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(C) $S_N1$ reaction proceeds through a planar carbocation intermediate. If the starting material is chiral at the reaction center,the nucleophile can

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$CH_3-CH(Br)-C_2H_5$

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(C) $S_N1$ reaction proceeds through a planar carbocation intermediate. If the starting material is chiral at the reaction center,the nucleophile can attack from both sides with equal probability,resulting in a racemic mixture. $CH_3-CH(Br)-C_2H_5$ ($2$-bromobutane) is a chiral molecule because the carbon atom is attached to four different groups ($-H$,$-CH_3$,$-C_2H_5$,and $-Br$). Therefore,it will form a racemic mixture upon $S_N1$ reaction.

Which of the following compounds will give a racemic mixture by $S_N1$ reaction?

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