DPS-01, GOC

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DPS-01 (GOC) Subject: Chemistry Class: 10 + 2 Dated : 17.04.13

ELECTRONIC EFFECTS Inductive Effect

Q1. Which of them shows incorrect representation of inductive effect

Q2. Which of them is false for order ofI effect

(a) F > Cl > Br > I (b)233 NOHNRN >>

Q3. What is the % S character in hybridization of carbon when it exerts strongest I effect

(a) 25% (b) 50% (c) 75% (d) 100 %

Q4. Choose correct statement

(a) I effect transfers e from one carbon atom to another

(b) I effect operates in both / bond

(c) I effect creates net charge in molecule

(d) I effect is distance dependent

Resonance

Q5. Which is correct

(a) Orbitals which are in same plane participate in resonance

(b) Resonating structures have fixed arrangement of atomic nuclei

(c) All resonating structures have equal energy

(d) Resonating structures are real

PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684

(a) (b) (c) (d)

CH3

CH3

O

C OH

O

C O

CH3

CH2

CH3

C

O

(a) (d)23 NHOHOCH >> > C CH >H

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Q6. During resonance, which is incorrect

(a) Net charge remains same

(b) Number of paired electron remain same

(c) Number of unpaired electron remain same

(d) Energy of resonating structures always remains same

Q7. Following are not involved in resonance

(a) bonds (b) Positive charge (vacant orbital)

(c) Negative charge (lone pair) (b) Sigma bond

Q8. Which of the following pairs of structures in not a pair of resonating structures?

(a) HNCH;HNCH =

(b) 22333 CHCHCHCH;CHCHCHCH ==

Q9. Which of the following is not a permissible resonating form:

Q10. Which of the following is not resonating structure of diazomethane

Q11. Which of the following resonating structure is the minor contributor to the real structure

(a) I (b) II (c) III (d) all are equally stable

Q12. HNCO is isocyanic acid exists as following resonating streucutres

The correct order of stability is(a) I > III > II (b) I > II > III (c) II > III > I (d) II > I > III


(c)3333 CH

O||CCH

O||CCH;CH

O||CCH

O|CCH =

(d) ;

(b) (c) (d)(a) O

CH|NCH

3

2 +

O

CH|NCH

3

2

+

O

CH|NCH

3

2 O

CH|NCH

3

2

+

(b) (c) (d)(a) CH2

N

N

+

== NNCH 2

+

= NNHC 2 thesofall

CH3 C OCH

3

I

O

CH3 C OCH

3

O

II

CH3 C OCH

3

O

III

+

)III()II()I(

OCNHOCNHOCNH ==

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Q13. Which will be the least stable resonating structure:

Q14. Which of the following example has both the resonating structure contributing equal to the

resonance hybrid

(a) 3

3

|33

3

3 CHHCCH

CH

CCHCHCHCH

CH|CCH ==

Q15. Least contributing structure in nitroethene is

Q16. Which will be the least stable resonating structure:

Q17. Which of the following pairs of structures do not represent resonating structures?

Q18. Select the correct option for stability of following structures

(a) I > II > III (b) II > I > III (c) II > III > I (d) III > I > II


22 NHCHCHCHCH =

(a) (b) 22 NHCHCHCHCH =

22 NHCHCHCHCH ==

(c) (d) 22 NHCHCHCHCH =

2323 HN

O|CCHNH

O||CCH

=

(b)

(c) CH3 C CH3 C

O

O

O

O

OCHCHHCOCHCHCH 22 ===

(d)

(b) (c) (d)(a) CH2

= CH

N

O

OCH

2= CH

N

O

O

+ + +CH

2 CH N

O

O

++CH

2 CH =

N O

+ +O

NO

O

(b) (c) (d)(a) NO

O

NO

O

N

O

O

(b)(a) CH3 C

CH3

O

; CH3 C =

CH2

OH

O ; O

(d)(c) CH3 C

CH3

OH

; CH3 C =

CH3

OH

CH2

= C = O CH2 C =

O

O CH2

I

O CH2

II

O CH2

III

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Hyperconjugation

Q19. Give the number of hydrogens involved in hyperconjugation in the following compounds?

Application of 1-effect resonance and hyperconjugation

Q20. Give the stability order of alkene

Q21. Compare the following molecules with respect to:

)I(

2 ClCHCH =)II(

23 ClCHCH

(a) C Cl bond length

(b) Dipole moment

(c) C C bond length of (I) with respect to ethane

(d) Boiling point


C = C

CH3

CH3

CH3

CH3

C = C

CH3 CH

CH3

CH3

CH2 CH

3

II

CH3

C = C

CH3 CH

CH CH3

CH2 CH

3

III

CH3

CH3 CH

2

CH3

I

C = C

CH3 CH

CH3CH

CH

CH3

IV

CH3

CH

CH3

CH3CH

3

CH3

C = C

CH3 CH

2

H

C CH3

V

CH3

CH3

CH CH3

CH3

Ph CH2 HC = CH C CH

3

CH3

CH3

VI

CH3 CH CH = CH C CH

3

CH3

CH3VII

CH3

CH3 HC = CH

CH3

VIII

CH3 CH

2

IX

CH3 CH CH CH

3

X

CH3

XI

CH3 C CH

2

CH3

CH3

CH3

XII XIII

XIV

CH3

CH3

CH3 C CH

2

CH3

III

22 CHCH =

I

23 CHCHCH =

II

H3C C

CH3

C CH3

CH3

IV

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Q22.The electron density at benzene ring in the following compounds follows the order:

(a) IV > III > II > I (b) I > II > III > IV (c) IV > II > I > II (d) IV > II > III > I

Q23. Which of the following molecule has longest C = C bond length?

(a) CH2 = C = CH2 (b) CH3 CH = CH2

(c) 2

3

3

3 CHCH

CH|

CH|CCH = (d)

2

3

3 CH

CH|CCH =

Q24.The decreasing order of bond length of C = C bond in the following compounds is:

(a) II > I > IV > III (b) III > I > II > IV (c) IV > II > I > III (d) IV > I > II > III

Physical Properties

Q25. Following is true for stability between the two structures.

(a)3323 CHCH

O|CCHCHCHH

O|CCH =

>=

(b)

2

2

222 CHCH

CH||CHCCHCHCHCHCH =>==

(c)

232

3

2 HCCHCHHCHC

CH|CCH

=>=

Q26. Which is ordered correctly for heat of hydrogenation


COOEt

(I)

OCOEt

(II)

CH3

(III)

NHCOCH3

(IV)

(I) (II)

H3C

H3C

(III) (IV)

O

O

O

CCH||

3 >

(d)(c) > >

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Q27. Select the option that incorrectly defines the order of electron density in benzene ring.

INTERMEDIATE CARBOCATIONS

Q28.The number of electrons present in the valence shell of carbon of carbonation bearing positive

charge.

(a) 8 (b) 7 (c) 6 (d) 4

The most stable carbocation amongst the following is: (Q.29- Q37)

Q29.

(a)223 HCCHCH

(b) 323 CHCHHCCH

(c)

C)CH( 33(d) (CH3)3C

2HC

Q30.

(a)23 HCCH

(b) 22 CHClHC

(c) ClCHHC 22

(d)

222 NOCHHC

Q31.


(a)

OH

> > >

Cl NO2

(b)

NH2

> > >

CN NO2

NO

(c)

CN

< < > >

OH OCH3O

(b) (c) (d)(a)

CH2

Cl

CH2

NO2

CH2

OCH3

CH2

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Q32.

(a)23 HCCH

(b) OCCH 3 =

(c) NHCCH 3 =

(d) HCCH 2

=

Q33.

Q34.

Q35.

Q36.

(a)2462 HCHCNOp

(b) 256 HCHC

(c)246 HCHCClp

(d) 2463 HCHCOCHp

Q37.

Q38.The most unstable carbocation is

(a)23 HCCH

(b)

22 HCCHCl

(c) CHOHC 2

(d)32 CHOHC

Q39.The most unstable carbocation is


(b) (c) (d)(a)

CH2

CH3

CH2

CH3

CH2

CH3

H C CH3

(b) (c) (d)(a)

CH3

CH3

CH3

CH2

(b) (c) (d)(a) CH2 CH

2

CH2

( ) HCCHCH 223

( ) CCHCH 323

(a)

(b)

23 CHOCH 2

3

2 HCH

CH|CCH

23 CHOCH 3

3

2 HC

CH|CCH

(c) 23 CHOCH 3

3

CHH

CH|CHC

(d) HCOCH 3

3

3

2 CHH

CH|CCH

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(a)3HC

(b)23 HCCH

(c)2CH

(d)

32HC

Q40.The species having maximum electron deficiency is

(a) ( ) CCH 33 (b) 23 HCCH

(c) ( ) HCCH 23

(d)3HC

Q41. Nonplanar cation is

(a)4HN

(b)

3HC

(c)

OCCH 3

(d) (CH3)3C+Sb

6F

Q42.The stability order of following carbocation is

(a) I > II > IV > III (b) III > I > II > IV (c) IV > II > III > I (d) II > IV > III > I

Q43. Following carbocation changes to more stable carbocation:

Q44. In the following reaction, most stable intermediate is

+= HBrCHCHCH|

CH|CCH 2

3

3

3

3

3

3

3 CHHC

CH|

CH|CCH)a(

22

3

3

3 HCCH

CH|

CH|CCH)b(

3

33

3 CHH

CH

|C

CH

|CCH)c(

BrCHHC

CH|

CH|CCH)d(

2

3

3

3

Q45.The following carbocation rearranges to

3

3

33

CH|

CH|

OH|

CHCCCH


III

CH2

IVIII

2HC

(b) (c) (d)(a) 2HC

CH3

CH3

CH2

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(a) 3

3

2

3 CHH

CH|

OH|CH

HC|CCH

(b) 3

3

3

3 CHH

CH|C

OH|

CH|CCH

(c)3

3

3

3 CH

OH|C

CH|

CH|CCH

(d) None of above



Space for Rough Work


CH2

= C CCHCH H

H3C CH

3

CH3

CH3

(b)(a) CH2

= C CH CH CH H

CH3

CH3

CH3

CH2

CH2

= C C CH2 C H

CH3

CH3

CH3

CH3

(d)(c) CH2

= C C CH C CH3

CH3

CH3

CH3

CH3

H

CH2

= C C CH CH CH3

CH3

CH3

CH3

CH3

N

C

CH3H

3C

(b) (c) (d)(a)

N C

H3C

CH3

N C

CH3

CH3 CH

3

CN

CH

3

CH3

N C

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Q48. Match the correct order for stability of following positive charges

Column I Column-II

(A

)

(a) II > IV > III >

I

(B

)

(b) III > I > IV>

II

(C

)

(c) IV > II > III >I

Q49. Statement 1: (CH3)3C+ is more stable carrbocation than (CD3)3C

+

Statement 2: C H bond is weaker than C D bond.

(a) Statement-1 is True, Statemetn-2 is True; Statemetn-2 is a correct explanation for

statement-1

(b) Statement-1 is true, Statement-2 is True; Statemetn-2 is NOT a correct explanation for

Statement-1

(C) Statemetn-1 is True, Statemetn-2 is False

(d) Statement 1 is False, Statement-2 is true

ANIONS


(I)

(II)

CH2

(III)

CH2 CH

2

(IV)

CH CH3

(I)

(II)

OH

(III)

CH2

(IV)

NO2

CH2

OHHO

O2N

NO2

OH

NO2

CH2

O2N

CH2

HO

(I) (II) (III) (IV)

CH3

OCH3

Cl

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Q50. Arrange the following carbanions in decreasing order of stability

(a) III > IV > I > II (b) III > IV > II > I (c) III > I > IV > II (d) IV > III > I > II


(a) III > II > IV > I (b) III > II > I > IV (c) III > I > II > IV (d) II > III > I > IV


(a) IV > III > I > II (b) IV > II > III > I (c) IV > III > II > I (d) III > IV > II > I


(a) III > I > IV > I (b) III > II > I > IV (c) I > III > II > IV (d) III > I > II > IV

Q54. O||

HCHC

O||CHCCHCIf 3

S

2

R

2

Q

3

P

is mixed with NaOH solution. Acid base reaction occurs

and HO snatches H from organic molecule. Which carbon will loose H+ easily?

(a) P (b) Q (c) R (d) SQ55. Which of the following intermediate have the complete octet around the carbon atom

(a) Carbonium ion (b) Carbanion (c) Free radical (d) Carbene

Q56. Select the correct options

(a) Carbanion are good lewis acids

(b) Number of e- in outermost shell of methyl carbanion is 6

(c) Electron withdrawing groups stabilizes carbanion

(d) Carbanions can rearrange to form more stable anions


22 CHCH

(I)

332 )CH(CCH

(II)

CH2

(III) (IV)

3CH

CH2 Cl

(I)

CH2 CN

(II)

CH2 NO

2

(III)

CH2 CH

3

(IV)

CHOCH 2

33 CHCCHCCH

O O

HCCHCH

O O

CHOCOHC

CHO

(I) (II) (III) (IV)

CH2

(I)

CH2

CH3

CH2

NO2

CH2

OCH3

(II) (III) (IV)

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Q57. Which of these reaction can form carbon

(a) + LiBrCH 3 (b) + MgICH 3

Q58. In which set first is more stable than second

FREE RADICALS

Q59. Arrange the radicals in their decreasing order of stability

(a) IV > I > III > II (b) IV > III > II > I (c) I > II > III > IV (d) IV > III > I > II

Q60. Following is incorrect about radicals

(a) They are plannar in shape

(b) They are paramagnetic

(c) They have incomplete octate

(d) They are very less reactive as compared to other cations/ anions

Q61. Most stable radical is

Q62. In which case first is more stable than second

Q63. Arrange the radicals in their decreasing order of stability


Cl

+ NaNa

(C) (d) +CuClLiCH 3

(a)

(b)

(c) (d)

3CF 3CCl

CHCHCHC 2 =

( ) 333 CHCCH

(I) (II) (III) (IV)3CH 23 CHCH 23 CHCH

CH3

CCH 3

CH3

CH3

(a)

(b)

(c) (d)

(a)

(b)

(c) (d)

( ) CCHCPh 333

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(a) III > II > IV > I (b) III > IV > II > I (c) III > II > I> IV (d) II > III > IV > I

CH2

(I) (II) CH2

(III) C (IV)

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