L-2-Chlorophenylglycine Chemical Properties

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 activity

[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)

Safety Information

WGK Germany 

3

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

L-2-Chlorophenylglycine Usage And Synthesis

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

L-2-Chlorophenylglycine(141315-50-6)Related Product Information

• 2-Chlorobenzoyl chloride
• 2-(2-Chlorophenyl)acetonitrile
• 2-Chlorophenol
• Glycine
• 2'-Chloroacetophenone
• Sodium glycinate
• ALTRENOGEST
• 2-Chlorobenzonitrile
• 2-Chlorobenzaldehyde
• L-Phenylglycine
• 4-Hydroxy-D-(-)-2-phenylglycine
• 2-Chlorobenzoic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• 6-Aminocaproic acid
• 4-Aminophenylacetic acid
• α-Lipoic Acid
• D-2-Phenylglycine
• Sodium hydroxymethylglycinate