NMR Spectroscopy: A Short Course
Example Problem from Textbook:
'e8u?qr PIno^\,(ue ;o senlel eltg 6releuo.llceds
e ur rurulceds eqt ur e8wqc plno^\ tsrll6 'q'seqrsuelul
perroo qlr.r elucs .{cuenber; pepuedxe uu uoerp
^\oqs'1e1dr11nru qcee rod'1e1dr11nru
uoprsod eq1 Surrrroqs '211 ur ,(cuenber; 'saaql € lold 'pesn sr releuorlceds zHI tr-009 V
ur ua.tr8 eru erlceds g141g uolord JreqI 'eu?lnqoJolqc-Zpuu euelnqoJolqc-I eJB If,6HtJ Jo sreuosr elqrssod o.'rr1
0Z'0+
99'r+
g - I1rsue1u1olHzf, (E)
'Je1e,r\ o] eAB?leJ urdd ur ue.tr8 eJ? sgqsI?crueq] 'saufl uI{N l{rltl^\ qlI1Y\ o3 suolord qclq.& e1?u
-8rseq 'mo1eq spunodruoc o,tl1 eql Jo ernlcruls eq1 ecnpeq'€cJozHJs(c
ro.I urrulceds ecueuoseJ crleuEeur uolord eql qcle{S 'p(,reletuorlceds ZHW-OZZ u ur Surggds urds-urds
eql eq IIr/ teq6[ e(O uolord;o 3uq111ds urds-urds eqlsr teq,^e 'zH g sl (u) uolord go 3urg11ds urds-utds eqt g 'r
lreleuro4ceds z11W- OZZ e
ur uorlerudes eql eq IIIA\ 13q,tr'Uqs Pclrueqt e 01 enp sr
pue zH 002 sl E1 puu 11 seuq ueealeq uollurudes eql JI 'q'(c) ro '(q) '(u) suotord 01 seull xls eql Jo qces u8rssy 'u
sIelzt
:urnrceds Surinolo; eql e,rr8 ol Jeleru-orlceds zHhtr-ggl B uI pernsueru s?,tt reqle 1,(qe 1,(qeupe]?Jelnep ,(1e.tr1ce1es Jo erueuoseJ cpeuEeul uolord eq1 'g
ezHI I 009 pue zHW 000Ile Suqeredo sreleuror1ceds roJ zH uI uorluredes leql sr
1eq,r 'urdd rc'6 ,(q peleredes ere sleuSrs uolord o,rl;1 'c'zHI I 00S 's^ 0001 le lueruuedxe ue Surturoped
JoJ opBJ asrou ol pu8rs eql q lueueloJdurt eql elurutlsg 'qazHW 000I ;o .(cuenber;
614151 uolord u e,r.r8 p1no.,r,r qfue.qs plelJ clleu8eru 1er1\\ 'u'(urdsorg re>1ug) pe^elqce,(1luecer
,(1uo sur'r lueurutsur U1IN zHI I 000I Iertreluu$ Y 'Zvzfglpueogl
.tro slrun eql eulfiJelep o1 sls,{1euu IBuoISueIurp ? tuJoFed 'I
's
00'8-
8'E
.: I'f .
0'n,,:,::'1:,91''
9'Z.:::::',,-:,.42
0'9
,,sH
,gH,IH,EH
,,zH
,ZH.,IH
'n
pue .zH r "*.a,nruaoJ;ilfl":ii1iltffi? urds-urds puoq-oal II? elunssY 'sreleuured
aD qll^\ uollnlos ozo q eprsoelcnu,(xoep B Joer1l Jo rurutceds UWN uotord eqt qcte{S
'euBqleruorolqcl,(qteurut :lJ6H',JIrarpoue roJ urrutceds UII{N uotord el{l qre{S 'q
's1eed gytr11 rleql 01 suolord eql u8rsseqcII^\ qlyrr seo8 urulceds qclqa eprceq 'u
(udd)g
(e) l' (t) k)(ruddto
t z "e ,
(z-)(e)
(e)
's1eed eqt eloq? seseqluerud ur erueaEBIer eq1 'euels1,(qleru3Jtq o1 e.tr1e1er urdd
ptoHtl'9
fof(t
( r.)
iuJiqo16
'8tw-Ltw:L|togwlE-uo IBmlrnDS'3661'rq1ft
'iv-gE:zz'say u4urelord roy enbruqcel'crleu8ey4l rBeIcnN Jo IIE
'r0!'uorlnlos ur serlquassva8rel ;o,(docsorlceds y6
'sser4,fto1eroqe"I JoqJEE3uud5 p1o3'o8euulq-8re'uolpund puo ilru)nrlsvil-ose11 cr1eu8e141 rEeIcnN '8
nuaps 's,(e.nrqted reqg t
eq;-'ZIOZ'8ues; '1 '1-,'rABzBuoIAI 'g'pO 'C'A' 6BZE-{BZ6 OE {t 1 snuaq4
rrE Jo emlcn4s '166I :f '.Z6T
plerg luepuedep-erull E Jo r-eJnseeru uorsn;;rp urdg i
'ltDN ')otd 'uorlcung qtdSur8erul ecueuoseg cqedpuu 'u€ruqlog '-I 'C 1
'lrs 'sIIeJ 8ur,r.r1 .;o fdo'zner-88€,11
cr1eu8e141 :eeycn51 4,, IqJo es?J u Jo uorlsurusr'Irlsg'hI'ra>Icou'D'usI
'gtg-onyEte aeqt roJ .(docsorlcedg 1gr
'rLtzt-gg,Zr :?6 VSIur selncaloruorceru pcd
'spDV )DpnN puo su!"y,
aAWN p)u)Dr4 :t3o1og,
'ssord crrrepscv:-I{1'9tZ'lo L'tdocsoncadg t
aqJ 'tqcerprog :re8updlo slotuauopunt '9OOZ t,
'sser4,(1rsre,r.ru|I proJxo ;
Su8outl a cuouos ay 4tatl
δ ≈ 9-10 ppm; q"
δ ≈ 2 ppm; d"
δ ≈ 2 ppm; s"
δ ≈ 5-6 ppm; s"
NMR Spectroscopy: A Short Course
Example Problem from Textbook:
'ureldxg esJeruosr su04 pue.f?, eql ueealoq uorsJe^uoc-relurJo elBJ eql lnoqe IBS no,{ uBc 1eq,4a 'slep eseq] Iuou
'ees 01 lcedxo plnoa no,{ l3q,4a puE lueurrJedxe eqluI?IdxA 'sL]"tto! suDtt puB .r?, erll Jo seru€uoseJ eql qsrna-uqsrp ol asn plno,& no.( luarurJedxe uwN luq,^e ur€ldxE
')"szwep4ded eql Jo sruroJ suou pae.rrr eql uee.^^teq ,(8reueeeJJ pr€pu?]s uI ecueJeJJrp erD elellIr}se o1 31up eql eso
ZH]^tr OO' HI08 z8 t'8 9'8
H.'N/
II
I
sua,LlHH
'sprrE ourruu JeqloJoJ ueql ,(8reue ur pnbe ,(1:eeu erou ere puoq eprlded eql JosuJtoJ suotl puu .rp eql l?ql ur sprce ounue Suorue pnsnunsr eullord : ord : d '1y\oleq u.{\oqs aru pn dsy ell ord.rrJ: ACIdI epqded (sdnorS HN eelll Surureluoc) prre ourree^u e Jo J.;zN rrrnlceds uI trN eql ur secueuoser HN eqJ .il
'Urqs Iucrureqr 8ur$ercep Jo repro ur 1,(q1eru g pue '1,(qteurL 'LH'LH 'dH 'DH sE ua{ul eq uec sg:rr{s Ierrureqr Jo reproeq1 '(dnor3 I.(qteru e uo suotord eerqt eqt ldecxe) grqsprruer{c luereJJrp ,(lqurnseeru e seq uolord qcBe leqlSurunsse 'eurJnelosr ro; rurulceds ISOJ erp qcte{S .q
'pe^loser tou aru sl,(qleur g o^u eql tuql puepelloseJ tou eJB suoloJd g/ o,16 eq1 luqt Sulunss? 'eurrnelro; urelled ISOJ eql s.troqs (q)91'7y ern8rg 'grqsFcrrueqr Sursuercep Jo JepJo ur ,1,(q1eur g pue '1,(qteute'tu'{u'dH'"H se ue{B} eq uec surqs Ie3rureqc Joropro eqJ '(dnor8 1,(qteu e uo suolord eerql eqt ldecxe)Urr{s pcrueq, tuereJJlp .(yqernsueru u seq uolord qceeturp Sururnsse 'eurcnel ro; rurulceds ISOJ erlt qcleIs .B
'lueruuedxe ISOJ u ur s>1ued ssorc;o surellud crlsrrelcuJer1c e,rr8 ,(eql'uretord e olur pelerod-.rocu1 'uolord o11 euo sug osle esJnoJ Jo prce ourrrru qcuA'1dq1eru g E pue '1(qteu zL u 'suotord'H o^t 'uotord dp1
euo seq eurcnelosr Jo uruqc eprs eqI 's1,(qleur g o,^A1 pue'uolord r11 euo 'suolo.rd dH o^1 seq eurcnel Jo ureqc eprseq1 'xrpuedde eql ur ue,tr3 eJu seJnlcn4s lreql :reqlo qceeJO SJATUOST eJB luq] SprCB OUTTUB eJe euronelosr pue eurcne.I
'sgoN peJnseeu eql Jo srurelur re,l.rsrre rno,( ureldxg eleeqs-6| lelpredque ro '1eeqs-6/ 1e1-prud'xr1eq-lr lI sI leprrded ogt Jo ernlcruts eql sr tBqA\
'aurcnel eql 01 AON ue suq uolord "11 eurs,(1qJse 'ecu?lsur ro; i,(elle senprseJ ee;qt uolord eprrru ueo1 ,{1rsue1ur oluroporu Jo gON ue seq uolord "H qrng'$
'uolo;d epruru euruBIB ue ol gON u?seq uolo;d n eurs,(1 qJ€e 'acuulsur Jo; iuolo;d eprure lxeueql ol .(lrsuelul e]€Jepou Jo AON ue seq uolord "H qrrg 'g
'uolord (N11) oprue euruEIE ue o1 gg51 3uor1se suq (Ng) epnue eursdl rlcee'acuelsur ro; iuolord eprurutxeu eq] ot AON esuetur fuel e suq uolord eprue qceg 'l
:pe^Jesqo eJesgg51 Sur.LrolyoJ eql '(eurcnel sr T 'eurusle sr y 'eurs.(1sl )) )vlY\.)IYTV\a)Ylwx :eprtdedo8rlo IopourIIEUs egl 8ur,{pn1s u1 ('uolord e eql uroq ,(u,,ru sanprsereerql uolord eprur? uu ol sreJer 6 1 r lducsqns eql)
r+1'NH _ DH
NH*"HNH_NH
.J
'q
HH
.ZI
uddv'L zt 0't BO
.0L
.99
.09"91.09"9V
E<
LV
s<LL
e'n
n't9E8'Z
'urlceds asetp ol esu e.tr8 ol Surunccoeq ,(eu luqm ureldxe 'srurel lereue8 u1 'e:nluredruel Jo uon-runJ e se u,roqs sr (CCCCVIVfCJCJ)p rauo8rlo ypqe ut (1 uo) dnor8 1.(qteru e18urs e urorg urrulceds UI N eqI
'ureldxg ipeqsrnS-uDsrp eq IIqs sprce oufirr? o.rJ eql u?c 'pe^Ioser ]oueJe eurcnelosr ;o suolord L o,r1 eql pue 'eurcnal Josldqteur g o^\t eqt 'eurcnel Jo suolord gl o,u1 eq1;1 'eurc-nelosr pue eurcnel uee.llteq qsrn8urlsrp o1 nof molpslued ssorc ;o surelled luereJJrp eql .^aor{ eqrrJseq .J
149 | sLualqor6
:s.4AoIIoJ se pezrJerrrurns eru sleaqs-gl prru secrleq-i,ul (NH) uolord epruu eql pue ("11) uoq;ec l: erll uouolord eq1 roJ (y u, secuelsrp uolord-uolord pcrd,(1 'c
'e.trlelrluunb eg'errucru]sJelnceloru uo spuedep gON peJnsueur eql .ry\oq eqrJcse('eJnlcruls rclnrelotu eururrelep 01 pesn eJe sgoN 'q
',(llelueurrredxe peJnseeu sI gON uE ,,lroq aqrrcsaq 'B'sure11ed gON tuereJJrp
,(lpcrlsuelcereqc e^eg (sleeqs-6/'seclleq-D) sernlJruls 1ue-reJJrp asnuceq ernlcruls urelord ele8rlselur o1 enbruqcellnpe,Lrod ,(re,L u sr (gON) tceJJe Jesn?qrelo ruelcnu aqJ
'0r
.II
"sz ----------i.-Y- "02.91
c"0L Wemmer et al., Nucleic Acids Res. !(1985) 10, 3755"
NMR Spectroscopy: A Short Course
Example Problem from Textbook: 0t
(rudd) gy0z 9'z00
(d
olCE3
ieldruusI^lur €'0 aql q]r.^d dl\IS tuep^rnbe q1r.tr les etep cz eql ul?lqo01 pepeeu aq ppo^a erur1 qcnru .roq 'eldruus I Jur 6'0 eq]qtl^\ srq g perrnber tueruuedxe UI,I{N-CZ B JI 6I lru 6'0 teuretord e Jo rrecs euo lsnlgo UNS eql pnbe o1 reqtSot ppepuB e{el o1 peeu no,( plnorrr unDceds 51151 ua.Lr8 u 3o suuss,(ueur rrro11 'hlur €'0 uorleruef,uoc 1e urelord e ea.eq no,(esoddn5'uucs euo ueqt repeq serurt t'I- UNS ue plerf o1peppe eq uec srreJs oA\1 snqJ 'srrsrs Jo Jeqrunu eql Jo ]ooJerenbs eql se sppe esrou elrq^\ ,(pueul sppe leu8rs eq] tnq'peppe erB urtceds o.ul ueq.^a ppe rllog esrou pue 1uu8rs eqg'(gpg) orer esrou-o11eu8rs eq1 e,tordur o1 req1e3o1 suecseleredes ppe o1 .(111rqu eql sr UI IN 3ro lcedse luegodrur uy
g4g I stualqor6
'sgqs pcrueqc uotord ot rullruls spuer l'rolloJ ueuo sgqs1urrtueqc uoqJec lsql eloN 'u.laoqs sleed 1e ro; sluauru8rsse,(1e19 esodor4 '(mpa'cuu'qtutq'umu,11:duq 'gdl Ig '{ueqeorr?uoser crleu8eru pcrSolorq eql ur ue,,rr8 slsl leed uorgpeldupe) eurcnel-'I roJ 1r\oleq u.^Aoqs sr JOSH H1-Jg1 e\t 'lZ
;eqnd 169 y e s.(oldrue ',rr dels ;r eruoclno eql sr 1eI1\\rrr ur s€ uoqeJnp etues eql Jo ,{e1ep y 'a
eslnd x08I y ',1,!
8urlelor eql ur ogt,(q sessecerd htr qclqa 3uunp.(u1ep y't11espd x66 y '11
runuqrlrnbe tE htr 'IeuBJ.I uorleloJ eql ur sdels ;o ecuenbes 8ur,Lro11o; eql ul W
;o uorlrsod eql qote{S eesur srql ur ,reeddeslp, 1111s 0g seoq'sercuenber; o.r,r1 eql Jo ecuereJJrp eql le eruer; 3ur1e1or eq1 urssecard pm 141 ueql 'fcuenber; uorssecerd routrc.1 eql gcletu.(pce1;ed lou seop aurerg Suqelor eq] go .(cuenbeg erp JI '02 LL
a
IT
JF
Leu!8.22" 1.52"
1.62"
0.76"
0.73"
1.51"4.30"121.79"
55.70"177.06"
42.26"24.70"
26.78"
24.06"
α
β
γ δ1/δ2!