Amino acid + acyl chloride reaction Watch

splitter2017
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Is it possible to react an amino acid with an acyl chloride.

e.g. Glycine + ethanoyl chloride
H2NCH2COOH + CH3COCl --> CH3CONHCH2COOH + HCL ?


On my practical sheet it says that there would be no reaction. Is this true? I know the COOH group will not react but surely the NH2 (amino group) end would react with the RCO to form an amide bond.
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alow
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(Original post by splitter2017)
Is it possible to react an amino acid with an acyl chloride.

e.g. Glycine + ethanoyl chloride
H2NCH2COOH + CH3COCl --> CH3CONHCH2COOH + HCL ?


On my practical sheet it says that there would be no reaction. Is this true? I know the COOH group will not react but surely the NH2 (amino group) end would react with the RCO to form an amide bond.
There would be a reaction. It even has a name: http://www.organic-chemistry.org/nam...-reaction.shtm
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splitter2017
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(Original post by alow)
There would be a reaction. It even has a name: http://www.organic-chemistry.org/nam...-reaction.shtm
Thanks, I guess the reaction (amino acid + acyl chloride) follows the same rules as an amine + acyl chloride as shown in your link.

p.s. What observations would you expect for such a reaction?
I would predict HCL vapour (white) would be seen and the solution would become strongly acidic.
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