Determine the number of mono-chloro products | vedclass

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(A) The reactant is isopropylcyclopentane. To find the number of structural mono-chloro products,we identify all non-equivalent hydrogen atoms in the

Vedclass · Accepted Answer

$5$

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(A) The reactant is isopropylcyclopentane. To find the number of structural mono-chloro products,we identify all non-equivalent hydrogen atoms in the molecule.$1$. The isopropyl group has a tertiary hydrogen at the junction $(CH)$ and six equivalent primary hydrogens on the two methyl groups $(CH_3)$. This gives $2$ products.$2$. The cyclopentane ring has five carbons. The carbon attached to the isopropyl group is a tertiary carbon $(CH)$. The two adjacent carbons $(CH_2)$ are equivalent,and the two carbons further away $(CH_2)$ are also equivalent.$3$. Thus,the distinct positions for substitution are:- Tertiary $H$ on the isopropyl group ($1$ product).- Primary $H$ on the methyl groups ($1$ product).- Tertiary $H$ on the cyclopentane ring ($1$ product).- Secondary $H$ on the carbons adjacent to the isopropyl group ($1$ product).- Secondary $H$ on the carbons further from the isopropyl group ($1$ product).Total structural isomers = $1 + 1 + 1 + 1 + 1 = 5$.

Determine the number of mono-chloro products (structural isomers only) formed by the reaction of isopropylcyclopentane with $Cl_2/\Delta$.

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