Which of the following is likely to undergo r | vedclass

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(D) Racemization occurs during the alkaline hydrolysis of an alkyl halide if the reaction proceeds via an $S_N1$ mechanism,which involves the formatio

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$CH_3-CH_2-CH(Cl)-CH_3$

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(D) Racemization occurs during the alkaline hydrolysis of an alkyl halide if the reaction proceeds via an $S_N1$ mechanism,which involves the formation of a planar carbocation intermediate. This requires the starting alkyl halide to be chiral (optically active). Among the given options,$CH_3-CH_2-CH(Cl)-CH_3$ ($2$-chlorobutane) is a chiral molecule because the carbon atom attached to the chlorine is bonded to four different groups $(-H, -Cl, -CH_3, -CH_2CH_3)$. Therefore,it can form a planar carbocation and undergo racemization.

Which of the following is likely to undergo racemization during alkaline hydrolysis?

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