Addition of bromine on propene in the presenc | vedclass

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Question

(A) When propene reacts with bromine $(Br_2)$,a cyclic bromonium ion intermediate is formed. In the presence of brine ($NaCl$ solution),the chloride i

Vedclass · Accepted Answer

$CH_3CHClCH_2Br$ and $CH_3CHBrCH_2Cl$

Vedclass · Answer

(A) When propene reacts with bromine $(Br_2)$,a cyclic bromonium ion intermediate is formed. In the presence of brine ($NaCl$ solution),the chloride ions $(Cl^-)$ act as nucleophiles and compete with bromide ions $(Br^-)$ to attack the cyclic bromonium ion. The nucleophilic attack can occur at either carbon atom of the bromonium ion. Attack of $Cl^-$ at the more substituted carbon leads to $CH_3CHClCH_2Br$,while attack at the less substituted carbon leads to $CH_3CHBrCH_2Cl$. Thus,the reaction yields a mixture of $CH_3CHClCH_2Br$ and $CH_3CHBrCH_2Cl$.

Addition of bromine on propene in the presence of brine yields a mixture of :

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