What is the product of the reaction CH_3CH_2C | vedclass

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Question

(A) The reaction is an oxymercuration-demercuration process. $1$. Oxymercuration with $Hg(OAc)_2$ and $H_2O$ adds $OH$ to the more substituted carbon

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$CH_3CH_2CH(OH)CH_2D$

Vedclass · Answer

(A) The reaction is an oxymercuration-demercuration process. $1$. Oxymercuration with $Hg(OAc)_2$ and $H_2O$ adds $OH$ to the more substituted carbon (Markovnikov addition) and $HgOAc$ to the less substituted carbon. $2$. Demercuration with $NaBD_4$ replaces the $HgOAc$ group with a deuterium atom $(D)$. $3$. The reaction follows Markovnikov's rule,placing the $OH$ group on the $C-2$ position and the $D$ atom on the $C-1$ position. $4$. The final product is $CH_3CH_2CH(OH)CH_2D$.

What is the product of the reaction $CH_3CH_2CH=CH_2$ $\xrightarrow{1. Hg(OAc)_2, H_2O}$ $\xrightarrow{2. NaBD_4}$?

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