Which of the following,when undergoing additi | vedclass

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(B) The addition of $HBr$ to an alkene involves the formation of a carbocation intermediate. If the reactant already contains a chiral center,the addi

Vedclass · Accepted Answer

$3-$chloro$-2-$methylpent$-2-$ene

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(B) The addition of $HBr$ to an alkene involves the formation of a carbocation intermediate. If the reactant already contains a chiral center,the addition of $HBr$ across the double bond creates a new chiral center. Since the existing chiral center remains unchanged,the product will exist as a pair of diastereomers (one with the new center as $R$ and one as $S$,while the original center remains fixed). Among the options,$3$-chloro-$2$-methylpent-$2$-ene (option $B$) and $3$-hydroxy-$2$-methylpent-$2$-ene (option $C$) contain a chiral center at the $C3$ position. However,in the context of standard chemistry problems of this type,the molecule that forms a pair of diastereomers upon addition of $HBr$ is typically the one where the existing chiral center is adjacent to the reaction site,such as in $3$-chloro-$2$-methylpent-$2$-ene.

Which of the following,when undergoing addition of $HBr$,will form $ONLY$ a pair of diastereomers?

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