A Levels Chemistry (9701)•9701/13/M/J/24

Explanation
KMnO4 oxidation products of but-2-ene and their reactivity Steps:
- But-2-ene (CH₃CH=CHCH₃) + cold dilute acidified KMnO₄ → syn dihydroxylation to X (butane-2,3-diol, CH₃CH(OH)CH(OH)CH₃).
- But-2-ene + excess hot concentrated acidified KMnO₄ → oxidative cleavage at double bond to Y (2 CH₃COOH, acetic acid).
- X (diol) has -OH groups reactive with Na metal (evolves H₂) but no carbonyl, so inert to LiAlH₄.
- Y (acid) neutralizes with NaOH, reduces with LiAlH₄ to CH₃CH₂OH; reacts violently with Na metal but not typically tested that way.
Why C is correct:
- X (vicinal diol) reacts with Na metal per alcohol definition (2ROH + 2Na → 2RONa + H₂) but not LiAlH₄, as LiAlH₄ reduces only carbonyls/esters/acids (no such group in X).
Why the others are wrong:
- A: X (neutral diol) does not react with NaOH; only Y (acid) does via neutralization.
- B: Y (acid) does not typically react with Na metal in alcohol-specific tests (uses NaOH/NaHCO₃ instead); both do not share this reactivity.
- D: LiAlH₄ reduces Y (CH₃COOH) to CH₃CH₂OH (primary alcohol), not X (diol).
Final answer: C
Topic: Hydrocarbons
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