1.

Predict the order of reactivity of the following compounds in S_N1 and S_N2 reactions: (i) The four isomeric bromobutanes, (ii) C_6H_5CHBr, C_6H_5(C_6H_5)Br, C_6H_5CH(CH_3)Br and C_6H_5C(CH_3)(C_6H_5)Br.

Answer»

Solution :i) `CH_3CH_2CH_2CH_2Br < (CH_3)_2 CHCH_2Br < CH_3CH_2CH(BR)CH_3 < (CH_3)_3 CBR (S_N1)`
`CH_3CH_2CH(Br)CH_3 < (CH_3)_(2) CHCH_2Br > CH_3CH_2CH(Br)CH_3 < (CH_3)_(3) CBr (S_N2)`
ii) `C_6H_5C(CH_3)(C_6H_5)Br > C_6H_5CH(C_6H_5)Br > C_6H_5CH(CH_3)Br > C_6H_5CH_2Br (S_N1)`
`C_6H_5C(CH_3)(C_6H_5)Br < C_6H_5CH(C_6H_5)Br < C_6H_5CH(CH_3)Br < C_6H_5CH_2Br (S_N2)`


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