(2S)-amino(phenyl)ethanoic acid
DL-Alpha-Phenylglycine
CAS: 2835-06-5;103-01-5
Molecular Formula: C8H9NO2
(2S)-amino(phenyl)ethanoic acid - Names and Identifiers
| Name | DL-Alpha-Phenylglycine |
| Synonyms | H-DL-Phg-OH N-Phenylglycine DL-Phenylglycine Anilinoacetic acid DL-2-Phenylglycine PHENYLGLYCINE(D,L-) RARECHEM AK ML 0501 DL-α- PHENYLGLYCINE (phenylamino)acetate DL-Alpha-Phenylglycine -Aminobenzeneaceticacid DL-α-Aminophenylacetic acid 2-Amino-2-phenylacetic acid potassium (phenylamino)acetate DL-alpha-Aminophenylacetic acid (2S)-amino(phenyl)ethanoic acid Benzeneaceticacid,-amino-,(+-)- .alpha.-amino-,(+-)-Benzeneaceticacid |
| CAS | 2835-06-5 103-01-5 |
| EINECS | 220-608-1 |
| InChI | InChI=1/C8H9NO2/c10-8(11)6-9-7-4-2-1-3-5-7/h1-5,9H,6H2,(H,10,11)/p-1 |
| InChIKey | ZGUNAGUHMKGQNY-UHFFFAOYSA-N |
(2S)-amino(phenyl)ethanoic acid - Physico-chemical Properties
| Molecular Formula | C8H9NO2 |
| Molar Mass | 151.17 |
| Density | 1.2023 (rough estimate) |
| Melting Point | 290°C (subl.)(lit.) |
| Boling Point | 273.17°C (rough estimate) |
| Specific Rotation(α) | [α]D20-0.5～+0.5゜ (c=5, dil. HCl) |
| Flash Point | 170.9°C |
| Water Solubility | 115g/L(100 ºC) |
| Solubility | almost transparency in Sodium hydroxide solution |
| Vapor Presure | 8.86E-06mmHg at 25°C |
| Appearance | White amorphous powder |
| Color | White to off-white |
| Merck | 14,7291 |
| BRN | 3197862 |
| pKa | 1.94±0.10(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Refractive Index | 1.5810 (estimate) |
| MDL | MFCD00064402 |
| Physical and Chemical Properties | White crystals. Yellowing under the action of light. Melting point 127 °c. Soluble in hot water and ethanol, slightly soluble in ether, soluble in alkali. Its alkali metal salt is soluble in water, calcium salt is difficult to dissolve in water. |
| Use | For the manufacture of L-phenylglycine; For the manufacture of indigo dyes, used as pharmaceutical intermediates |
(2S)-amino(phenyl)ethanoic acid - Risk and Safety
| Risk Codes | R11 - Highly Flammable R34 - Causes burns |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29224999 |
(2S)-amino(phenyl)ethanoic acid - Reference
| Reference Show more | 1. [IF=5.753] Suhong Li et al."Mechanisms of High Concentration Valine-Mediated Inhibition of Peach Tree Shoot Growth."Front Plant Sci. 2020; 11: 603067 |
(2S)-amino(phenyl)ethanoic acid - Introduction
Sublimation without melting at about 255 ℃. Slightly soluble in alcohol and organic solvents, insoluble in water, soluble in alkali solution.
Last Update：2022-10-16 17:24:13
(2S)-amino(phenyl)ethanoic acid - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Biological activity | 2-Phenylglycine (DL-α-Phenylglycine) is a metabolite in breast milk during lactation from W2 to W4. |
| use | intermediates of cephalexin and cefaclor. Used to make L-phenylglycine |
| production method | benzaldehyde is cyclized, hydrolyzed and neutralized to obtain the product. Put the solution of ammonia bicarbonate and sodium cyanide into the reaction pot, drip benzaldehyde under stirring, and heat preservation at 75-80 ℃ for 3 hours to obtain phenylhydantoin. Pump into an autoclave, add sodium hydroxide solution, raise the temperature, empty the ammonia gas generated by the reaction for 1h, and then hydrolyze at 130-160 ℃ for 3h. Feeding, adding HCl to neutralize until pH = 6-7, centrifugally spin dry to obtain DL-2-phenylglycine. There is also a glyoxylic acid route, which can reduce production costs and solve the problem of high toxicity of traditional process raw materials. |
Last Update：2024-04-09 15:16:49
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