Question:

The major product 'X' formed in the following reaction is :

(Reactant: a cyclohexenone carrying a \(-\mathrm{CH_2COOCH_3}\) group on the carbon next to C=O; reagent: NaBH\(_4\), MeOH.)

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NaBH\(_4\) in MeOH reduces only aldehydes and ketones; it leaves C=C and ester groups untouched.
Updated On: Nov 5, 2026
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The Correct Option is C

Solution and Explanation

NaBH\(_4\) is a mild, chemoselective hydride donor. It reduces the ring ketone C=O to a secondary alcohol \(\mathrm{CH-OH}\).
It does not reduce the isolated C=C double bond in the ring, nor the ester group \(-\mathrm{CH_2COOCH_3}\) (esters need LiAlH\(_4\)).
So X is the hydroxy ester with the ring C=C retained: option (3). Options (1) and (2) would need ester reduction (and (1) also alkene reduction), and option (4) would need ester to aldehyde conversion.
Answer: (3) the cyclohexenol bearing -CH\(_2\)COOCH\(_3\)
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