When sec-butylcyclohexane reacts with bromine | vedclass

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Question

(D) The reaction of $sec$-butylcyclohexane with bromine in the presence of sunlight $(hv)$ proceeds via a free radical mechanism. Bromination is highl

Vedclass · Accepted Answer

$1-$bromo$-1-$cyclohexyl$-1-$methylpropane

Vedclass · Answer

(D) The reaction of $sec$-butylcyclohexane with bromine in the presence of sunlight $(hv)$ proceeds via a free radical mechanism. Bromination is highly selective and prefers the formation of the most stable free radical intermediate. In $sec$-butylcyclohexane,the hydrogen atom at the $sec$-butyl carbon (the carbon attached to the cyclohexane ring and the ethyl group) is a tertiary hydrogen. Removal of this hydrogen creates a tertiary free radical,which is more stable than secondary or primary radicals. Therefore,the bromine atom attacks this tertiary carbon to form the major product,which is $1$-bromo-$1$-cyclohexylbutane (also named $1$-bromo-$1$-cyclohexyl-$1$-methylpropane depending on nomenclature,but based on the structure provided in option $D$,it is the tertiary bromide).

When $sec$-butylcyclohexane reacts with bromine in the presence of sunlight,the major product is:

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