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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)
Predict the order of reactivity of the following compounds in SN1 and SN2 reactions
C6H5CH2Br , C6H5CH(C6H5)Br , C6H5CH(CH3)Br , C6H5C(CH3)(C6H5)
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Solution
In SN1, the 3 degree halide is most reactive.Therefore, C6H5C(CH3)(C6H5)Br is most rective.In case of 2 degree halide, the one with two phenyl groups is more reactive due to carbocation stabilization by resonance.The 1 degree halide is least stable.
Hence the order is:
C6H5C(CH3)(C6H5)Br > C6H5Ch(C6H5)Br > C6H5CH(CH3)Br > C6H5CH2Br
In SN1, the 3 degree halide is most reactive.Therefore, C6H5C(CH3)(C6H5)Br is most rective.In case of 2 degree halide, the one with two phenyl groups is more reactive due to carbocation stabilization by resonance.The 1 degree halide is least stable.
Hence the order is:
C6H5C(CH3)(C6H5)Br > C6H5Ch(C6H5)Br > C6H5CH(CH3)Br > C6H5CH2Br
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