A Levels Chemistry (9701)•9701/13/M/J/23

Explanation
Compound identification via %C and iodoform test
Steps:
- Compute %C for options: C4H10O isomers (A, B) yield 48/74 × 100 ≈ 64.9%; C4H8O isomers (C, D) yield 48/72 × 100 = 66.7%.
- Verify one O atom per molecule: all options (C4H10O or C4H8O) satisfy this.
- Recognize alkaline I2(aq) reaction producing yellow CHI3 precipitate as positive iodoform test, specific to methyl ketones (CH3COR) or certain alcohols/aldehydes.
- Match criteria: only option with 66.7% C and methyl ketone structure is D.
Why D is correct:
- Butanone (CH3COCH2CH3, C4H8O) has %C = 66.7% and CH3CO– group, which undergoes haloform reaction to form iodoform.
Why the others are wrong:
- A: %C ≈ 64.9%, fails composition; tertiary alcohol, negative iodoform.
- B: %C ≈ 64.9%, fails composition; secondary alcohol gives iodoform but %C mismatch.
- C: %C = 66.7% matches, but butanal (CH3CH2CH2CHO) lacks CH3C=O, negative iodoform.
Final answer: D
Topic: Carbonyl compounds
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