4-Chloromandelic acid Chemical Properties

Melting point:

114-118 °C

InChI

InChI=1S/C8H7ClO3/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,10H,(H,11,12)

InChIKey

BWSFWXSSALIZAU-UHFFFAOYSA-N

SMILES

C(O)(=O)C(C1=CC=C(Cl)C=C1)O

CAS DataBase Reference

7138-34-3(CAS DataBase Reference)

EPA Substance Registry System

Benzeneacetic acid, 4-chloro-.alpha.-hydroxy-(7138-34-3)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22

Safety Statements 

22-24/25

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Chloromandelic acid Usage And Synthesis

Uses

4-Chloromandelic acid has been used as a catalyst for Michael Addition of 2-(1-Ethylpropoxy)acetaldehyde to N-[(1Z)-2-Nitroethenyl]acetamide. As well, it has been used as a nucleation inhibitor for dutch resolution for diastereomers of racemic 3-methoxyphenylethylamine with chiral mandelic acid.

Application

4-chloro mandelic acid, has R type and S type two kinds of enantiomorph configurations, is all widely used in multiple fields such as medicine production, asymmetric synthesis, optical resolution.

Hazard

4-Chloromandelic acid causes skin irritation and serious eye irritation.

Chemical Reactivity

4-chloromandelic acid and the chiral resolution agent (R)-(+)-1-(1-naphthyl)ethylamine react in a suitable alcohol solvent to generate (R)-(+)-1-(1-naphthyl)ethylamine salt of the 4-chloromandelic acid, by using different solubilities of an enantiomer salt, crystallizing and suction filtration are performed to obtain the (R)-(+)-1-(1-naphthyl)ethylamine salt of the (R)-(-)-4-chloromandelic acid.

4-Chloromandelic acid(7138-34-3)Related Product Information

• Triphenylmethyl Chloride
• DL-Mandelic acid
• (S)-(+)-Mandelic acid
• 1-Phenyl-2-nitropropene
• Glycolic acid
• Chlorodimethylphenylsilane
• 4-Chloroaniline
• tert-Butylchlorodiphenylsilane
• Sodium glycolate
• 4-Chlorobenzyl chloride
• 4-Chlorophenol
• 2-Hydroxyphenylacetic acid
• Mandelic acid
• 4-Chlorotoluene
• CHLOROPHENYLSILANE
• DL-2-CHLOROMANDELIC ACID,o-chloromandelic acid,2-CHLOROMANDELIC ACID
• D/L-4'-CHLOROMANDELIC ACID,P-CHLOROMANDELIC ACID,4-Chloromandelic acid, Pract.,4-Chloromandelic acid
• R-(-)-4-CHLOROMANDELIC ACID,(R)-4-CHLOROMANDELIC ACID