A Levels Chemistry (9701)•9701/11/M/J/24

Explanation
Syn dihydroxylation of alkene double bonds Steps:
- Geraniol contains a primary alcohol and two isolated C=C bonds.
- Cold dilute acidified KMnO4 selectively oxidizes alkenes to vicinal diols via syn addition.
- Both double bonds in geraniol undergo dihydroxylation, adding two OH groups each.
- The primary alcohol group remains unreacted, yielding a tetraol product.
Why A is correct:
- A depicts the tetraol from syn dihydroxylation of both double bonds, consistent with cold dilute KMnO4 conditions preserving the carbon skeleton (Baeyer-Villiger rule for alkenes).
Why the others are wrong:
- B shows monohydroxylation of only one double bond, ignoring excess reagent acting on both.
- C represents oxidative cleavage to carboxylic acids, which requires hot concentrated KMnO4.
- D indicates ketone formation, typical for hot alkaline cleavage of trisubstituted alkenes, not cold conditions.
Final answer: A
Topic: Hydrocarbons
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