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Question

Predict the order of reactivity of the following compounds in SN1 and SN2 reactions 

C6H5CH2Br , C6H5CH(C6H5)Br , C6H5CH(CH3)Br ,  C6H5C(CH3)(C6H5)


Solution

in nSN1 the 3 degree halide is most reactive therefore C6H5C(CH3)(C6H5)Br is most reactive .in case of 2 degree halide the one with 2 phenyl group is more reactive due to carbocation stabilisation by resonance .the 1 degree halide is less stable .hence the order is 
C6H5C(CH3)(C6H5)Br> C6H5CH(C6H5)Br>C6H5CH(CH3)Br>C6H5CH2Br 
 

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