A Levels Chemistry (9701)•9701/12/O/N/23

Explanation
Reduction to alcohol then dehydration to alkene
Steps:
- Propanoic acid (CH3CH2COOH) requires reduction to propan-1-ol (CH3CH2CH2OH) in stage 1.
- Propan-1-ol then needs dehydration to propene (CH3CH=CH2) in stage 2.
- LiAlH4 reduces carboxylic acids to primary alcohols via hydride addition and workup.
- Conc. H2SO4 dehydrates primary alcohols to alkenes at high temperature via E1 mechanism.
Why A is correct:
- LiAlH4 fully reduces RCOOH to RCH2OH (unlike milder agents), and conc. H2SO4 catalyzes dehydration per Zaitsev's rule, yielding propene from propan-1-ol.
Why the others are wrong:
- B: NaOH in ethanol neutralizes but does not dehydrate alcohols to alkenes.
- C: NaBH4 reduces aldehydes/ketones but not carboxylic acids, so no alcohol forms.
- D: NaBH4 fails to reduce the acid, and NaOH in ethanol performs no dehydration.
Final answer: A
Topic: Organic synthesis
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