A Levels Chemistry (9701)•9701/11/O/N/22

Explanation
Nucleophilic substitution to primary alcohol followed by oxidation to carboxylic acid
Steps:
- 1-Bromopropane (CH₃CH₂CH₂Br) undergoes SN2 reaction with OH⁻ to form propan-1-ol (CH₃CH₂CH₂OH).
- Propan-1-ol, a primary alcohol, is oxidized by acidified KMnO₄ to propanoic acid (CH₃CH₂COOH).
Why A is correct:
- Primary alcohols oxidize to carboxylic acids via two-stage process (aldehyde intermediate then acid), as per organic oxidation rules.
Why the others are wrong:
- B: Propanone (ketone) requires secondary alcohol precursor, not primary from 1-bromopropane.
- C: Propylamine forms via SN2 with NH₃, but no oxidation step applies.
- D: Propyl ethanoate is an ester from alcohol acylation with ethanoic acid, not oxidation.
Final answer: A
Topic: Organic synthesis
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