Which among the following will undergo hydrol | vedclass

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(A) The rate of hydrolysis of a halide is directly proportional to the stability of the carbocation formed after the departure of the leaving group $(

Vedclass · Accepted Answer

Cycloheptatrienyl bromide

Vedclass · Answer

(A) The rate of hydrolysis of a halide is directly proportional to the stability of the carbocation formed after the departure of the leaving group $(Br^-)$.$1.$ Cycloheptatrienyl bromide forms a cycloheptatrienyl cation $(C_7H_7^+)$,which is aromatic ($6\pi$ electrons,Huckel's rule $4n+2$ where $n=1$).$2.$ Cyclopentadienyl bromide forms a cyclopentadienyl cation,which is anti-aromatic ($4\pi$ electrons).$3.$ Cyclopropyl bromide forms a cyclopropyl cation,which is highly unstable due to ring strain and $sp^2$ hybridization at the ring carbon.$4.$ Bromobenzene forms a phenyl cation,which is highly unstable.Since the cycloheptatrienyl cation is aromatic and highly stable,cycloheptatrienyl bromide undergoes hydrolysis most rapidly.

Which among the following will undergo hydrolysis rapidly$:-$

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