FIRST YEAR

CPP GOC, ISOMERISM

REVISION (16-05-2023) ` KKP / MYP CEN TRE

1. The most stable carbocation among the following

 CH3 O CH2

(A) CH3  O  CH2  C H 2 (B)
 
(C) CH3  O  C H  CH3 (D) CH3  O  CH  C H

2. The species which on resonance creates only identical canonical forms :

CH3

(A) CH3  C H  CH  CH  CH3 (B) (C) (D) All of these

3. Which among the following can exhibit hyperconjugation.

C CH2 CH2

(A) (B) (C) (D) CH3

Select the case where Hetero–atom’s e density is involved in  4n  2   system.

–
4.
N N
(A) (B) (C) (D)
N N O O N

5. For the following compounds

NH2 CH3 CN

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

N N N N
the correct order of basic strength
(A) IV < III < II < I (B) IV < I < III < II (C) II < IV < I < III (D) I < II < III < IV
6. In the following there are three carbon– O Their lengths are
oxygen bonds denoted by x, y and z : x y z in the order
H3C C O CH3
(A) x = y = z (B) x < y < z (C) x < y = z (D) y < x < z

7. Acidic strength of conjugate acids of the H

following N N
N NH N NH

(A) I>II>III>IV (B) III>II>I>IV (C) IV>III>II>I (D) none

8. Which among the following shows delocalization of charge or electron density ?

H3C CH3
H3C
CH2
(A) (B) (C) (D)
CH3
O O

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9. An isomer of ethanol is:
(A) methanol (B) diethyl ether (C) acetone (D) dimethyl ether

10. How many optically active stereoisomers are possible for butane-2,3-diol?
(A) 1 (B) 2 (C) 3 (D) 4

11. Which of the following is a ‘threo’ isomer?

CHO CH3 COOH COOH
H OH Br H H Cl H NH2
(A) (B) (C) (D)
H OH H OH H OH H OH
CH2OH CH3 CH3 CH3
12. Given compound shows which type of isomerism
O O

S—O and S—O

O O
(A) Chain isomerism (B) Positional isomerism
(C) Metamerism (D) Functional group isomerism

13. Which of the following does not show geometrical isomerism?

(A) 1,2-dichloro-1-pentene (B) 1,3-dichloro-2-pentene
(C) 1,1-dichloro-1-pentene (D) 1,4-dichloro-2-pentene

14. Which of the following have zero dipole moment?

(A) 1,2-dichloro ethene (B) trans-1,2-dichloro ethene
(C) cis-1,2-dichloro ethene (D) 1,1-dichloro ethene

15. The structures shown here are related as being

Br
H Br C
H3C H
CH3 C
H 3C
CH3 C H
C
Br H Br
(I) (II)
(A) Confermers (B) Enantiomers (C) Geometrical isomers (D) Diastereoisomers

16. Which of the following have the S configuration?

H CH2CH3 CH2CH3

CH3 CH CH2
H3C CH(CH3)2
CH3CH2 OH H CH3 H
(1) (2) (3)
(A) only 1 (B) only 2 (C) 1, 2 and 3 (D) only 1 and 2

17. Which of the following is the definition of a pair of diastereomers?

(A) A pair of stereoisomers each of which has two chirality centers
(B) A pair of stereoisomers that are non-superimposable mirror images of one another
(C) A pair of stereoisomers that are not mirror images of one another
(D) Any pair of stereoisomers

18. Which of the following is the definition of a meso compound?

(A) A molecule with chirality centers which is not chiral
(B) A diastereomer with no chirality centers
(C) A molecule with chirality centers which is chiral
(D) A chiral compound with more than one chirality center

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19. Which of the following statements regarding optical rotation is not true?
(A) All (-) enantioomers rotate plane polarized light in a counterclockwise direction
(B) (+) and (-) enantiomers rotate plane polarized light in opposite directions
(C) All R enantiomers are dextrorotatory
(D) All (+) enantiomers are levorotatory
20. Which of the following statements is not true regarding pairs of enantiomers?
(A) They have identical boiling points
(B) They have identical melting points
(C) They react at identical rates with chiral reagents
(D) They rotate plane polarized light in opposite directions

NUMERICAL BASED

21. Select the no. of ‘R’-isomer from the following

Cl CH3 CH2 - CH3 COOH

Br F Cl H H CH3 H OH

H CH2 - CH3 CH2OH CH3

CHO H CH3 COOH

H3C H D OH H OH H3C NH2

CH2OH CH3 CH2CH3 H

22. No. of alcohols (including stereoisomers) which are 1 having formula C5H10O

23. How many stereoisomers of 2, 3-butanediol, CH3CH(OH)CH(OH)CH3 exist?

24. The number of cis-trans isomer possible for the following compound

25. Number of isomers possible for C4H8 are

KEY
1. C 2. D 3. A 4. B 5. B
6. B 7. B 8. C 9. D 10. B
11. B 12. C 13. C 14. B 15. D
16. D 17. C 18. A 19. C 20. C
21. 4 22. 5 23. 3 24. 2 25. 6

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