Problem

Addition of one equivalent of ammonia to 1-bromoheptane gives a mixture of heptan-1-amin...

Addition of one equivalent of ammonia to 1-bromoheptane gives a mixture of heptan-1-amine, some dialkylamine, some trialkylamine, and even some tetraalkylammonium bromide.

(a) Give a mechanism to show how this reaction takes place, as far as the dialkylamine.

(b) How would you modify the procedure to get an acceptable yield of heptan-1-amine?

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