Benzylamine may be alkylated as shown in the following equation :

C6H5CH2NH2 + R—X C6H5CH2NHR


Which of the following alkylhalides is best suited for this reaction through SN1 mechanism?



• C6H5CH2Br is the is best-suited alkyl halides for this reaction through SN1 mechanism because it has a bulky benzene ring which will be a good leaving group in the last step of alkylation and reinforces the formation of C6H5CH2NHR.


• For example,R = CH3


+ CH3-X


• With other 3 (i) CH3Br(ii) C6H5Br(iv) C2H5 Br reaction will not be as effective as (iii)

1
1