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Phenylglycine is the organic compound with the formula C 6 H 5 CH(NH 2)CO 2 H. It is a non-proteinogenic alpha amino acid related to alanine, but with a phenyl group in place of the methyl group. It is a white solid. The compound exhibits some biological activity. [1]
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N-Phenylglycine is an organic compound with the formula C 6 H 5 NHCH 2 CO 2 H. This white solid achieved fame as the industrial precursor to indigo dye . [ 1 ] It is a non-proteinogenic alpha amino acid related to sarcosine , but with an N - phenyl group in place of N - methyl .
It exists at neutral pH as the zwitterion CH 3 N + (H) 2 CH 2 CO 2 −, which can be obtained as a white, water-soluble powder. Like some amino acids, sarcosine converts to a cation at low pH and an anion at high pH, with the respective formulas CH 3 N + (H) 2 CH 2 CO 2 H and CH 3 N(H)CH 2 CO 2 −. Sarcosine is a close relative of glycine ...
[1] [2] Azlactone chemistry: step 2 is a Perkin variation. Hippuric acid, the benzamide derivative of glycine, cyclizes in the presence of acetic anhydride, condensing to give 2-phenyl-oxazolone. [3] This intermediate also has two acidic protons and reacts with benzaldehyde, acetic anhydride and sodium acetate to a so-called azlactone.
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Polymerization is induced very slowly by camphorquinone, so amines such as N,N-dimethyl-p-toluidine, 2-ethyl-dimethylbenzoate, N-phenylglycine are generally added to increase the rate of curing. [1] It absorbs very weakly at 468 nm (extinction coefficient of 40 M −1 ·cm −1) giving it a pale yellow color. [1]