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| | 2-(2-Chlorophenyl)glycine Basic information |
| Product Name: | 2-(2-Chlorophenyl)glycine | | Synonyms: | alpha-Amino-o-chlorophenylacetic acid, 2-(2-Chlorophenyl)glycine;2-(2-Chlorophenyl)glycine;(+/-)-2-Chlorophenylglycine >=98.0% (TLC);AMINO-(2-CHLORO-PHENYL)-ACETIC ACID;(+/-)-ALPHA-AMINO-2-CHLOROPHENYLACETIC ACID;RARECHEM AK ML 0504;O-CHLORO-A-AMINOPHENYLACETIC ACID;(+/-)-2-CHLOROPHENYLGLYCINE | | CAS: | 88744-36-9 | | MF: | C8H8ClNO2 | | MW: | 185.61 | | EINECS: | | | Product Categories: | Amino ACIDS SERIES;pharmacetical;Benzene series | | Mol File: | 88744-36-9.mol |  |
| | 2-(2-Chlorophenyl)glycine Chemical Properties |
| Melting point | 218-220 °C (decomp) | | Boiling point | 318.8±32.0 °C(Predicted) | | density | 1.392±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | form | Powder | | pka | 1.69±0.10(Predicted) | | color | White to off-white | | Sensitive | Air Sensitive | | Major Application | peptide synthesis | | InChI | 1S/C8H8ClNO2/c9-6-4-2-1-3-5(6)7(10)8(11)12/h1-4,7H,10H2,(H,11,12) | | InChIKey | LMIZLNPFTRQPSF-UHFFFAOYSA-N | | SMILES | NC(C(O)=O)c1ccccc1Cl | | CAS DataBase Reference | 88744-36-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | F | 10-23 | | HS Code | 29224985 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-(2-Chlorophenyl)glycine Usage And Synthesis |
| Description | 2-(2-Chlorophenyl)glycine is a pharmaceutical intermediate ingredient used in the preparation of Clopidogrel hydrogensulfate, an antiplatelet drug used to prevent blood clots. | | Uses | 2-Chlorophenylglycine is a Glycine (HY-Y0966) derivative[1]. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | The general procedure for the synthesis of (R)-2-amino-2-(2-chlorophenyl)acetic acid from sodium cyanide and o-chlorobenzaldehyde was as follows: 2-chlorophenylglycine was prepared according to the method described in Scheme 1. O-chlorobenzaldehyde (2-chlorobenzaldehyde), ammonium bicarbonate (NH4HCO3, 23.7 g) and sodium cyanide (NaCN, 14.7 g) were dissolved in a mixed solvent of 500 ml of methanol and 500 ml of water, and the reaction was stirred for 5 hours at 65-70 °C. Upon completion of the reaction, the solution was concentrated and transferred to an autoclave, where 45% sodium hydroxide (NaOH) solution was added and refluxed at 120°C for 4 hours. After the reaction mixture was cooled, 2 g of activated carbon was added and stirred for 10 minutes for decolorization. The activated carbon was removed by filtration and the pH of the filtrate was adjusted to 7-8 with 50% sulfuric acid (H2SO4). the precipitate was collected by filtration and washed with water to give 27 g (58% yield) of 2-chlorophenylglycine. The product was RS-2-chlorophenylglycine with a specific optical rotation of +0.16 (C=1, 1N HCl) and a melting point of 185.4-186.8 °C. The product was a mixture of RS-2-chlorophenylglycine, RS-2-chlorophenylglycine and RS-2-chlorophenylglycine. | | References | [1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368 |
| | 2-(2-Chlorophenyl)glycine Preparation Products And Raw materials |
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