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  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Supplemental_Modules_(Organic_Chemistry)/Amines/Reactivity_of_Amines/Amine_Reactions
    Ammonia and many amines are not only bases in the Brønsted sense, they are also nucleophiles that bond to and form products with a variety of electrophiles.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Basic_Principles_of_Organic_Chemistry_(Roberts_and_Caserio)/23%3A_Organonitrogen_Compounds_I_-_Amines/23.09%3A_Amines_as_Nucleophiles
    The unshared electrons on nitrogen play a key role in the reactions of amines. In fact, almost all reactions of amines at the nitrogen atom have, as a first step, the formation of a bond involving the...The unshared electrons on nitrogen play a key role in the reactions of amines. In fact, almost all reactions of amines at the nitrogen atom have, as a first step, the formation of a bond involving the unshared electron pair on nitrogen. A typical example is acylation, which is amide formation through the reaction of an acyl chloride, an anhydride, or an ester with an amine.

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