CAMBRIDGE INTERNATIONAL AS & A LEVEL CHEMISTRY: COURSEBOOK

Exam-style questions and sample answers have been written by the authors. In examinations, the way marks are awarded
may be different.

Coursebook answers
Chapter 17
Exam-style questions
1 D [1] iii H
2 B [1] H C H
3 a pentan-2-ol: H H

i C5H11OH or C5H12O [1] H C C C H

ii CH3CH2CH2CH(OH)CH3 [1]
H O H
iii H H  [1]
H H H O H
iv
H C C C C C H

H H H H H  [1] [1]
OH
iv OH
v tertiary [1]
b CnH2n+1OH [1]
 [1] c butan-1-ol and 2-methylpropan-2-ol; [1]
structural isomers [1]
v secondary [1] d 2-methylbutan-2-ol [1]
butan-1-ol: [Total: 19]
i C4H9OH or C4H10O [1] 4 a H2C═CH2 + H2O → CH3CH2OH [1]
ii CH3CH2CH2CH2OH [1] catalyst H3PO4 [1]
iii H b CH3CH2OH + 3O2 → 2CO2 + 3H2O [2]
H H H O
[1 mark for the products; 1 mark for
balancing]
H C C C C H
c CH3CH2CH(OH)CH3 →
H H H H  [1] CH3CH2CH═CH2 + H2O  [1]
iv H3C CH3
OH [1]
CH3CH2CH(OH)CH3 → C C + H2O
v primary [1] H H [1]
2-methylpropan-2-ol:
H3C H
i C4H9OH or C4H10O [1]
ii CH3COH(CH3)2 [1] CH3CH2CH(OH)CH3 → C C + H2O
H CH3
[1]

1 Cambridge International AS & A Level Chemistry © Cambridge University Press 2020

 CAMBRIDGE INTERNATIONAL AS & A LEVEL CHEMISTRY: COURSEBOOK

d CH3COOH + CH3CH2OH →
CH3COOCH2CH3 + H2O  [1]
catalyst concentrated sulfuric(VI) acid; [1]
esterification; [1]
products ethyl ethanoate and water [1]
[Total: 11]
5 a K2Cr2O7 [1]
b i displayed formula with —CHO
(aldehyde group); [1]
displayed formula with —COOH
group [1]
ii Gives aldehyde after mild heat
and distilling immediately; [1]
gives carboxylic acid after
refluxing with excess oxidising
agent. [1]
iii aldehydes; [1]
carboxylic acids [1]
iv e.g. CH3CH2OH + [O] →
CH3CHO + H2O  [1]
e.g. CH3CH2OH + 2[O] →
CH3COOH + H2O  [1]
c i displayed formula with >C═O
group (ketone) [2]
ii ketones [1]
iii e.g. CH3CH(OH)CH3 + [O] →
CH3COCH3 + H2O  [1]
d No H atom on C atom that is bonded
to the —OH functional group. [1]
[Total: 14]

2 Cambridge International AS & A Level Chemistry © Cambridge University Press 2020