The compound having the longest C-Cl bond is: | vedclass

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(D) The bond length of $C-Cl$ depends on the hybridization of the carbon atom attached to the chlorine atom. $1$. In $p-Nitrochlorobenzene$,$Chloroben

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$3-Chlorocyclohexene$

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(D) The bond length of $C-Cl$ depends on the hybridization of the carbon atom attached to the chlorine atom. $1$. In $p-Nitrochlorobenzene$,$Chlorobenzene$,and $CH_2=CH-Cl$,the carbon atom attached to $Cl$ is $sp^2$ hybridized. $2$. In $3-Chlorocyclohexene$,the carbon atom attached to $Cl$ is $sp^3$ hybridized. $3$. The bond length increases as the $s$-character of the hybrid orbital decreases. $sp^3$ hybridized carbon has $25\%$ $s$-character,while $sp^2$ hybridized carbon has $33.3\%$ $s$-character. $4$. Therefore,the $C-Cl$ bond in $3-Chlorocyclohexene$ is the longest due to the $sp^3$ hybridization of the carbon atom.

The compound having the longest $C-Cl$ bond is:

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