Return to Contents  Chapter 22: Amines  Ch 22 contents
Alkylation of Ammonia
alkylation of ammonia
Reaction type: Nucleophilic Substitution


repeated alkylation can be difficult to stop
Related reactions
Step 1:
The N in ammonia functions as the nucleophile and attacks the electrophilic C of the alkyl halide displacing the bromide and creating the new C-N bond.
alkylation of ammonia : a simple S<sub>N</sub>2 reaction
Step 2:
An acid/base reaction. The base (excess ammonia) deprotonates the positive N (ammonium) center creating the alkylation product, the primary amine.

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organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary