| Identification | More | [Name]
L-2-Chlorophenylglycine | [CAS]
141315-50-6 | [Synonyms]
L-(+)-2-CHLOROPHENYLGLYCINE
L-(2-CHLOROPHENYL)GLYCINE
(L)-(-)-ALPHA-AMINO-(2-CHLOROPHENYL)ACETIC ACID
S-(+)-2-(2-CHLORO PHENYL)GLYCINE
(S)-(+)-2-CHLOROPHENYLGLYCINE
(S)-(+)-A-AMINO-(2-CHLOROPHENYL)ACETIC ACID
(S)-(+)-ALPHA-AMINO-(2-CHLOROPHENYL)ACETIC ACID
(S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID
(S)-(+)-(o-Chlorophenyl)glycine
1-(+)-2-chlorophenylglycine
(2S)-amino(2-chlorophenyl)ethanoic acid
L(+)-O-CHLOROPHENYLGLYCINE
(R)-2-AMINO-2-(2-CHLOROPHENYL)ACETIC ACID
(S)-α-Amino-(2-chlorophenyl)acetic acid, L-2-Chlorophenylglycine | [EINECS(EC#)]
604-231-3 | [Molecular Formula]
C8H8ClNO2 | [MDL Number]
MFCD03426346 | [Molecular Weight]
185.61 | [MOL File]
141315-50-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
182-187 °C(lit.) | [Boiling point ]
318.8±32.0 °C(Predicted) | [density ]
1.392±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Solid | [pka]
1.69±0.10(Predicted) | [color ]
White to off-white | [Optical Rotation]
[α]/D 79.0 to 90.0°, c =1 in methanol
[α]20/D +79°, c =1% in chloroform | [CAS DataBase Reference]
141315-50-6(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
L-2-Chlorophenylglycine | [Synthesis]
The general procedure for the synthesis of (R)-2-amino-2-(2-chlorophenyl)acetic acid from sodium cyanide and o-chlorobenzaldehyde is as follows: 2-chlorophenylglycine was prepared according to the synthetic method described in Scheme 1. This was done as follows: 2-chlorobenzaldehyde, ammonium bicarbonate (NH4HCO3; 23.7 g) and sodium cyanide (NaCN; 14.7 g) were dissolved in a mixed solution 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).Subsequently, the precipitate was collected by filtration and washed with distilled water to give a final product of 27 g (58% yield) of 2-chlorophenylglycine. The compound had a specific optical rotation of +0.16 (C=1, 1N HCl) and a melting point of 185.4-186.8 °C. | [References]
[1] Patent: US2004/176637, 2004, A1. Location in patent: Page 3 |
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