9701 MCQ Solution 28

Question 28: [Organic > Carbonyl Compounds]:
Ethanal may be converted into a three-carbon acid in a two-step process.

Which compound is the intermediate?

A CH3CO2H
B CH3CN
C CH3CH2CN
D CH3CH(OH)CN

Reference: Past Exam Paper – November 2002 Paper 1 Q28



Solution 28:
Answer: D.
As the number of carbons is increasing from 2 (ethanal) to 3, the addition of a cyanide ion is necessary as that is the only method to increase the carbon chain length. Therefore A is eliminated.
B is also eliminated as there are now only two carbons and it is impossible to get that compound from ethanal.
C has 3 carbons however does not have an alcohol group which can be oxidized to form an acid.
D is the only option that satisfies all conditions.

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