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crays
Oct26-09, 12:18 AM
Hi guys, i am wondering when amino acid (let's take glycine as an example) reacts with acyl chloride say ethyl chloride. Would it react with both the -COOH group and -NH2 group or would it be considered as an acid and reacts only with the -NH2 group?

chemisttree
Oct27-09, 04:31 PM
Ethyl chloride is not an acyl chloride.

Your question is whether an acid chloride would react with a carboylic acid or a secondary amine? One would produce an amide (that would quickly cyclize to an azlactone) and the other would produce an anhydride.

What happens to amines in the presence of an anhydride?