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A Levels Chemistry (9701)•9701/11/M/J/19
Question 27 from 9701/11/M/J/19

Explanation

Primary alcohol identification via oxidation product reacting with sodium Steps:

  • Reaction with sodium liberating H₂ indicates an -OH group in T, typical of alcohols.
  • Hot acidified KMnO₄ oxidizes alcohols: primary to carboxylic acids, secondary to ketones, tertiary/ketones unchanged.
  • The query implies the oxidation product reacts with sodium to give H₂, which carboxylic acids do (2RCOOH + 2Na → 2RCOONa + H₂) but ketones do not.
  • Thus, T is a primary alcohol, matching option A (CH₃CH₂CH₂OH oxidized to CH₃CH₂COOH).

Why A is correct:

  • CH₃CH₂CH₂OH (propan-1-ol) is primary; oxidation gives propanoic acid, which reacts with Na per the reaction 2CH₃CH₂COOH + 2Na → 2CH₃CH₂COONa + H₂.

Why the others are wrong:

  • B: CH₃CH(OH)CH₃ is secondary; oxidation gives CH₃COCH₃ (ketone), which does not liberate H₂ with Na.
  • C: (CH₃)₂CHOH is secondary; same as B, oxidation product (ketone) does not react with Na to give H₂.
  • D: CH₃COCH₃ is a ketone; not oxidized by KMnO₄.

Final answer: A

Topic: Hydroxy compounds

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