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Topic: Can Amine salts be Acylated?  (Read 2237 times)

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Offline lutesium

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Can Amine salts be Acylated?
« on: February 14, 2010, 05:33:45 AM »
In an encyclopedia that I own they make all of the reactions who involves an Amine and an HCl generation they use an Amine Catalyst to entrap that HCl. Why is this action done? Is this because of Amine salts can't be Acylated?

Offline Smrt guy

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Re: Can Amine salts be Acylated?
« Reply #1 on: February 14, 2010, 09:57:29 PM »
Tertiary amines are typically used stoichiometrically in any reaction that generates an acid as a byproduct.  This is to ensure the reaction goes to completion and gives a neutral product.  And to answer your other question, a protonated amine is non-nucleophilic.  Acylation can only occur after proton transfer.

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