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

Explanation
Iodoform test identifies alcohols oxidizable to methyl ketones
Steps:
- Recognize alkaline I2(aq) as iodoform reagent, producing pale yellow CHI3 precipitate with methyl ketones or alcohols convertible to them.
- Recall iodoform-positive alcohols have CH3CH(OH)R structure (R = H, alkyl, aryl), oxidizing to CH3COR.
- Examine each option's structure for CH3CH(OH)- group.
- Identify pentan-2-ol as matching, while others do not.
Why B is correct:
- Pentan-2-ol (CH3CH(OH)CH2CH2CH3) oxidizes to pentan-2-one (CH3COCH2CH2CH3), a methyl ketone that reacts with I2/OH- to form CHI3 per iodoform mechanism.
Why the others are wrong:
- A: Pentan-1-ol (CH3CH2CH2CH2CH2OH) oxidizes to pentanal/acid, neither methyl carbonyl.
- C: Pentan-3-ol (CH3CH2CH(OH)CH2CH3) oxidizes to pentan-3-one (CH3CH2COCH2CH3), a symmetrical ketone without CH3CO-.
- D: 2-Methylpentan-2-ol ((CH3)2C(OH)CH2CH2CH3) is tertiary, cannot oxidize to ketone.
Final answer: B
Topic: Hydroxy compounds
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