 2-dimethylcyclooctatetraene
chlorocyclooctatetraene
bromocyclooctatetraene
1,3,5,7, 9-decapentaene
2,4,6,8, 10-dodecapentaene
3-methyl-l- (2,6, 6-trimethyl-l-cyclo-hexenyl) -1,3,5, 7-octatetraene
3 , 7-dimethyl-l- (2 , 6 , 6-trimethyl-l-cyclo-hexenyl) -1,3,5, 7-octatetraene
retinol; vitamin A
2 , 4 , 6 , 8 , 10 , 12-tetradecahexaene
2 , 6 , 11 , 15-tetramethyl-3 ,5,7,9,11,13-hexadecahexaenedioic acid; dihydro-crocetin
3 , 7-dimethyl-9- (2 , 6 , 6-trimethyl-2-cyclo-hexenylidene) -1 ,3,5, 7-nonatetraene ;anhydrovitamin A-^
3 ,4-dehydroretinol; vitamin A2
1,3,5,7,9,11 , 13-tetradecaheptaene
aurochrome
f lavoxanthin
dihydro-3-carotenone
2 , 4 , 6 , 8 , 10 , 12 , 14 , 16 , 18-eicosanonaene
solv. max. loge ref. no.
PE 245 4.1 112 191312 4.2
A 356 4.2 H42 192
A 280 2.6 M43g 193
280 2.5 C93 194
no C93 195
no C91 196
no C91 197
iO 230 3.3 M26 198334 5.1
M 326 4.9 B88 199343 4.9
A 342 4.6 S16n 200
348 4.7 S16n 201
H 325 4.7 A41 202
C 360 D18 203
H 379 KIl 204
A 370 4.9 19 205
A 288 4.3 F4 206352 4.6
iO 390 4.6 M26 207
CD 428 KIl 208
B 430 K68 209458.5
B 436 K66 210
B 412 5.3 B88 211
system
(CiC)9-C6
(CiC)9-C7
(CiC)9-C8
(CiO10-C8
(CiC)11-C9
(CiO11-C10
(CiO12-C10
(CiC)13-C8
(CiO13-C10
(CiC)13-O2C3
(CiO14-C10
(CiC)15-C10
(CiC)15-C12
(CiC)19-C14
compound
5 , 6-dihydro-a-carotene
rubichrome
8-apo-3-carotenol; 3-apo-2-carotenol
cryptof lavin
dihydrobisanhydro-3-carotenone
a-carotene
y-carotene
3-carotene
4,4 f-dehydro-3-carotene; isocarotene
3,4-dehydro-3-carotene
decapreno-e^-carotene
3,4,3f , 4 T-bisdehydro-3-carotene
rhodoviolascin
anhydroeschscholzxanthin
3 , 4 , 3 T , 4 f -bisdehydrolycopene
decapreno- 3-carotene
dodecapreno- 3-carotene
solv. max. loge ref. no.
B 453.5 K13 212
CD 476 K14 213
A 456 V8 214
B 470 K12 215
B 460 K63 216
CD 475 5.0 02n 217507 5.0
PE 475 5.0 M31n 218
H 461 5.2 Z4n 219
PB 280 4.3 110 220465 5.1
H 308 4.5 Z2 221382 4.4471 5.2
PE 461 5.1 111 222
cH 246 4.4 K8 223321 4.8392 4.4505 5.2
H 333 4.3 Zl 224404 4.6490 5.2
B 511 K20 225
H 352 4.1 Zl 226499 5.0
B 531 KIl 227
cH 328 4.5 K6 228405 4.2509 5.1
cH 372 4.4 K7 229444 4.5547 4.9
PART 3. (CiC)-CHROMOPHORES AND CUMULENOID CHROMOPHORES
system
CiC
c-cic
C-CiC-C
CiC-CiC
C-CiC-CiC
C-CiC-CiC-C
CiC-CiC-CiC
C-CiC-CiC-CiC-C
C-CiC-CiC-CiC-CiC-C
(CiC)5-C2
(CiC)6-C2
(CiC)7-C2
c:c-c:c
cic-c:c-c
c;c-c:c-c2
Ci C-C. C-C, C
CiC-CiC-C2C
C-CiC-CiC
C-CiC-CiC-C
compound
acetylene
1-octyne
2-octyne
butadiyne
1 , 3-pentadiyne
3 , 5-octadiyne-2 , 7-diol
hexatriyne
2,4,6-octatriyne
2,4,6 ,8-decatetrayne
2,4,6,8, 10-dodecapentayne
2 , 4 , 6 , 8 , 10 , 12-tetradecahexayne
2,2,17,17-tetramethyl-3,5,7,9,ll,13,15-octadecaheptayne
butenyne; vinylacetylene
2-penten-4-yne
5-chloro-3-hexen-l-yne
5-bromo-3-hexen-l-yne
3-methyl-3-hexen-5-yne-2-ol
3-methyl-3-penten-l-yne
2-ethynyl-l , 3 , 3-trimethylcyclohexene
2 , 7-octadien-5-yn-4-ol
3-decen-5-yn-2-ol
l-bromo-2-nonen-4-yne
solv. max. loge ref. no.
V 173 3.8 B113 230
V 185 3.6 P21 231222.5 3.7
V 177.5 3.8 P21 232222.5 3.7
A 234 B86 233
A 236.5 2.6 A33 234
A 242.5 2.5 A35 235
A 284 B86 236
A 207 5.1 A35 237268 2.3286 2.3
A 234 5.4 A36 238306 2.3328 2.3
A 260.5 5.5 C84 239324.5 2.4
A 284 5.6 C84 240
E 310.5 5.7 B90 241357.5 2.8
V 213 4.0 B113 242
A 222 4.0 A34 243
A 226 4.1 H44 244
A 237 4.2 H44 245
A 224 4.1 J29 246
H 219 4.0 B98 247
H 227 4.1 A41 248
A 224 4.2 H41 249
A 226 4.2 H38 250
H 242 3.9 B122 251249 3.9
system
c-c;c-c:c
C-C: C-C : C-CC
C-CiC-CiC-C2
Si-Ci C-C: C-C
c:c-c:c-c:c
c-c:c-c:c-c:c
c-c : c-c c-c:c-c
c-c:c-c;c-c:cC
C-C .C-CiC-C .C-CC
c-c:
system
(CiC)(CiC)4-C6
(CiC)(C .'C)6-C8
(CiC)(CiC)10-C10(CiC)(CiC)11-C10
(CiC)(CiC)12-C10CiC-CiC-CiC
CiC-CiC-CiC-C
C-CiC-CiC-CiC-C
C-C -9-CiC-Ci C-Ci C-CC C
(CiC)2(CiC)4-C
(CiC)2(CiC)4-C6
(CiC)2(CiC)6-C4
CiC-CiC-CiC-CiC-C
C-CiC-[CiC]3-CiC-C
C-[CiC]3-[CiC]2-C
(CiC)3(CiC)3-C
(CiC)4(CiC)2-C2
(CiC)5(CiC)2-C2
(CiC)6(CiC)2-C2
CiCiC
compound
3 , 7-dimethyl-9- (2 , 6 , 6-trimethyl-l-cyclo-hexenyl) -2 , 4 , 6-nonatrien-8-yn-l-ol ;7,8-dehydrovitamin A
3 , 8-dimethyl-l , 10-bis (2,6, 6-trimethyl-1-cyclohexenyl) -1,3,7, 9-decatetraen-5-yne
15 , 15 r -dehydro- 3-carotene
3 , 4 : 15 , 15 T -bisdehydro- 3-carotene
3,4:3' ,4f :15,15f-trisdehydro-B-carotene
l-buten-3 , 5-diyne ; vinyldiacetylene
2-hepten-4 , 6-diyne
cis-8-decene-4,6-diynoic acid
trans-8-decene-4 ,6-diynoic acid
l,4-di(l-cyclohexenyl)butadiyne
1,3,9, ll-dodecatetraene-5 , 7-diyne
1 , 8-di (1-cyclohexenyl) -2 , 7-dimethyl-1 , 7-octadiene-3 , 5-diyne
1 , 12-di (1-cyclohexenyl) -1 ,3,9, ll-dodeca-tetraene-5 , 7-diyne
2-nonaene-4,6,8-triyneyl acetate
di (1-cyclohexenyl) hexatriyne
3,5-tridecadiene-7 ,9,11-triynoic acid;isomycomycin
2,10, 12-tridecatriene-4 , 6 , 8-triynylacetate
l,14-diacetoxy-2,12-tetradecadiene-4,6,8,10-tetrayne
2,2,17,17-tetramethyl-3,15-octadeca-diene-5 ,7,9,11 , 13-pentayne
1 , 18-diacetoxy-2 , 16-octadecadiene-4,6,8,10,12, 14-hexayne
allene
solv. max. loge ref. no.
H 252 4.3 A41 273328 4.5
M 357 4.7 14 274
PE 431 5.0 110 275
PE 439 5.0 111 276
PE 449 5.0 111 277
A 262 A19 278
A 264 4.1 A33 279
H 265.5 A19 280
H 265.5 A19 281
A 237 4.5 B86 282291 4.4
307 B91 283
E 313 4.3 B85 284
E 374 4.8 B85 285
M 245 5.0 B91 286309 4.2
A 254 4.8 B86 287330 4.4
E 267 5.0 C22x 288324 4.6
PE 274 4.8 B91 289342 4.6
M 275 5.0 B91 290364 4.1
M 297 5.2 B90 291398 4.2
M 316 5.2 B91 292
V 'XL 71 S81 293
system
c-c:c:c
c-c : c:c-c
O-C:C:C-NC2-CiCiC-CiCiC-C2
c2-c:c:9 CiCiC-C2Br Br
(c:c:c) (CiC)2(CiO2-C
C2-CiCiCiC-C2
C2-CiCiCiCiCiC-C2
C2-[Ci]9C-C2
compound
1,2-pentadiene; ethylallene
2 , 3-pentadiene ; 1 , 3-dimethylallene
1- (tert-butylamino) -3-hydroxyallene
1,4 -bis (2,2,6, 6-tetramethylcyclohexyl-idene) -1 , 3-butadiene
2 , 3-dibromo-l , 4-bis (2 , 2 , 6 , 6-tetramethyl-cyclohexylidene) -1 , 3-butadiene
3,5,7,8-tridecatetraene-10,12-dioicacid; mycomycin
1 , 2 -bis (2 ,2,6, 6-tetramethylcyclo-hexylidene) ethylene
1 , 4-bis (2 , 2,6, 6-tetramethylcyclo-hexylidene)butatriene
1 , 8-bis (2,2,6, 6-tetramethylcyclo-hexylidene) octaheptaene
solv. max. loge ref. no.
V 177 4.4 J29n 294181 4.4227 1.7
V 171 4.3 J29n 295
287 4.8 W32n 296
E 224 4.7 B92 297
E 231 4.7 B92 298
281 4.8 C63 299
E 230 4.0 B92 300271.5 4.5
E 238 5.2 B92 301339 4.5
PE 325 5.4 B92 302390 4.2465 4.2
PART 4. (N:N)-, (N:N)-, AND (N: NrN)-CHROMOPHORE6
system
C-NiN-C
C-N: N-C6
C-N:N:N
compound
azome thane
azopropane
azoxyme thane
azoxy tr if luorome thane
azoxycyclohexane
azidoethane
solv. \nax. loge ref. no.
W 344 1.0 M20 303
cH 362 1.0 M20 304
V 221 3.8 J8 305
V 211 3.9 J8 306303 1.2
A 223.5 3.9 L2n 307
A 222 2.2 S41n 308287 1.3
PART 5. (NiC)-CHROMOPHORES
system
NiC-C2
N: C-N2
N: C-NC
NiC-O2
NiC-OC
NiC-ON
NiC-SN
C-NiC-N
C-NiC-NC
compound
3-iminobutanonitrile; diacetonitrile
guanidine
acetylguanidine
nitroguanidine
l-amino-3-nitroguanidine
acetamidine
ethyl carbonimidate
ethyl acetimidate; ethyl a-iminoethylether
methyl carbamidoimidate; 0-methylisourea
methyl carbamidoimidothiolate; S-methylisothiourea
l-isopropyl-4 , 4-dimethyl-2-imidazoline
2-methyl-2-imidazoline
4 , 4-dimethyl-2-propyl-2-imidazoline
l-isopropyl-2 , 4 , 4-trimethyl-2-imidazoline
solv. max. loge ref. no.
H 259 4.3 S32 309
6.2 no K39 310
*1 262 1.3 S32 311
6.1 220 2.8 M18 312
10.5. 229 4.1 M18 313
3.0 265 4.1 L25 314
7.0 265 4.1 L25 315
10.0 265 4.1 L25 316
W 214 3.7 L25 317267 4.1
7.0 1.6 M18 318
13.0 219 3.0 M18 319
M 225 1.4 S32 320
M 254 1.1 S32 321
7.5
system
C-NiC-S2
N-NiC
N-NiC-C
N-NiC-C2
compound
2-cyanomethyl-l-isopropyl-4 , 4-dimethyl-2-imidazoline
2- (ethoxycarbony !methyl) -1-isopropyl-4 , 4-dimethy 1-2-imidazoline
methyl N-methylcarbimidodithiolate ;(methylimino)dimethylthiomethane
formaldehyde 2 , 4-dinitrophenylhydrazone
propionaldehyde 2 , 4-dinitrophenyl-hydrazone
(2 ,6,6-trimethyl-2-cyclohexenyl) form-aldehyde semicarbazone;a-cyclocitral semicarbazone
(2,6, 6-trimethyl-l-cyclohexenyl) acet-aldehyde phenylsemicarbazone;3-cyclocitral phenylsemicarbazone
acetaldehyde thiosemicarbazone
acetone m-nitrophenylhydrazone
acetone p-nitrophenylhydrazone
acetone 2 , 4-dinitrophenylhydrazone
solv. Vax. loge ref. no.
A 258 4.4 F16n 332
*1 231 3.8 F16n 333
A 222 3.8 F16n 334271 4.4
*1 231 3.9 F16n 335
cH 217 3.9 A13 336
A 225 4.3 B120 337256 4.1348 4.4
C 258 4.1 B120 338348 4.4
*2 264 J26 339430 4.3
A 228 4.2 B120 340256 4.1357 4.3
C 252 4.1 B120 341361 4.3
*2 272 J26 342438 4.4
A 232 4,2 H45 343
PE 248.5 4.9 112 344
A 229.5 3.8 E22 345270 4.9
M 268 4.4 B84 346
M 250 4.1 B84 347392 4.3
A 228 4.3 B120 348255 4.1362 4.3
*1 acidified A *2 0.2N NaOH /AH-C (9 :1)
system compound
cyclopentanone 2 , 4-dinitrophenyl-hydrazone
cyclohexanone 2,4-dinitrophenyl-hydrazone
5a-cholestan-3-one 2 , 4-dinitrophenyl-hydrazone
hydroxyacetone 2 , 4-dinitrophenyl-hydrazone
1 , 3-dihydroxyacetone 2 , 4-dinitrophenyl-hydrazone
1 , 1 f -diacetoxyacetone 2 , 4-dinitro-phenylhydrazone
1,1, 1-trif luoroacetone 2 , 4-dinitro-phenylhydrazone
chloroacetone 2 ,4-dinitrophenyl-hydrazone
1 , 3-dichloroacetone 2 , 4-dinitrophenyl-hydrazone
bromoacetone 2 , 4-dinitrophenylhydrazone
acetone N~methyl~2 , 4-dinitrophenyl-hydrazone
5a-cholestan-3-one N-methyl-2 , 4-dinitro-phenylhydrazone
acetone semicarbazone
2-ethoxycarbonyl-2-(3-ethoxycarbonyl-1-methylallyl) cyclopentanone semi-carbazone
cyclohexanone semicarbazone
methyl 12a-bromo-4-methoxy-3,ll-disemicarbazono-5 (3-cholanoate
solv. Vax. loge ref. no.
C 258 4.1 B120 349366 4.4
*1 431 4.3 J26 350
A 363 4.4 B120 351
C 367 4.4 B120 352
A 363 4.4 B120 353
C 366 4.4 B120 354
A 370 4.4 C62 355
C 255 4.0 R9 356354 4.4
C 359 4.3 R9 357
C 255 4.0 R9 358351 4.2
327 3.8 K33 359
340-4 3.9 K33 360
337 4.0 K33 361
344 4.1 K33 362
M 375 4.3 B84 363
C 245 4.0 D32 364
A 225.5 4.0 G12 365
A 232.5 4.2 H55 366
A 229.5 4.0 G12 367
M 230 4.1 M22 368
*1 0.2N NaOH/A+C(9:l)
system
O-N:C-Co-N:c-c2
c-c : NHM: c-c
C-N: c-c : N-C
C-N !9-9: N-C
N-N: C-C:N-NC
N-N: c-c : N-N
O-N:C-C:N-O
compound
5-hydroxy-5a-cholestan-6-one semi-carbazone
acetone thiosemicarbazone
cyclohexanone thiosemicarbazone
acetaldehyde oxime
acetone oxime
acetone 2,4-dinitrophenyloxime
dibutylidenehydrazine ; acetaldehydeazine
bis (cyclohexylimino) ethane ; glyoxalbiscyclohexylimide
2,3-bis (butylimino) butane; diacetyldisbutylimide
D-glucose phenylosazone
3a-acetoxy-12a-bromo-20 , 21-bis (2 , 4-dinitrophenylhydrazono)-ll-oxopregnane
2,3-dihydrazonobutane; diacetyl di-hydrazone; butanedione dihydrazone
3a-hydroxy-ll , 21-hydrazone-5 B-cholanoicacid
2 , 3-butanedione bis (2 , 4-dinitrophenyl-hydrazone)
1 , 2-cyclobutanedione bis (2 , 4-dinitro-phenylhydrazone)
1 , 2-cyclopentanedione bis (2 , 4-dinitro-phenylhydrazone)
1 , 2-cyclohexanedione bis (2 , 4-dinitro-phenylhydrazone)
butanedione disemicarbazone; diacetyldisemicarbazone
bis (hydroxyimino) ethane ; glyoxime
solv. max. loge ref. no.
A 228 4.1 RlO 369
A 228.5 3.9 E22 370271 4.3
A 229.5 3.9 E22 371272 4.4
no L23 372
W 190 3.7 B113 373
242 5.1 C106 374
A 205 4.1 B26 375
M 217 4.3 C12 376267 2.4
A 209 4.3 B26 377
A 253 4.2 G23x 378394 4.4
B 354 4.5 F35 379398 4.4
A 265 4.2 B27 380
301 W42 381
C 395 4.6 R4 382440 4.5
C 352 4.5 R4 383440 4.4450 4.4
352 4.5 R4 384403 4.4452 4.4
C 352 4.5 R4 385
281 B87 386
A 236 4.2 B26 387
system
0-NiC-ciN-o
O-N: C-C:N-N
NiC-NiC-N9ri 2
C-NiC-CiC-C
N-NiC-CiC
N-NiC-CiC-C
N-NiC-CiC-C2
compound
2,3-bis(hydroxyimino)butane; dimethyl-glyoxime
1 , 2-bis (hydroxyimino) cyclohexane ;1,2-cyclohexanedione dioxime
2-hydroxyimino-3-thiosemicarbazonobutane
amidinoguanidine; biguanide
l-butylimino-2-butene ; crotonaldehydebutylimide
acrylaldehyde 2 , 4-dinitrophenylhydrazone
acrylaldehyde semicarbazone
crotonaldehyde p-nitrophenylhydrazone
crotonaldehyde 2 , 4-dinitrophenyl-hydrazone
crotonaldehyde N-methyl-2 , 4-dinitro-phenylhydrazone
crotonaldehyde semicarbazone
3-methylcrotonaldehyde 2 , 4-dinitro-phenylhydrazone
solv. ^max. loge ref. no.
A 227 4.3 B26 388
alk ^ 26O S54 389
M 237 4.1 S2g 390
M 294 S2g 391
ntr 231 4.0 Gl 392
A 220 4.4 B26 393
A 228 4.2 B120 394241 4.2251 4.2366 4.4
C 256 4.0 B120 395367 4.4
*1 459 4.5 J26 396
A 264.5 4.3 L33 397
M 285 3.9 B84 398400 4.5
*2 273 B84 399523
A 244 4.3 B120 400256 4.3373 4.5
C 256 4.3 B120 401372 4.5
*1 452 4.5 J26 402
*2 273 B84 403523
M 260 4.2 B84 404397 4.3
264.5 4.4 H24 405
A 256 4.3 B120 406381 4.5
*1 0.2N NaOH/A+C(9:l) *2 10% KOH/A
system
N-N: c-c : c-cC
N-N: c-c: c-c2C
compound
(2,6, 6-trimethylcyclohexylidene) -acetaldehyde 2 , 4-dinitrophenyl-hydrazone
3-methylcrotonaldehyde semicarbazone
cyclohexylideneacetaldehyde semi-carbazone
(2,2, 6-trimethylcyclohexylidene) -acetaldehyde phenylsemicarbazone
3-methyl-4- (2 , 6 , 6-trimethyl-l-cyclo-hexenyl) crotonaldehyde m-nitrophenylhydrazone
3-methyl-4- (2 , 6 , 6-trimethyl-l-cyclo-hexenyl) crotonaldehyde p-nitrophenyl-hydrazone
2-methylcrotonaldehyde 2 , 4-dinitro-phenylhydrazone; tiglinaldehyde 2,4-dinitrophenylhydrazone
2-methyl-4- (2,6, 6-trimethyl-l-cyclo-hexenyl) crotonaldehyde N-methyl-2 , 4-dinitrophenylhydrazone
2-methylcrotonaldehyde semicarbazone ;tiglinaldehyde semicarbazone
l-p-menthen-7-al semicarbazone;phellandral semicarbazone
2-methyl-4- (2 , 6 , 6-trimethy 1-1-cyclo-hexenyl) crotonaldehyde phenylsemi-carbazone
2-methylcrotonaldehyde thiosemi-carbazone; tiglinaldehyde thiosemi-carbazone
2-f ormyl-1 , 3 , 3-tr imethylcyclohexene 2 , 4-dinitrophenylhydrazone ; 3-cyclocitral2 , 4-dinitrophenylhydrazone
solv. max. loge ref. no.
C 260 4.3 B120 407382 4.4
C 260 4.2 H47 408380 4.5
A 273 4.5 E22 409
A 274 4.5 D19 410
PE 241 4.3 112 411284.5 4.2
M 248 4.1 B84 412314 4.6
M 283 4.1 B84 413406 4.5
A 376 4.5 J26 414
*1 258 J26 415458 4.5
M 267 4.3 B84 416404 4.4
A 264 4.3 E22 417
A 265 4.4 C85 418
PE 236 4.3 112 419282 4.5
A 248 3.9 E22 420299.5 4.5
A 225 4.1 B120 421255 4.2387 4.4
C 257 4.2 B120 422389 4.4
*1 0.2N NaOH/A+C(9:l)
system
N-N: c-c:c-cC
K-N:?1:c
N-NiC-CiC-C2C
compound
2-f ormyl-1 , 3 , 3-tr imethylcyclohexenesemicarbazone; $-cyclocitral semi-carbazone
2-f ormyl-1 , 3 , 3-trimethylcyclohexenepheny Isemicarbazone ; (3-cyclocitralphenylsemicarbazone
4- (2 , 6 , 6-trimethyl-2-cyclohexenyl) -3-buten-2-one 2 , 4-dinitrophenylhydrazone ;ot-ionone 2 , 4-dinitrophenylhydrazone
4-cyclohexyl-2-cyclohexen-l-one 2 , 4-dinitrophenylhydrazone
5a-cholest-l-en-3-one 2 , 4-dinitro-phenylhydrazone
5a-cholest-l-en-3-one N-methyl-2 , 4-dinitrophenylhydrazone
3-hepten-2-one semicarbazone
4-cyclohexyl-2-cyclohexen-l-one semi-carbazone
5 3-cholest-l-en-3-one semicarbazone
3-hepten-2-one thiosemicarbazone
3-methyl-3-buten-2-one semicarbazone
4-methyl-3-penten-2-one 2 , 4-dinitro-phenylhydrazone; mesityl oxide2 , 4-dinitrophenylhydrazone
cholest-4-en-3-one 2 ,4-dinitrophenyl-hydrazone
4-methyl-3-penten-2-one semicarbazone ;mesityl oxide semicarbazone
solv. max. loge ref. no.
A 272 4.4 B156 423
A 236.5 4.3 B156 424280.5 4.4
A 223 4.2 B120 425245 4.3252 4.3377 4.4
C 256 4.4 B120 426389 4.4
C 382 4.4 W27 427
C 384 4.4 D28 428
C 248 4.3 D28 429393 4.3
A 264.5 4.4 E21 430
A 263.5 4.3 W27 431
A 270 4.0 15 432
A 246 4.0 E22 433301.5 4.6
A 259.5 4.3 E21 434
A 224 4.2 B120 435256 4.2379 4.4
C 255 4.3 B120 436389 4.4
*1 250 J26 437452 4.4
C 256 4.3 J33 438393 4.5
A 260 4.0 M27 439
*1 0.2N NaOH/A+C(9:l)
system
N-N: c-c : c-c
N-NiC-CiC-C2
compound
3-methyl-2-cyclohexen-l-one semi-carbazone
cholest-4-en-3-one semicarbazone
3-methyl-2-cyclohexen-l-one thiosemi-carbazone
3-methyl-3-penten-2-one 2 , 4-dinitro-phenylhydrazone
3(3-acetoxypregna-5 , 16-dien-20-one2 , 4-dinitrophenylhydrazone
1-acetylcyclohexene 2 , 4-dinitrophenyl-hydrazone
cholest-4-en-6-one 2 , 4-dinitrophenyl-hydrazone
2-ethy 1-2-cy clohexen-1-one 2 , 4-dinitro-phenylhydrazone
3-methyl-3-penten-2-one semicarbazone
3a-hydroxy-5$-pregn-16-en-20-one semi-carbazone
1-acetylcyclohexene semicarbazone
33-acetoxycholest-4-en-6-one semi-carbazone
2 -me thy 1-2-cy clohexen-1-one semi-carbazone
1-acetylcyclohexene thiosemicarbazone
3 , 4-dimethy l-3-penten-2-one 2 , 4-dinitro-phenylhydrazone
l-acetyl-2-methylcyclohexene2 , 4-dinitrophenylhydrazone
1,2,3,4,5,6,7, 8-octahydronaphthalen-1-one 2 ,4-dinitrophenylhydrazone
solv. max. loge ref. no.
A 265.5 4.4 E21 440
A 270.5 4.4 J33 441
C 271 4.4 J33 442
A 246.5 4.0 E22 443302.5 4.5
A 377 4.4 M27 444
C 384 4.4 K27 445
A 228 4.2 B120 446255 4.2377 4.4
C 253 4.3 B120 447387 4.4
C 377 4.4 RlO 448
C 385 4.4 J4 449
A 259.5 4.4 E21 450
C 267 4.4 D32 451
A 260.5 4.4 H45 452
A 258 4.0 RlO 453
A 264.5 4.3 E21 454
A 247 4.0 E22 455301 4.6
A 367 4.3 M27 456
A 365 4.4 W49 457
A 381 4.4 BlOl 458
C 259 4.2 W27 459387.5 4.4
system
O-N: c-c : c-cO-N: c-c:c-cO-N: 9-c:c-c2
C
O-N .'9-9: c-c
s;^ **^ ?
-":
-*|
compound
3 , 4-dimethyl-3-penten-2-one semi-carbazone
l-acetyl-2-methylcyclohexenesemicarbazone
4-isopropyl-2 , 3-dimethyl-2-cyclopenten-1-one semicarbazone
1,2,3,4,5,6,7, 8-octahydronaphthalen-1-one semicarbazone
crotonaldehyde oxime
2-f ormyl-5a-cholest-2-ene oxime
4-methyl-3-penten-2-one oxime; mesityloxide oxime
3-methyl-2-cyclopenten-l-one oxime
3-methyl-2-cyclohexen-l-one oxime
cholest-4-en-3-one oxime
3$-hydroxycholest-5-en-7-one oxime
3-methyl-3-penten-2-one oxime
1-acetylcyclohexene oxime
l(6)-p-menthen-2-one oxime; carvoneoxime
5-hydroxy-3-caren-2-one oxime;2-hydroxy-3-caren-5-one oxime
33-acetoxy-5a-cholesta-8,14-dien-7-one2 , 4-dinitrophenylhydrazone
cholesta-l,4-dien-3-one 2 ,4-dinitro-phenylhydrazone
cholesta-1 , 4-dien-3-one semicarbazone
2 , 6-dimethyl-2 , 5-heptadien-4-one 2 , 4-di-nitrophenylhydrazone; phorone 2, 4-di-nitrophenylhydrazone
4-benzoyloxy-2 , 4 , 6- t rime thy 1-2 , 5-cyclo-hexadien-1-one 2 , 4-dinitrophenyl-hydrazone
solv. max. loge ref. no.
A 240 4.4 M27 460
A 240 4.0 M27 461
A 267 4.4 G13 462
A 267 4.4 BlOl 463
A 229.5 4.2 E2 464
A 233 4.3 P30 465
W 236.5 4.1 E22 466
A 234 4.1 E22 467
A 236 4.1 E22 468
A 240 4.4 E22 469
E 238 4.2 E3 470
A 230.5 4.3 E22 471
A 231 4.1 G12 472
A 236 4.2 G12 473
237 4.1 C97 474
C 393 4.4 D32 475
C 400 4.5 D28 476
C 302 4.3 15 477
A 226 4.3 B120 478258 4.2388 4.4
C 256 4.1 B120 479395 4.4
231 ClOO 480251
system
C2-NiC-C! C-CiC-SN
N-NiC-CiC-CiC-C
N-NiC-CiC-CiC-C2
N-NiC-CiC-^iC-CC
N-NiC-Ci9-CiC-CC
N-NiC-CiC-CiO-C
N-NiC-CiC-CiC-C2C
N-N. C-C. C-C. C-CC
N-NiC-CiC-CiC-C2C
N-NiC-CiC-CiC-CC C
compound
3 , 3 f -diethylthiazolinocarboyanineiodide
2 ,4-hexadienal p-nitrophenylhydrazone
2 , 4~hexadienal N-methyl-2 , 4-dinitro-phenylhydrazone
9-methyl-2 , 4 , 8-decatrienal semicarbazone
5 , 9-dimethyl-2 , 4 , 8-decatrienal 2 , 4-di-nitropheny Ihydrazone ; 9-apolycopenal2 , 4-dinitropheny Ihydrazone
5 , 9-dimethyl-2 ,4 ,8-decatrienal semicarb-azone; 9-apolycopenal semicarbazone
4-methyl-2 , 4-hexadienal 2 , 4-dinitro-pheny Ihydrazone
4-methyl-6- (2 , 6 , 6-trimethyl-l-cyclo-hexenyl) -2 , 4-hexadienal phenylsemi-carbazone
3-methyl-5-(l-hydroxy-2,2,6-trimethyl-cyclohexy 1) -2 , 4-pentadienalsemicarbazone
2,6, 6-trimethyl-2-cyclohexenylidene-acetaldehyde phenylsemicarbazone
2-methyl-4-(2, 6 , 6-trimethylcyclohexyl-idene) -2-butenal phenylsemicarbazone
3,5-octadien-2-one semicarbazone
3 , 5-octadien-2-one phenylsemicarbazone
6 , 10-dimethyl-3 , 5 , 9-undecatr ien-2-one2 , 4-dinitropheny Ihydrazone ;^-ionone 2 , 4-dinitropheny Ihydrazone
6 , 10-dimethyl-3 , 5 , 9-undecatr ien-2-onesemicarbazone; ^-ionone semicarbazone
4- (3 , 3-dimethyl-l-cyclohexenyl) -3-buten-2-one 2, 4-dinitropheny Ihydrazone
solv. 'Vax. loge ref. no.
444 B137 481
M 235 4.3 B84 482291 4.2414 4.6
M 290 4.3 B84 483410 4.4
A 305 4.7 B155 484
C 265 4.7 K60 485308 4.6400 4.7
A 304.5 4.7 B156 486
C 242 4.4 H3 487260 4.4392 4.6
PE 234.5 4.2 112 488304-6 4.7
M 300 4.6 14 489
PE 236 4.2 112 490308.5 4.6
PE 245.5 4.2 112 491314 4.8
M 313 4.7 14 492
M 290 B87 493
M 300 B87 494
A 228 4.2 B120 495395 4.5
C 257 4.3 B120 496309 4.3407 4.5
A 299.5 4.7 B156 497
285 4.1 S36 498
system
N-N: c-c !9-0: c-cC C
N-N : cc : c-c : C-C2C C
O-N:C-C:C-C:C-C
N~N:6c-c.-c-c.-c*0*0 C2
M NT*-0'0-010-0N-N.C
system
N-N : c~c : C-CiC-C :c-c2
N-N: c-c: c-c: c-c: C-C2C
N-N : c-c . c-c : c-c : C-C2C
N-N: c-c: c-c: c-c: c-cC C
N-N: c-c: c-c: c-c: c-c
N-N: c-c: c-c: c-c: c-c
(N: c) (c :c)4-Nc4
(N:c)(c:c)4-Nc5(N:c)(c:c)5-NC5
(N:c)(c:c)6-oc4
(N: c)(c: C)7-Nc6
compound
7 , 11-dimethy 1-2 ,4,6, 10-dodecatetraenalsemicarbazone; 12-apolycopenal semi-carbazone
7 , ll-dimethyl-2 ,4,6, 10-dodecatetraenalphenylsemicarbazone ; 12-apolycopenalphenylsemicarbazone
4-methyl-6- (2,6, 6-trimethylcyclo-hexylidene) -2 , 4-hexadienal phenylsemi-carbazone
8-methoxy-2 , 7-dimethyl-2 , 4 , 6-octatrienal2 , 4-dinitrophenylhydrazone
8-methoxy-2 , 7-dimethyl-2 , 4 , 6-octatrienalsemicarbazone
2,6-dimethyl-8-(2,6,6-trimethyl-l-cyclo-hexenyl) -2,4, 6-octatrienal phenyl-semicarbazone
2-methyl-4- (2,6, 6-trimethyl-2-cyclo-hexenylidene) crotonaldehyde semi-carbazone
2-methy 1-4- (2,6, 6-trimethy 1-2-cyclo-hexenylidene) crotonaldehyde phenyl-semicarbazone
5 , 6-dihydro-6-hydroxy-13-apocarotenonesemicarbazone
2 , 6-dimethyl-8- (2 , 2 , 6-trimethylcyclo-hexy lidene) -2,4, 6-octatrienal phenyl-semicarbazone
4-methyl-6- (2 , 6 , 6-trimethy 1-2-cyclo-hexenylidene) -2 , 4-hexadienal phenyl-semicarbazone
13-apo- B-carotenone semicarbazone
retinal semicarbazone
2 , 6-dimethy 1-8- (2,6, 6-trimethy 1-2-cyclo-hexenylidene) -2,4, 6-octatrienalphenylsemicarbazone
5 , 6-dihydro-5 , 6-dihydroxy-10 T -apo-3-carotenal oxime; apo-1-azafrinaloxime
3-apo-4-carotenal semicarbazone
solv. max. loge ref. no.
A 325.5 4.4 B156 515
A 236.5 4.2 B156 516332 4.4
PE 236 4.3 112 517340 4.9
C 407 4.6 A12 518
A 328 4.7 A12 519
PE 234 4.2 112 520332 4.9
PE 335.5 4.7 112 521
PE 234 4.2 112 522340 4.8
A 235 3.7 A41 523325 4.8
PE 238 4.5 112 524369 5.0
PE 366 4.9 112 525
A 345 4.7 A41 526
375 4.9 07 527
PE 236.5 4.4 112 528393 5.0
A 423 KIl 529
CD 445 KIl 530
A 4^45 K18 531
system
(NiC)(CiC)7-OC6
(NiC)(CiC)8-OC5
(NiC)(CiC)9-OC7
(NiC)(CiCJn-OC90-NiC-CiC-CiN-O
C-CiC-CiN-NiC-CiC-C
N-NiC-CiC-CiC-CiN-N
(NiC)2(CiC)4-C2
(NiC)2(CiC)6-C2
(NiC)2(CiC)8-C2
(NiC)2(CiC)8-O2N4
(NiC)2(CiC)9-O2N4
compound
3-apo-4-carotenal oxime
a-apo-2-carotenal oxime
3-apo-2-carotenal oxime
$-caroten-4-one oxime
3-carene-2 , 5-dione dioxime
di- (2-butanylidene)hydrazine ;crotonaldehyde azine
3 , 5-octadiene-2 ,7-dione semicarbazone
3 , 5-octadiene-2 , 7-dione phenylsemi-carbazone
di-2 , 4-hexadienylidenehydrazine ;2 ,4-hexadienal azine
di-2 , 4 , 6-octatrienylidenehydrazine ;2 ,4,6-octatrienal azine
di-2 ,4,6, 8-decatetraeny lidenehydrazine ;2,4,6,8-decatetraenal azine
6,8?-diapolycopenedial oxime;apo-1-bixindialdehyde oxime
6,6 f-diapolycopenedial oxime;bixindialdehyde oxime
solv. max. loge ref. no.
CD 474 K18 532
A 409 K18 533
CD 456 K18 534
A 439 KIl 535
CD 469 KIl 536
A 445 K18 537
CD 473 K18 538
H 456 PlO 539
278 4.4 C97 540
A 275 4.6 B76 541
D 275 4.6 B76 542
M 330 B87 543345
M 343 B87 544355
A 338 4.9 B26 545
D 327 4.8 B76 546342 4.8
A 385 4.9 B26 547
D 245 4.1 B76 548304 4.1372 4.9
*1 343 3.6 B76 549410 4.2
A 449 KlO 550481
CD 480 KlO 551510
Py 452 K69 552482514
*1 tetrachloroethylene
system
N-N: c-c :.c-c
N-N .C-Ci C-Ci C-C
N-N: c-c :c-c;c-cC
S-N. c-c; c-c: c-c
N-N:c-c:c-c:9-c;cC CV-i V->
N-N: c-c :c-ci c-(p: c-c2C C
N-N:C-C:C-C:C-C;C-CC C
(N: c) (c; c) (C !O3-NC5
compound
2-butynal 2 , 4-dinitr opheny lhydr azone ;tetrolaldehyde 2 , 4-dinitrophenyl-hydrazone
4 , 4-dimethyl-2-pentynal semicarbazone
6 , 6-dimethyl-2 , 4-hep tadiynal 2 , 4-dinitr opheny Ihydrazone
6 , 6-dimethyl-2 , 4-heptadiynal semi-carbazone
5- (l-hydroxy-2 , 2 , 6-trimethylcyclohexyl) -3-methyl-2-penten-4-ynal semicarbazone
6 ,6-dimethyl-4-hepten-2-ynal semi-carbazone
6-methyl-3 , 5-octadien-7-yn-2-one semi-carbazone
3-methyl-5- (2 , 6 , 6-trimethyl-l-cyclo-hexenyl) -2-penten-4-ynal 2 , 4-dinitro-pheny lhydr azone
3-methyl-5- (2 , 6 , 6-trimethyl-l-cyclo-hexenyl) -2-penten-4-ynal semicarbazone
8- (l-hydroxy-2 , 2 , 6-trimethylcyclohexyl) -6-methyl-3 , 5-octadien-7-yn-2-one semi-carbazone
6-methyl-8- (2,6, 6-tr imethy 1-1-cyclo-hexenyl) -3 , 5-octadien-7-yn-2-onesemicarbazone
solv. max. loge ref. no.
C 363 4.4 L32 553
265 4.3 B89 554
M 365 4.5 B90 555
M 222 4.2 B90 556305 4.5
M 295 4.5 14 557
M 290 4.5 B90 558
A 313 4.7 A41 559
M 265 4.2 14 560395 4.5
M 240 4.2 14 561318 4.4
A 232 3.6 A41 562316 4.7
A 342 4.6 A41 563
PART 6. (NiC)-, (N:C:N)-, AND (N:N:C)-CHROMOPHORES
system
NiC-C
N-C-N
NiC-S
NiC-I
NiC-CiN
NiC-CiC
N;C-C:C-C
N i c-c : c-cC
N;C-C:C-C:C-C
Nic-c:c-c:c-c2Vj
N;C-C:C-C:C-C:CNic-c:c-c:c-c:c-c2
NiC-C'.C-CiN
Nic-c:c-c:9-c;NC C
C-N:C:N-C
N:N:C
N:N:C-C
compound
ethanonitrile; acetonitrile
trichloroethanonitrile; trichloroaceto-nitrile
N-cyanodiallylamine
butyl thiocyanate
iodine cyanide
ethanodinitrile; oxalonitrile; cyanogen
propenonitrile; acrylonitrile
2-butenonitrile; crotononitrile
22-cyano-33-hydroxy-5,20-bisnor-choladiene
33,21-diacetoxy-20-cyanopregna-5,17(20)-diene
3-methyl-5- (2,6, 6-trimethyl-2-cyclo-hexeny 1) -2 , 4-pentadienonitrile
3 B-acetoxy-17 3-cyano-5 3-andros ta-14 , 16-diene
2,4, 6-heptatrienonitrile
3-methyl-5- (2 , 6 , 6-tr imethyl-1-cyclo-hexenyl) -2 , 4-pentadienonitrile
1 , 2-dicyano-cis-ethylene ; maleonitrile
2 , 5-dicyano-2 , 4-hexadiene
diethylcarbondiimide
diazome thane
diazoethane
solv. max. log e ref. no.
V 160 H57 564
305 DlIg 565
iO no S2g 566
cH 242 S2g 567
A 224 2.3 HIS 568
PE 242 2.2 H18 569
V 220 0.3 H74 570
A 215.5 1.7 R27n 571
H 250 0.5 C18 572
A 226 4.1 H52u 573
A 224 4.0 H34 574
A 262.5 4.3 Y3 575
A 286 4.3 R48 576
261 Cl 577
A 256 4.2 Y3 578300 4.1
M 220 4.1 W6x 579
M 268 4.4 E16 580
H 230 2.3 L3 581270 1.4
A 347.5 0.7 H8 582
V 4^10 0.5 B128 583
V 4^5O 0.5 B128 584
Next Page
PART 7. (OrC)-CHROMOPHORES
system
o:c
o:c-c
o:c-c2
compound
formaldehyde
butyraldehyde
monoanhydrodihydrostrophanthidin
acetone
4-methyl-2-pentanone
2,2,4, 4-tetramethyl-3-pentanone ;tert-butyl ketone
bromoacetone
ace ty !cyclopropane
acetylcyclobutane
acetylcyclopentane
acetylcyclohexane
dicyclopropyl ketone
cyclobutanone
cyclopentanone
3$,203-diacetoxy-5a-pregnan-16-one
3a-hydroxy-5a-androstan-17-one ;androsterone
cyclohexanone
1 , 3-dioxane-2-spiro-2 ! -cyclohexanone
17 (3-hydroxyalloandrostan-3-one
solv. max. loge ref. no.
A 305 1.2 R14 585
A 282.5 1.1 L17 586
H 290 1.3 L18 587
A 303 1.4 E9 588
A 272 1.2 S17 589
C 277 1.2 S17 590
H 279 1.2 S17 591
M 270 1.2 S17 592
W 264.5 1.2 S17 593
A 279 1.4 M12 594
A 295 1.3 R13 595
H 215 2.6 M47 596299 1.9
A 271 1.4 M12 597
A 281 1.5 M12 598
A 279 1.4 M12 599
A 281 1.4 M12 600
system
o.c-c.o
O.CHSiOC
-n
compound
3-acetoxy-5a-cholestan-6-one
5a-cholestan-7-one
24-methyl-3 3-acetoxy-5a-cholestan-ll-one ;3$-acetoxyergostan-ll-one
33-acetoxy-12ot523-dibromo-5a-spirostan-11-one
1,3, 3-tr imethyl-2-norbornane ; f enchone
cycloheptanone
2,2,7 , 7-tetramethylcyclooctanone
2,4-pentanedione; acetylacetone
2,2,5, 5-tetramethyl-l , 3-cyclohexanedione
ethyl 2,2-dimethylacetoacetate
ethanedial; glyoxal
pyruvaldehyde
3a-acetoxy-12a-bromo-ll,20-dioxo-5B-pregnan-21-al
2,3-butanedione; diacetyl
2 , 5-dimethy 1-3 , 4-hexanedione
2,3-bornanedione; camphorquinone
3- [ 3- (methoxycarbonyl) propionyloxy ] -ll,12-dioxo-5B-cholanoic acid
ll,12-dioxo-53-cholanoic acid
3,3,6, 6-tetramethyl-l , 2-cyclohexanedione
solv. max. loge ref. no.
280 1.6 B35 609
A 292 1.6 W41 610
A 290 1.7 H58 611
D 316 2.2 D23 612
H 293 1.3 D18 613
H 281 1.3 C17 614
A 293 1.5 L12 615
CCl4 274 2.0 VIl 616
A 207 3.0 M28 617274 2.4
H 285 1.5 B113 618
W 267.5 0.8 M6 619
W 282.5 1.4 M6 620
A 282 F36 621
A 284 1.1 C73 622418 0.0
A 285 1.7 L12 623365 1.3
A 466 1.5 L12 624
cH 259.5 1.3 A15n 625270 1.3280 1.3477 1.6484 1.6
A 284 2.1 D27 626
H 2^22 2^.1 B33 627279 1.9347 1.7
A 297.5 1.5 L12 628380 1.0
system
o:c
system
o:c-c:c-oO
O:C-C:C-NO
O:C-C:C~No:c-:cC
o:c-c:c-cC
0Wo:c-c:c-c2
C
compound
3a,20-diacetoxy-ll-oxo-5$-pregn-17(20)-en-21-al
2 , 3-dibenzoyloxyacrylaldehyde
2-hydroxy-3- (N-methy lanilino) acryl-aldehyde
2-hydroxy-3- (p-chloroanilino) acryl-aldehyde
2-hydroxy-3- (p-ethoxycarbony lanilino) -acrylaldehyde
2-benzoyloxy-3- (N-methy lanilino) acryl-aldehyde
3-anilino-2-bromoacry !aldehyde
3-buten-2-one; methyl vinyl ketone
3-hepten-2-one
2-cyclohexen-l-one
53-cholest-l-en-3-one; coprost-1-en-3-one
2-methyl-l-penten-3-one
l-cyclopropyl-2-methyl-2-propen-l-one
4-methyl-3-penten-2-one; mesityl oxide
solv. max. loge ref. no.
E 246 4.2 F36 649
A 254 4.5 C69 650
A 236 3.7 C69 651342 4.6
C 342 4.6 C69 652
C 346 4.7 C69 653
A 276 3.7 C69 654358 4.7
C 357 4.8 C69 655
A 231 4.3 C69 656305 4.5
C 323 4.6 C69 657
A 219 3.6 E21 658324 1.4
A 228 4.0 E21 659310 1.6
A 225 4.2 B96 660
A 230 4.0 15 661
A 220 3.9 E21 662319.5 1.4
215 4.0 H9 663. 305 1.6
A 235 4.1 E21 664313.5 1.8
E 230 4.1 S17 665326 1.6
H 229.5 4.1 S17 666327 1.6
M 238 4.0 W49 667315 1.7
W 244.5 4.0 S17 668305 2.0
system
o:^ :c-c
compound
3 |3-acetoxy-17-acetonylideneandrost-5-enecyclohexylideneacetone
3-methyl-2-cyclopenten-l-one
3-methyl-2-cyclohexen-l-one
4a-methyl-2 ,3,4,4a,5,6,7, 8-octahydro-2 , 5-naphthalenedione
cholest-4-en-3-one
6-bromopregn-4-ene-3 , 20-dione ;6-bromoprogesterone
3 $-acetoxycholest-5-en-7-one
1, 4-epidioxidocholesta-2 ,5-dien-7-one
5-hydroxy-5a-cholest-7-ene-3,6-dione
methyl 3a-(ethoxycarbonyloxy)-12-oxo-5 3-chol-9 (11) -enoate
3-thujen-2-one; umbellulone
2-pinen-4-one; cedrone
3-methyl-3-penten-2-one
3a-acetoxy-5$-pregn-16-ene-ll, 20-dione
1-acetylcyclopentene
1-acetylcyclohexene
l-acetyl~l , 4-cyclohexadiene
1-acetylcycloheptene
l(6)-p-menthen-2~one; carvone
2,6, 6-trimethyl-2-cyclohepten-l-one ;y, 6-dihydroeucarvone
cholest-5-en-4-one
cholest-4-en-6-one
solv. VaX. log e ref. no.
A 242 4.3 P32 669
A 242 4.0 D18 670
M 225 4.3 A4 671
A 235 4.1 E21 672310 1.7
A 243 4.1 WlO 673
A 241 4.2 F18 674
A 248 4.2 S51 675
A 234 4.2 E3 676
A 232 4.1 H46 677
A 249 4.2 F18 678
239 4.0 F31 679
220 3.7 G14 680265 3.5
A 240 4.0 E21 681326 1.4
A 229.5 4.0 E21 682310 1.6
A 238 4.1 R34 683312 1.8
239 4.1 S30n 684
233 4.1 S30n 685
A 245 3.6 E17 686
236 4.0 S30n 687
A 235 4.3 C85 688318 1.6
239.5 3.9 C98 689
241 3.9 B164 690
A 243 3.8 RlO 691
system
0:^ :0-0,
o : C-C:C-NC
o : c-c : C-NCC
compound
3 , 4-dimethyl-3-penten-2-one
2-isopropylidene-4-methylcyclopentanone
2-isopropylidene-5-methylcyclohexanone
2-cyclopentylidenecyclopentanone
2-cyclohexylidenecyclohexanone
4(8)-p-menthen-3-one; pulegone
bicyclohexyliden-2-one
l-acetyl-2-methylcyclopentene
l-acetyl-2-methylcyclohexene
2-methyl-3-pentyl-2-cyclopenten-l-one;dihydro j asmone
one
2- (1 , 4a-dime thy l-2-oxo-2 , 3 , 4 , 4a , 5 , 6 , 7 , 8-octahydro-7-naphthyl) propionic acid
12(23)-dehydronor-5B-cholen-22-one
33-acetoxy-5a-cholest-8-en-7-one
methyl 3a-acetoxy-ll-oxo-5 3~chol-8-enoate
33-acetoxy-5a-cholest-8(14)en-15-one
33-hydroxy-5a-cholest-8(14)-en-7-one
l-(diethylamino)-l-hexen-3-one
l-anilino-l-hexen-3-one
4-amino-3-penten-2-one
2 , 5-dimethyl-4-oxo-l-phenyl-2-pyrroline
solv, max. loge ref. no.
A 247 3.9 M27 692
A 254 4.0 F48 693
H 247 4.0 F48 694
A 252 3.8 F48 695
H 242 4.0 F48 696
A 259 4,0 F48 697
A 255 3.8 F48 698
A 245 3.7 C85 699324 1.6
A 255 3.8 F48 700
253 4.0 S30n 701
249 3.8 S30n 702
A 237 4.1 G13 703304 1.7
10 237 3.9 BlOl 704
A 250 4.5 Al 705
E 234 4.2 B161 706
A 253 4.2 F20 707
A 254 3.9 H61 708
A 259 4.1 W40 709
A 261 3.9 F29 710
A 215 3.1 B99 711307 4.4
A 227 4.0 B99 712340 4.4
Hp 285 3.8 CIlO 713
A 246.5 3.4 D12 714324.5 4.2
system
o : c-c '.c-ocC
o:n:c-o:^ :c-oc
compound
4-hydroxy-3-penten-2-one[enol form of acetylacetone]
3-hydroxy-4 , 4 (or 5 , 5) -dimethyl-2-cyclo-penten-1-one [enol form of4,4-dimethyl-l,3-cyclopentanedione]
3-hydroxy-5 , 5-dimethyl-2-cyclohexen-1-one [enol form of 5, 5 -dime thy 1-1,3-cyclohexanedione] ; dimedone
4-methoxy-3-penten-2-one [enol methylether of acetylacetone]
3-methoxy-5 , 5-dimethyl-2-cyclohexen-1-one [enol methyl ether of5 , 5-dimethyl-l , 3-cyclohexanedione ]
3-hydroxymethylene-2-bornanone ;hydroxymethylenecamphor
2-acetyl-l-cyclohexen-l-ol[enol form of 2-acetylcyclohexanone]
3-hydroxy-2 , 4-dimethyl-2-cyclobuten-1-one [enol form of 2,4-dimethyl-l,3-cyclobutanedione]
2-ethyl-3-hydroxy-4 (or 5) -propyl-2-cyclo-penten-l~one [enol form of 2-ethyl-4~propyl-l,3-cyclopentanedione]
solv. max. log e ref. no.
*1 338 4.0 D12 715
A 273 3.9 M29 716
C 280 4.0 B48 717
*3 275 3.3 E8 718
*4 287 4.3 E8 719
*5 293 4.3 E8 720
*3 244 4.3 E8 721
*4 254 4.3 E8 722
*5 259 4.4 E8 723
A 255 4.3 M28 724
*3 259 4.2 E8 725
*4 277 4.3 E8 726
*5 282 4.4 E8 727
CCl4 250 VIl 728
A 250 4.3 M28 729
A 264.5 4.1 GlO 730
*3 295 3.5 E8 731
*4 308 4.1 E8 732
*5 310 4.2 E8 753
*3 245 4.1 E8 734
*4 261 4.1 E8 735
*5 256 4.2 E8 736
- A 252 4.2 G3 737
*1 0.01N NaOH/W *2 0.002M NaOH/M *3 cone. H2SO4 *4 dil. H2SO4 *5 5N NaOH
system
0:^ :0-0
o:n:c-c2
compound
3-hydroxy-2- ( 1-methoxycarbony 1-1-methy 1-ethyl) -4 , 4 (or 5 , 5) -dimethyl-2-cyclo-penten-1-one [enol form of 2-(l-methoxycarbonyl-1-methylethyl) -4 , 4-dimethyl-1 , 3-cyclopentadiene]
3-hydroxy-2 , 5 , 5-trimethyl-2-cyclohexen-1-one [enol form of 2 ,5 , S-trimethyl-l^-cyclohexanedione]
3-ethoxy-2 , 5 , 5-tr imethy 1-2-cyclohexen-1-one [enol ethyl ether of 2,5,5-trimethyl-l,3-cyclohexenedione]
5-hydroxy~2 , 2-diphenyl-4-cyclopenten-1-one
3-hydroxy-5a-cholest~3-en~2-one
2-hydroxy-5a-cholest-l-en-3-one
3-acetoxy-5a-cholest-3-en~2-one
2-acetoxy-5a-cholest-l-en-3-one
2-hydroxy-3-methyl-2~cyclohexen-l-one[enol form of 3-methyl-l,2-cyclo-hexanedione]
2-hydroxy-l-p-menthen-3-one ; diosphenol
4-hydroxycholest-4-en-3-one [enol formof 3,4-cholestanedione]
33,ll-dihydroxy-22-isoallospirost-9(ll)-en-12-one [enol form of 3{3-hydroxy-22-isospirostane-ll, 12-dione]
4-methoxycholest-4-en-3-one [enol methylether of 5ot-cholestane-3,4-dione]
2-acetoxy-l-p-menthen~3-one ; diosphenolacetate
4-acetoxycholest-4-en-3-one [enolacetate of 5a-cholestane-3,4-dione]
solv. max. loge ref. no.
*1 250 4.2 E8 738
*2 265 4.3 E8 739
*3 268 4.4 E8 740
A 264 4.1 M28 741
*1 268 4.1 E8 742
*2 291 4.2 E8 743
*3 295 4.3 E8 744
A 268 4.3 M28 745
*4 305 G3 746
E 272 3.9 S73 747
E 270 3.9 S73 748
E 248 3.9 S73 749
E 237 3.9 S73 750
A 268.5 3.9 F45 751
W 269 3.9 F45 752
*5 312 3.9 F45 753
A 274 4.0 GlO 754
A 278 4.1 S71 755
C 280 4.0 B162 756
A 282 3.3 D27 757
A 263 3.7 S71 758
A 240 GlO 759
C 247 4.2 F33n 760
*1 cone. H2SO4 *2 dil. H2SO4 *3 5N NaOH *4 KOH/W *5 O. IN NaOH/W
system
o :c-c c-sC
o : c-c : c-ciC
o:?1.c-d
o:c-c:c-BrC
0:^ .0-0
o:n:c-c2
o:n.c-Br
o : c-c:c-oc
*2H
^ ;^ z
o^ ;^.-%2&cZcl
o:ccc:
compound
33,ll-diacetoxy-22-isoallospirost-9(ll)-en-12-one [enol acetate of 33-acetoxy-22-isospirostane-ll,12-dione]
l-ethylthio-l-penten-3-one
l-chloro-l~-buten-3-one
1 , 2-dichloro-l-penten-3-one
l-bromo-l-penten-3-one
2-bromo-5(3-cholest-l-en-3-one
4-bromocholest-4-en-3-one
1 , 2-dibromo-l-penten-3-one
2-bromo-3-hydroxy-5 ,5-dimethyl-2-cyclo-hexen-1-one [enol form of 2-bromo5,5-dimethyl-l,3-cyclohexanedione]
33-acetoxy-5a-cholesta-8 , 14-dien-7-one
17a-hydroxyandrosta-l , 4-dien-3-one
2 , 6 -dime thy 1-2 , 5-heptadien-4-one ;phorone
dl-a-santonin
33-acetoxylanosta-5 , 8-dien-7-one
1- (diethylamino) -1 , 4-hexadien-3-one
1-anilino-l , 4-hexadien-3-one
solv. max. loge ref. no.
A 244 4.0 D27 761
H 292 4.2 B98 762
A 228 4.0 B98 763
M 248 3.8 B98 764
H 237 3.7 B98 765
M 256 3.9 D26 766
E 250 4.2 D7 767
H 259 3.8 B98 768
*1 276 4.1 E8 769
*2 306 4.2 E8 770
*3 293 4.3 E8 771
A 224 4.2 F29 772298 3.7
A 244 4.2 W26 773
E 236 4.2 18 774
H 259 4.4 S17 775375 1.9
A 242 4.0 A2 776
A 249 4.1 B39 777
A 242.5 4.0 B99 778339 4.4
A 240 4.2 B99 779377 4.5
*1 cone. H2SO4 *2 dil. H2SO4 *3 5N NaOH
system
Q-C?:C-'
c
system
o:c-c:c-c:c-c2Li
o:c-c:c-c:c-cC C
o:c-c:c-c:c-cC C
o:c-c:c-c:c-c
o:c-c: c-c :c-c2
TT?"o:n:c"
system
o:nr:c-c
0:9-9 : c-c:c-cC Br C
'nn?-c
;Ht:rrBrc
:cb-c:%br?%b:-cBr-0'0 Co-t%~o:c-c:c-c:c-c:c-c
o:c-c:c-c:c-c:c-c2
o:c-c:c-c:c-c:c-c2C
o.G-c:c-c:c-c:c-c2
o:c-c:c-c:c-9:c-cC C
compound
3-methoxycholesta-3 , 5-dien-7-one
3-acetoxycholesta-3 , 5-dien-7-one
4-hydroxycholesta-4 , 6-dien-3-one ;diosterol I
4-benzoyloxycholesta-4,6-dien-3-one;diosterol I benzoate
6-bromocholesta-3 , 5-dien-7-one
4 , 6-dibromocholesta-4 , 6~dien-3~one
4,6-dibromocholesta-3,5-dien-6-one
4,6, 7-tribromocholes ta-4 , 6-dien-3-one
22-spirosta-l,4,6-trien-3-one
3-acetoxy-4,4~dimethylcholesta-5 ,8,11-trien-7-one ; 3-acetoxylanosta-5 , 8 , 11-trien-7-one
2 , 4-dibromocholesta-l , 4 , 6-tr ien-3-one
3-acetoxy-24-methyl-5 -cholesta-6 ,8,14-trien-11-one; 3-acetoxyergosta-6,8, 14-tr ien-11-one
2,4, 6-octatrienal
7 , ll-dimethyl-2 ,4,6, 10-dodecatetraenal
4-methyl-6- (2,6, 6-trimethylcyclo-hexylidene) -2 , 4-hexadienal
8-methoxy-2 , 7-dimethyl-2 , 4 , 6-octatrienal
2 , 6-dimethyl-8- (2,6, 6-trimethyl-l-cyclo-hexenyl) -2,4, 6-octatrienal
solv. max. loge ref. no.
393 4.8 B34 823
A 308 4.4 B34 824
A 283 4.4 B34 825
A 313.5 3.7 F23 826
A 232 4.2 F23 827287 4.4
A 280 4.3 J2 828
C 296 4.3 J2 829
A 303 4.0 J2 830
C 313 4.2 J2 831
A 222 4.1 Y2 832296 4.2
A 258 3.9 B39 833326 3.9
A 326 4.1 13 834
A 233 4.2 F29 835326 3.9
A 315 4.6 B76 836
D 312 4.6 B76 837
M 306 4.6 B76 838
A 314 4.1 B156 839
H 307 4.1 B156 840
PE 323 4.7 112 841
A 323 4.5 A12 842
PE 313 4.8 110 843
system
0.C-CiC-CiC-CiC-C2C C
OiC-Cic-CiC-CiC-cC C C
OiC-Cic-c.c-c.cC C
OiC-CiC-CiC-^.c-c
OiC-ciC-CiC-CiC-cC C
OiC-CiC-CiC-CiC-C2C C C
O-CX^ 0"0^0-J*c.'c-c:c-c^
(0:0 (CiO4-C
(o:c) (c:c)4-c4
(OiC) (c:c)4-c
(OiC)(CiO5-C
compound
3-methyl-5- (2,6, 6-trimethyl-l-cyclo-hexenyl) -2 , 4-pentadienal
2-methyl-4-(2,6 , 6-trimethyl-2-cyclo-hexenylidene) -2-butenal
6-methyl-3,5 ,7-octatrien-2-one
6-methyl-8- (2 , 6 , 6-trimethyl-2-cyclo-hexenyl)-3,5 , 7-octatrien~2-one
cholesta-1 , 3 , 5-trien-7-one
4-methyl-6- (2,6, 6-tr imethy 1-1-cyclo-hexenyl) -3 , 5-hexadien-2-one
spirosta-22-4 , 6 ,8-trien-3-one
24-methylcholesta-4 , 6 , 8 (14) -trien-3-one ;ergosta-4 ,6,8 (14) -trien-3-one
2 ,6-bis (perhydro-1-naphthylidene-ethylidene) -1-cyclohexanone
2,4,6, 8-decatetraenal
2 , 6-dimethyl-8- (2,2, 6-trimethylcyclo-hexylidene) -2 , 4 , 6-octatrienal
4-methyl-6- (2,6, 6-trimethyl-2-cyclo-hexylidene) -2 , 4-hexadienal
13-apo- 3-carotenone
2,4,6,8, 10-dodecapentaenal
solv. max. loge: ref. no.
10 265 4.1 WlOg 844315 4.2
PE 318 4.5 112 845
A 311 4.5 A41 846
H 303 4.5 A4 847
A 329 4.5 K15 848
A 230 4.2 H46 849350 3.9
A 285 4.1 Y4 850
A 244 4.2 Y2 851388 4.1
A 348 4.4 B37 852
E 342 5.0 F48 853
A 240 3.5 B76 854353 4.3
D 343 4.6 B76 855
PE 356 112 856
PE 353 4.7 112 857
A 345 4.4 A41 858
H 331 4.5 A41 859
A 263 4.0 B76 860377 4.7
An 380 4.8 B76 861
C 268 3.9 B76 862380 4.9
D 264 3.8 B76 863370 4.8
system
(o:c) (CiO5-C5
(o : c) (c :c)6-c
(0:0 (c:c)6-c4
(o : c) (c :c)6-c5
(o:c)(c:c)7-c
(o:c) (CiC)7-C6
(o:c)(c:c)8-c5
(OiC)(CiC)8-C5
(OiC)(CiC)0-C,7 D
(o:c) (CiC)9-C7
compound
retinal
2 , 6-dimethyl-8- (2,6, 6-tr imethyl-2-cyclo-hexenylidene) -2 , 4 , 6-octatr ienal
2 , 4 , 6 , 8 , 10 , 12- tetr adecahexaenal
5 , 6-dihydro-5 , 6-dihydroxy-12 f -apo-|3-carotenal; apo-1-azaf rinal
6 , 10-dimethyl-12- (2 , 6 , 6-trimethyl-l-cyclohexenyl) -3,5,7,9, 11-dodeca-pentaen-2-one
2 , 4 , 6 , 8 , 10 , 12 , 14-hexadecaheptaenal
12!-apo-3-carotenal; $-apo-4-carotenal
2,6,ll,15-tetramethyl-17-(2,6,6-tr imethyl-2-cyclohexeny 1) -2,4,6,-8 , 10 , 12 , 14 , 16-heptadecaoctaenal ;ot-apo-2-carotenal
capsochrome
8 T-apolycopenal; apo-3-lycopenal
8 * -apo-3-carotenal; 3-apo-2-carotenal
solv. max. loge ref. no.
A 250 3.9 B24n 864380.5 4.6
C 255 3.6 B24n 865389 4.6
PE 245 3.6 B24n 866369.5 4.7
PE 383 112 867
An 399 4.7 B76 868
D 285 4.1 B76 869393 4.8
CD 461 KIl 870
PE 431 KIl 871
A 401 4.7 K7 872
cH 395 4.8 K7 873
An 310 4.0 B76 874424 4.9
D 305 3.9 B76 875415 4.8
CD 4^6O K18 876
PE 4^42 K18 877
CH 484 KIl 878
PE 450 KIl 879
C 462 KIl 880
CD 482 KIl 881
B 488 KIl 882
CD 508 KIl 883
PE 473 KIl 884
A 4^98 K18 885
CD 525 K18 886
PE 484 K18 887
system
(o:c)(c:c)9-c5
(o:c)(c:c)10-c6
(OiC)(CiC)10-C7
(OiC)(CiC)11-C9
(OiC)(CiC)12-C9
OiC-CiC-CiO
OiC-CiC-CiOC C
o;rrto:mt
compound
25-(l,2-dihydroxy-2 ,6 , 6-trimethylcyclo-hexyl) -6 , 6 , 10 , 14 , 19 , 23-hexamethy 1-8 , 10 , 12 , 14 , 16 , 18 , 20 , 22 , 24-pentacosa-nonaene-2 ,7-dione; dihydroxysemi-3-carotenone
6 ! -apolycopenal; apo-2-lycopenal
6 , 10 , 14 , 19 , 23-pentamethyl-25- (2,6, 6-tr i-methy 1-1-cyclohexeny 1) -8 , 10 , 12 , 14 , 16 , -18 , 20 , 22 , 24-pentacosanonaene-2 , 7-dione ;semi- 3-carotenone
1- (2-acetyl-5 , 5-dimethyl-l-cyclopenten-yl)-3,7,12,16-tetramethyl-18-(2,6,6-tr imethyl-1-cyclohexenyl) -1,3,5,7,9,-11 , 13 , 15 , 17-octadecanonaene ;anhydrosemi-3-carotenone
3-caroten-4-one
3 , 4-dehydro-3-caroten-4 f -one
fumar aldehyde
3-hexene-2 ,5-dione
1 , 4 , 4a , 5 , 8 , 8a-hexahydro-5 , 8-methano-1 , 4-naphthalenedione
3-caren-2 ,5-dione
1 , 4 , 4a , 5 , 8 , 8a-hexahydro-2-methy 1-5 , 8-methano-1 , 4-naphthalenedione
cholest-4-ene-3 , 6-dione
33 5 26-diacetoxycholesta-5 , 17 (20) -diene-16,22-dione
4-methylcholest-4-ene-3 , 6-dione
3(3-acetoxy-5a-cholest-8-ene-7 9 11-dione
33-acetoxy-24-methyl-5a-cholest-8(14)-ene-7 , 15-dione ; 33-acetoxyergost-8 (14) -ene-7 , 15-dione
solv. max. loge ref. no.
A 4^71 K62 888
C 479 K62 889
CD 495 K62 890
PE 468 K62 891
CD 528.5 KIl 892
PE 490.5 KIl 893
C 4^87 K66 894
CD 499 K66 895
PE 470 K66 896
C 489 K63 897
CD 509 K63 898
PE 480 K63 899
H 458 PlO 900
H 470 5.1 PlO 901
iO 226 4.3 H83n 902332 1.6
H 226 4.2 BlOO 903338 1.8
A 222 4.1 W6 904
240 3.9 C97 905
A 237 4.1 C31 906354 1.8
A 252 4.0 F19 907
A 246 4.1 S5 908
A 258.5 4.0 F19 909
A 269 3.9 F28 910
A 255 3.7 S62 911
system
o:raf
"rawra n:o
:%ft
o:c-c:c-c:c-c:o
o:c-c:c-c:c-c:o
(o:c)2(c:c)3-c2
(O : c)(o: c) (c :c)7-c3
(o:c)2(c:c)8-c4
(o. -c)(o: c) (c .'C)8-C4
(o : c) 2 (c : O9-C4
(o:j)2(c:c)9-c4
compound
4 , 5-dichloro-4-cyclopentene-l , 3-dione
2,2,4, 5-tetrachloro-4-cyclopentene-l , 3-dione
4-bromp-5-chloro-4-cy clopentene-1 , 3--dione
2,2,4 , 5-tetrabr omo-4-cy clopentene-1 , 3--dione
3 $-acetoxy-4 , 4-dimethylcholes ta-5 , 8-diene-7 , 11-dione; 33-acetoxylanosta-5 , 8-diene-7 , 11-dione
2,4-hexadienedial; mucoaldehyde
3 , 5-octadiene-2 , 7-dione
2 , 7 -dimethyl-2 , 4 , 6-oc tatr ienedial
4 , 9 , 13 , 17 , 17-pentamethyl-16 , 21-dioxo-2 , 4 , 6 , 8 , 10 , 12 , 14-docosaheptaenal ;3-carotenone aldehyde
2,6,ll,15-tetramethyl-2,4,6,8,10,12,14,-16-octadecaoctaenedial ; apo-3 , 12-lycopenedial , apo-1-bixindialdehyde
21-hydroxy-2 , 6 , 11 , 15 , 19 , 19-hexamethyl-18-oxo-2 , 4 , 6 , 8 , 10 , 12 , 1