Q64 of 97 Page 142

Which of the following compounds would undergo SN1 reaction faster and why?

(A)



(B)



The compound (B) would undergo SN1 reaction faster than (A) due to the resonance stabilization of the benzyl ring. After the cleavage of the –Cl from the ring, the carbocation C6H5CH2Cl+ is highly stable and it is driven to carry out the SN1 reaction.


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(i) 1-Bromobutane


(ii) 2-Bromobutane


(iii) 2-Bromo-2-methylpropane


(iv) 2-Chlorobutane


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