 | |
| Names | |
|---|---|
| IUPAC name 2-Amino-2-phenylacetic acid | |
| Other names 2-Phenylglycine; Aminophenylacetic acid | |
| Identifiers | |
3D model (JSmol) | |
| 608018 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.018.735 |
| EC Number |
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| KEGG |
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| UNII | |
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| Properties | |
| C8H9NO2 | |
| Molar mass | 151.165 g·mol−1 |
| Appearance | White solid |
| Melting point | 290 °C (554 °F; 563 K) |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Phenylglycine is theorganic compound with the formula C6H5CH(NH2)CO2H. It is anon-proteinogenic alpha amino acid related toalanine, but with aphenyl group in place of themethyl group. It is a white solid. The compound exhibits somebiological activity.[1]
It is prepared frombenzaldehyde by amino cyanation (Strecker synthesis).[2]It can also be prepared fromglyoxal[3] and byreductive amination ofphenylglyoxylic acid.
The ester methyl α‐phenylglycinate is used to convertcarboxylic acids into homologated unsaturated ketones. These reactions proceed via cyclization of phenylglycinamides tooxazolones, which can be reductively cleaved with chromous reagents.[4]
