A Levels Chemistry (9701)•9701/12/M/J/18

Explanation
Secondary alcohols oxidize to ketones retaining the carbon chain length Steps:
- Count carbons: A has 5 (2-methylbutane chain), B/C/D have 6 (pentane + methyl).
- Classify alcohols: Primary if OH on CH2OH, secondary if on CHOH, tertiary if on COH with three alkyl groups.
- Recall oxidation: Acidified K2Cr2O7 oxidizes secondary alcohols to ketones, primaries to carboxylic acids, tertiaries not at all.
- Identify the secondary alcohol with 6 carbons to yield a 6-carbon ketone.
Why C is correct:
- 3-Methylpentan-2-ol is secondary (OH on C2 attached to one H and two carbons); oxidation removes H from C2 and OH to form C=O, yielding 3-methylpentan-2-one (6 carbons), per standard alcohol oxidation rules.
Why the others are wrong:
- A: Primary (5 carbons); oxidizes to 2-methylbutanoic acid (no ketone).
- B: Tertiary (6 carbons); resists oxidation, no ketone formed.
- D: Primary (6 carbons); oxidizes to 3-methylpentanoic acid (no ketone).
Final answer: C
Topic: Hydroxy compounds
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