5. Benzylamine may be alkylated as shown in the following equation : C6H5CH2NH2 + R—X → C6H5CH2NHR Which of the following alkyl halides is best suited for this reaction through SN1 mechanism? (i) CH3Br (ii) C6H5Br (iii) C6H5CH2Br (iv) C2H5 Br
5. Benzylamine may be alkylated as shown in the following equation : C6H5CH2NH2 + R—X → C6H5CH2NHR Which of the following alkyl halides is best suited for this reaction through SN1 mechanism? (i) CH3Br (ii) C6H5Br (iii) C6H5CH2Br (iv) C2H5 Br

Solution:

Option (iii) is the answer.

Reason:

 is best suited for this reaction through  mechanism as the carbocation  formed is resonance stabilized.