Which organic chloro compound shows complete | vedclass

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Question

(D) The $S_N2$ reaction mechanism proceeds via a concerted pathway involving a backside attack by the nucleophile,which leads to the Walden inversion

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$CH_3Cl$

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(D) The $S_N2$ reaction mechanism proceeds via a concerted pathway involving a backside attack by the nucleophile,which leads to the Walden inversion (inversion of configuration). This mechanism is highly sensitive to steric hindrance. Primary alkyl halides $(1^{\circ})$ are the most reactive towards $S_N2$ due to minimal steric hindrance. Among the given options: $(A) (C_2H_5)_2CH-Cl$ is a secondary $(2^{\circ})$ alkyl halide. $(B) (CH_3)_3C-Cl$ is a tertiary $(3^{\circ})$ alkyl halide. $(C) (CH_3)_2CH-Cl$ is a secondary $(2^{\circ})$ alkyl halide. $(D) CH_3Cl$ is a methyl halide $(0^{\circ})$,which is the least sterically hindered and shows the most efficient inversion. However,in the context of typical textbook examples for $S_N2$ inversion,primary alkyl halides are the standard. Since $CH_3Cl$ is the simplest,it undergoes $S_N2$ most readily.

Which organic chloro compound shows complete stereochemical inversion during an $S_N2$ reaction?

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