A Levels Chemistry (9701)•9701/13/O/N/20

Explanation
Alcohol identification via oxidation and iodoform tests
Steps:
- Decolourisation of warm acidified KMnO4 indicates an oxidisable alcohol (primary or secondary, not tertiary).
- Yellow precipitate with alkaline I2 confirms iodoform test positivity, requiring oxidation to a methyl ketone (CH3COR) or acetaldehyde.
- For C5H12O alcohols, evaluate structures: primary alcohols oxidise to aldehydes/carboxylic acids; secondary to ketones.
- Only secondary alcohols with CH3CH(OH)R structure yield methyl ketones for iodoform reaction.
Why B is correct:
- 3-Methylbutan-2-ol (CH3CH(OH)CH(CH3)CH3) is secondary and oxidises to CH3COCH(CH3)CH3, a methyl ketone that gives iodoform (CHI3 precipitate).
Why the others are wrong:
- A: Primary alcohol oxidises to aldehyde without CH3CO- group, no iodoform.
- C: Primary alcohol oxidises to pentanoic acid, no iodoform.
- D: Secondary alcohol oxidises to pentan-3-one (CH3CH2COCH2CH3), not a methyl ketone, no iodoform.
Final answer: B
Topic: Hydroxy compounds
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