D-2-Phenylglycine
Synonym(s):(R)-(−)-2-Phenylglycine;D -2-Phenylglycine;R-(−)-α-Aminophenylacetic acid
- CAS NO.:875-74-1
- Empirical Formula: C8H9NO2
- Molecular Weight: 151.16
- MDL number: MFCD00008061
- EINECS: 212-876-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-06-19 07:28:27
What is D-2-Phenylglycine?
Description
d-Phenylglycine is widely used in large quantity as the side chain that makes ampicillin and cephalexin orally acceptable.
Chemical properties
White crystalline powder
The Uses of D-2-Phenylglycine
D-(-)-2-Phenylglycine is the derivative of glycine (G615990), a non-essential amino acid for human development. Glycine is an inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA r eceptors.
The Uses of D-2-Phenylglycine
D-(-)-2-Phenylglycine (Cefalexin EP Impurity A) is the derivative of glycine (G615990), a non-essential amino acid for human development. Glycine is an inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
Definition
ChEBI: The R stereoisomer of alpha-phenylglycine.
Flammability and Explosibility
Non flammable
Synthesis
Industrially, dphenylglycine
has been produced by a conventional
resolution method or by kinetic resolution
with acylase. Another enzymatic procedure has
been developed by Yamada et al. ,
as shown below.
Properties of D-2-Phenylglycine
| Melting point: | 302 °C (dec.)(lit.) |
| Boiling point: | 273.17°C (rough estimate) |
| alpha | -156 º (c=1,1N HCl) |
| Density | 1.2 g/cm3 (20℃) |
| vapor pressure | 0Pa at 25℃ |
| refractive index | -158 ° (C=1, 1mol/L HCl) |
| Flash point: | 150 °C |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | Aqueous Acid (Sparingly), Water (Slightly, Heated) |
| form | Crystalline Powder |
| pka | 1.94±0.10(Predicted) |
| color | White |
| optical activity | [α]20/D 155°, c = 1 in 1 M HCl |
| Water Solubility | 0.3g/100mL |
| Merck | 14,7291 |
| BRN | 2208676 |
| CAS DataBase Reference | 875-74-1(CAS DataBase Reference) |
| NIST Chemistry Reference | d a-Phenylglycine(875-74-1) |
| EPA Substance Registry System | Benzeneacetic acid, .alpha.-amino-, (.alpha.R)- (875-74-1) |
Safety information for D-2-Phenylglycine
Computed Descriptors for D-2-Phenylglycine
D-2-Phenylglycine manufacturer
Chemfield Inc
ASM Organics
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