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What is the principal product formed in the following reaction? CH3CH = CHCO2CH3 LiAlH4 →

1. CH3CH2CH2CO2CH3
2. CH3CH = CHCH2OH
3. CH3CH2CH2CH2OH
4. CH3CH2CH2CHO

Correct answer: CH3CH2CH2CHO

Solution

The reaction involves the reduction of an α,β-unsaturated ester using LiAlH4, which reduces the carbonyl group to an aldehyde while also saturating the double bond, resulting in the formation of a primary alcohol. The correct product, CH3CH2CH2CHO, is the aldehyde formed from this reduction process.

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