Haloalkanes and HaloareneshardMCQ MULTIPLE

During the specific reaction of an optically active secondary alcohol with neat operating strictly vHaloalkanes and Haloarenes Chemistry Question

Question

During the specific reaction of an optically active secondary alcohol with neat $SOCl_2$ operating strictly via the $S_Ni$ mechanism, what critical and observable functional roles do the participating chemical species play?

Answer: A,B,D

💡 Solution & Explanation

A) True. The first rapid step is the formation of the alkyl chlorosulphite. B) True. The defining feature of $S_Ni$ is the internal delivery of the nucleophile from within the leaving group cluster. C) False. The $S_Ni$ mechanism absolutely forbids the formation of a free, planar carbocation; if a free carbocation formed, racemisation would occur. Instead, an intimate ion pair or cyclic transition state maintains the geometry. D) True. The front-face cyclic transition state structurally forbids inversion, strictly enforcing retention.

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