When an optically active alcohol reacts with pure thionyl chloride (), the reaction proceeds via the mechanism. The stereochemical outcome is:

Question

When an optically active alcohol reacts with pure thionyl chloride ($SOCl_2$), the reaction proceeds via the $S_Ni$ mechanism. The stereochemical outcome is:

Prashant Kotian · Accepted Answer

Correct answer: B. The (Internal Nucleophilic Substitution) mechanism involves the collapse of a chlorosulfite intermediate where the leaving chlorine is delivered from the same side, resulting in retention of configuration.

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