HKDSE Chemistry

Assignment for Part XI

(Multiple choice)

Chemistry of Carbon Compounds

Chapter 43:

Isomerism
Chapter 43: Isomerism P.1 of 14
1. Molecules of propan-1-ol and propan-2-ol have different

A percentage compositions. B molecular masses.

C molecular formulae. D structural formulae.

2. Which of the following compounds are isomers?

W CH3CH2OCH3 X CH3CH2OCH2CH3
Y CH3CH2CH2OH Z CH2=CHOCH3

A W and Y B W and Z
C X and Y D X and Z

3.

The above two molecules are

A chain isomers. B functional group isomers.

C geometrical isomers. D position isomers

4. Which of the following esters is an isomer of butanoic acid?

A Ethyl methanoate B Ethyl propanoate

C Methyl ethanoate D Propyl methanoate

5. Which of the following carbon compounds is an isomer of hexanal?

A 2,2-dimethylbutan-1-ol B 3-methylbutanal
C 2-methylpentan-3-one D 3-ethylpentanal

6. Which of the following is an isomer of 2,2-dimethylpentan-1-ol?

A CH3CH2CH2CH(CH3)CH2OH B (CH3)3CC(CH3)2CH2OH
C CH3CH2CH2CH2CH2CH2CH2CH2OH D (CH3)2CHCH(CH3)CH2CH2OH

7. The structures of two carbon compounds are shown below:

CH3CH2CH2COOH CH3CH2COOCH3
X Y
Which of the following statements is correct?

A X and Y are structural isomers.

B X is more volatile than Y.
C Both are miscible with water in all proportions.
D Hydrogen bonds exist in both of them.
Chapter 43: Isomerism P.2 of 14
8. Which of the following carbon compounds does NOT exist?

A A carboxylic acid which is a structural isomer of an ester C3H6O2.

B An ester which is a structural isomer of a carboxylic acid C2H4O2.
C A ketone which is a structural isomer of an aldehyde C2H4O.
D An aldehyde which is a structural isomer of a ketone C3H6O.

9. How many different aldehydes have the molecular formula C5H10O?

A 2 B 3 C 4 D 5

10. Which of the following are isomeric with butan-1-ol?

(1) Butanone (2) Ethoxyethane (3) Methylpropan-2-ol

(CH3CH2OCH2CH3)

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

11. Consider the following two carbon compounds, X and Y.

CH3CH2CH2CHO CH3CH2COCH3
X Y

Which of the following statements concerning X and Y is / are correct?

(1) They are functional group isomers.

(2) The boiling point of X is much higher than that of Y.
(3) Molecules of both can form permanent dipole-permanent dipole attraction
with water molecules.

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only

12. Consider the following two alcohols, X and Y.

CH3CH2CH2CH2OH CH3CH2CH(OH)CH3
X Y

Which of the following statements concerning X and Y is / are correct?

(1) They are chain isomers.

(2) X is less volatile than Y.
(3) Both are miscible with water in all proportions.

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only
Chapter 43: Isomerism P.3 of 14
13. Which of the following pairs of compounds are structural isomers?

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

14. Which of the following pairs of compounds are structural isomers?

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

15. Which of the following pairs of compounds are structural isomers?

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)
Chapter 43: Isomerism P.4 of 14
16. Consider the following two carbon compounds X and Y:

Which of the following statements concerning X and Y are correct?

(1) They are structural isomers.

(2) X is more volatile than Y.
(3) Hydrogen bonds exist in both of them.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

17.

The above two molecules are

A chain isomers. B enantiomers.

C geometrical isomers. D identical.

18.

The above two molecules are

A enantiomers. B geometrical isomers.

C structural isomers. D identical.

19. Which of the following can exist as geometrical isomers?

A 1,1-dichloroethane B 1,1-dichloroethene
C 1,2-dichloroethane D 1,2-dichloroethene
Chapter 43: Isomerism P.5 of 14
20. The compound cis-retinal is shown below.

Which one of the labelled bonds leads to the prefix ‘cis’ in the name?

21. Which of the following carbon compounds can exhibit geometrical isomerism?

A Hex-2-ene B 2-methylpent-2-ene
C But-1-ene D Propene

22. Which of the following compounds does NOT have isomeric structures?

A 1,1,2-trichloroethene B 1,2-dichloroethane
C Propene D Propanal

23. Four structures of molecular formula C2H2Cl2 are shown below.

Which of the following is a pair of geometrical isomers?

A W and X B W and Z
C X and Y D Y and Z

24. How many unsaturated compounds have the molecular formula C3H5Br?

A 3 B 4 C 5 D 6

25. How many structural and geometrical isomers are there for dibromopropene, C3H4Br2?

A 4 B 5 C 6 D 7
Chapter 43: Isomerism P.6 of 14
26. Which of the following compounds can exist as a pair of geometrical isomers?

(1) CH3CH2CH=CH2 (2) CH3CH=CHCH2CH3 (3) CH3CH2CH=C(CH3)2

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only

27. Which of the following pairs of compounds are geometrical isomers?

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only

28. A sex attractant produced by butterflies has the following structural formula:

CH3COO(CH2)6CH=CH(CH2)3CH3

Which of the following statements concerning this substance are correct?

(1) It can exhibit geometrical isomerism.

(2) It contains an ester functional group.
(3) It can undergo addition reaction with bromine.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)
Chapter 43: Isomerism P.7 of 14
29. Geraniol shown below is used in perfumery.

(CH3)2C=CHCH2CH2C(CH3)=CHCH2OH
geraniol

Which of the following statements concerning geraniol is / are correct?

(1) Geraniol contains a carboxyl group.

(2) Geraniol is a primary alcohol.
(3) There are four geometrical isomers for geraniol.

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only

30. Consider the following two carbon compounds, X and Y.

Which of the following statements concerning X and Y is / are correct?

(1) They are geometrical isomers.

(2) Hydrogen bonds exist in both of them.
(3) The melting point of Y is higher than that of X.

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only

31. Consider the following two carbon compounds, X and Y.

Which of the following statements concerning X and Y are correct?

(1) They are geometrical isomers.

(2) The melting point of Y is higher than that of X.
(3) The water solubility of Y is higher than that of X.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)
Chapter 43: Isomerism P.8 of 14
32.

The above two molecules are

A chain isomers. B enantiomers.

C geometrical isomers. D identical.

33.

The above two molecules are

A enantiomers. B geometrical isomers.

C structural isomers. D identical.

34. Which of the following compounds has a pair of enantiomers?

A CH3CH2CHBrCH2CH2CH3

B H2NCH2CH2COOH

C CH3CH=CHCH2CH3

35.

How many chiral carbon(s) does one molecule of the above amino acid contain?

A 0 B 1
C 2 D 3
Chapter 43: Isomerism P.9 of 14
36. The compound Ibuprofen is an important anti-inflammatory drug.

Ibuprofen

How many chiral carbon(s) does one molecule of Ibuprofen have?

A 1 B 2 C 3 D 4

37. The structure of a drug is shown below:

How many chiral carbon(s) does one molecule of the drug contain?

A 0 B 1 C 2 D 3

38. Consider the following molecule:

To which carbon should a methyl group be attached to make the molecule chiral?

A 1 B 3 C 4 D 7

39. Propoxyphene is a pain-killing drug. Its structure is shown below.

Which of the following statements concerning propoxyphene is correct?

A It contains a chiral carbon and a carbonyl group.

B It contains a chiral carbon and an ester functional group.
C It contains two chiral carbons and a carbonyl group.
D It contains two chiral carbons and an ester functional group.
Chapter 43: Isomerism P.10 of 14
40. Menthol shown below is used in skin lotions as it counteracts itching.

Which of the following statements concerning menthol is correct?

A It contains two chiral carbons and a carboxyl group.

B It contains two chiral carbons and a hydroxyl group.
C It contains three chiral carbons and a carboxyl group.
D It contains three chiral carbons and a hydroxyl group.

41. Alkene X C6H12 is optically active. X could be

A CH3CH2CH2CH2CH=CH2. B (CH3)2CHCH=CHCH3.

C CH3CH2CH(CH3)CH=CH2. D CH3CH2C(CH3)=CHCH3.

42. Which of the following pairs are enantiomers?

Chapter 43: Isomerism P.11 of 14
43. Which of the following pairs are enantiomers?

44. Only considering the alkanol molecules, how many isomers (including both structural
isomers and stereoisomers) are possible for C4H10O?

A 5 B 6 C 7 D 8

45. Which of the following amino acids have enantiomers?

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

Chapter 43: Isomerism P.12 of 14
46. Which of the following compounds have enantiomers?

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

47. Which of the following compounds exist(s) in optically active forms?

(1) 1-chloro-2-methylbutane
(2) 2-chloro-2-methylbutane
(3) 1,4-dichlorocyclohexane

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only

48.

Which of the following statements concerning the above carbon compound are
correct?

(1) Its IUPAC name is 3-phenylbutan-1-ol.

(2) It can exist in optically active forms.
(3) It is a tertiary alcohol.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

49. The structure of 2-methylbuta-1,3-diene is shown below.

Which of the following statements about 2-methylbuta-1,3-diene is / are correct?

(1) It can decolorize cold acidified dilute potassium permanganate solution.

(2) It is chiral.
(3) It can undergo polymerization.

A (1) only B (2) only

C (1) and (3) only D (2) and (3) only
Chapter 43: Isomerism P.13 of 14
50. The structures of two 2-bromobutanes (P and Q) are shown below.

Which of the following statements concerning the 2-bromobutanes are correct?

(1) They have the same melting points.

(2) They have different effects on a beam of plane-polarized light.
(3) They have different chemical properties unless the reaction counterpart is
optically active.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

51. Which of the following statements concerning 3-bromobut-1-ene are correct?

(1) It is optically active.

(2) It can exhibit geometrical isomerism.
(3) It is a structural isomer of bromocyclobutane.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)

52. The structure of compound X is shown below:

Which of the following statements concerning X are correct?

(1) It is optically active.

(2) It has a pair of geometrical isomers.
(3) Its IUPAC name is 4-methyl-4-phenylpent-2-ene.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)
Chapter 43: Isomerism P.14 of 14
53. The structure of compound X is shown below.

Which of the following statements concerning X are correct?

(1) X is optically active.

(2) X has a pair of geometrical isomers.
(3) Its IUPAC name is 4-hydroxypent-2-ene.

A (1) and (2) only B (1) and (3) only

C (2) and (3) only D (1), (2) and (3)
Suggested answer for Multiple choice questions

1. D 2. A 3. D 4. D 5. C
6. D 7. A 8. C 9. C 10. C
11. C 12. B 13. A 14. B 15. D
16. D 17. D 18. B 19. D 20. B
21. A 22. A 23. C 24. B 25. D
26. B 27. B 28. D 29. B 30. C
31. A 32. B 33. D 34. A 35. C
36. A 37. A 38. B 39. D 40. D
41. C 42. B 43. B 44. A 45. A
46. D 47. A 48. A 49. C 50. A
51. B 52. C 53. A