Question:

The major product obtained in the following reaction is :

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Excess LiAlH4 reduces -COOH to -CH2OH, the ketone to a secondary alcohol and an aliphatic -NO2 to -NH2, but leaves an isolated C=C untouched.
Updated On: Nov 5, 2026
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The Correct Option is D

Solution and Explanation

Substrate: a cyclohexane ring bearing -COOH, a vinyl group (C=C), an acetyl group (-COCH3) and an aliphatic -NO2.
LiAlH4 (excess) reduces: -COOH to -CH2OH; the ketone C=O to a secondary alcohol -CH(OH)CH3; the aliphatic nitro group to -NH2.
It does not reduce an isolated C=C bond, so the vinyl group remains.
Product: ring with -CH2OH, -CH=CH2, -CH(OH)CH3 and -NH2, which is option (4).
Answer: (4) the amino diol with the vinyl group retained (CH2OH, NH2, CH(OH)CH3, CH=CH2)
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