Question:

Consider the given chemical reaction

Identify the product P.

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Hell\(-\)Volhard\(-\)Zelinsky reaction: a carboxylic acid with an \(\alpha\)-hydrogen reacts with Cl2/red P, then H2O, to give the \(\alpha\)-chloro carboxylic acid.
Updated On: Oct 31, 2026
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The Correct Option is A

Solution and Explanation

Step 1: Red P + Cl2 generates PCl3, which converts the acid to the acyl chloride; the acyl chloride enolises more easily than the acid.
Step 2: The enol is chlorinated at the \(\alpha\)-carbon (the ring carbon bearing COOH, which has one \(\alpha\)-H) giving the \(\alpha\)-chloro acyl chloride.
Step 3: Treatment with H2O hydrolyses the acyl chloride back to the carboxylic acid: 1-chlorocyclohexane-1-carboxylic acid.
Answer: (A) 1-chlorocyclohexane-1-carboxylic acid (Cl on the ring carbon bearing COOH)
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