The addition of $C l_{2}$ to $t r a n s - 2 -$ pentene produces a racemic mixture. The percentage of nucleophilic attack at the two carbons of one chloronium ion is not necessarily equal due to __________.

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Solution

During the addition of chlorine to trans2pentene to produce a racemic mixture of 2,3-dichloro pentane, two chloronium ions are obtained. The products formed by the attack of chloride ion (Cl) at each carbon of the two chloronium ion produces a racemic mixture of $2, 3 d i c h l o r o p e n t a n e$ .

The percentage of nucleophilic attack at the two carbons of one chloronium ion are not necessarily equal. This is due to the difference in steric hindrance at the $α -$ carbons.

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The addition of Cl2 to trans−2−pentene produces a racemic mixture. The percentage of nucleophilic attack at the two carbons of one chloronium ion is not necessarily equal due to __________.

The addition of $C l_{2}$ to $t r a n s - 2 -$ pentene produces a racemic mixture. The percentage of nucleophilic attack at the two carbons of one chloronium ion is not necessarily equal due to __________.