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A Levels Chemistry (9701)•9701/12/M/J/23
Question 33 from 9701/12/M/J/23

Explanation

Oxidation and dehydration behaviors of isomeric alcohols Steps:

  • Identify alcohol types: X (1-butanol, primary), Y (2-butanol, secondary), Z (tert-butanol, tertiary).
  • For mild oxidation: Primary X yields butanal; secondary Y yields butan-2-one; tertiary Z does not react.
  • Thus, X and Y oxidize, while Z remains unchanged.
  • For dehydration to C₄H₈ alkenes: Y yields mainly cis- and trans-but-2-ene (geometric isomers); X yields mixture including but-1-ene (less emphasis on pair); Z yields 2-methylpropene (no geometric isomers).

Why C is correct:

  • Option C matches X and Y oxidizing (per mild agent definition stopping at aldehyde/ketone for 1°/2° alcohols) and Y alone yielding the cis-trans pair (via Zaitsev's rule favoring internal alkene from secondary alcohol).

Why the others are wrong:

  • A: Includes Z in oxidation, but tertiary alcohols resist mild oxidation.
  • B: Excludes Y from oxidation, but secondary alcohols form ketones.
  • D: Assigns dehydration to Z, but 2-methylpropene lacks cis-trans isomerism.

Final answer: C

Topic: Hydroxy compounds

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