A Levels Chemistry (9701)•9701/13/O/N/22

Explanation
Alkyl halide to carboxylic acid via nitrile intermediate
Steps:
- 1-Bromopropane (CH₃CH₂CH₂Br) reacts with CN⁻ in SN2 substitution to form propanenitrile (CH₃CH₂CH₂CN).
- Propanenitrile undergoes hydrolysis under acidic or basic conditions.
- Hydrolysis converts the nitrile to an amide intermediate (CH₃CH₂CH₂CONH₂).
- Further oxidation/hydrolysis yields propanoic acid (CH₃CH₂COOH).
Why A is correct:
- Propanenitrile hydrolysis directly produces propanoic acid, extending the carbon chain by one and matching the oxidation step.
Why the others are wrong:
- B: Propanone requires ketone formation, not from substitution-oxidation of primary alkyl halide.
- C: Propylamine forms via substitution with NH₃, but no oxidation involved.
- D: Propyl ethanoate is an ester, needing alcohol formation and esterification, not direct oxidation.
Final answer: A
Topic: Organic synthesis
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