2-Amino-3-chlorobenzoic acid Chemical Properties

Melting point:

189-191 °C (lit.)

Boiling point:

0°C

Density 

1.476±0.06 g/cm3(Predicted)

Flash point:

0°C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO, Methanaol

pka

4.57±0.10(Predicted)

form 

Solid

color 

Yellow to brown

Water Solubility 

Soluble in water.

Sensitive 

Air & Light Sensitive

InChI

InChI=1S/C7H6ClNO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,9H2,(H,10,11)

InChIKey

LWUAMROXVQLJKA-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=CC(Cl)=C1N

CAS DataBase Reference

6388-47-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

1

Hazard Note 

Irritant

HS Code 

29224999

MSDS

• Language:English Provider:3-Chloroanthranilic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

2-Amino-3-chlorobenzoic acid Usage And Synthesis

Chemical Properties

white to yellow, tan or grey crystalline powder

Uses

2-Amino-3-chlorobenzoic acid is used as pharmaceutical intermediates.

Uses

2-Amino-3-chlorobenzoic Acid is a plant growth regulator.    

Synthesis Reference(s)

The Journal of Organic Chemistry, 17, p. 141, 1952 DOI: 10.1021/jo01135a014

Synthesis

The synthesis of 2-Amino-3-chlorobenzoic acid is as follows:
70 ml of methanol was added to an autoclave, and cooled to -70° C., and 16 g (942 mmol) of a generated ammonia gas was added. 30 g (157 mmol) of 2,3-dichlorobenzoic acid and 0.78 g (7.85 mmol) of copper(I) chloride were added. The autoclave was sealed, and heated in an oil bath at 130° C. and 30 atmospheres for 20 hours. After the completion of the reaction, the autoclave was cooled to room temperature, and the reaction mixture was transferred into a reaction flask. 100 ml of water was added to the reaction solution, and the reaction solution was heated in an oil bath to 100° C. to remove the ammonia and the methanol. Then, the reaction solution was cooled to room temperature, and hydrochloric acid was added to adjust the pH value to 3. The precipitated crystals were filtered and dried to obtain 21.8 g of 2-amino-3-chlorobenzoic acid as white crystals with a yield of 81%.

2-Amino-3-chlorobenzoic acid(6388-47-2)Related Product Information

• ALTRENOGEST
• 3-Chlorobenzoic acid
• 4-Chlorobenzoic acid
• Urethane
• 2-Chlorobenzoic acid
• Methyl anthranilate
• 4-Aminobenzoic acid
• Folic acid
• Glycine
• Citric acid
• Tris(hydroxymethyl)aminomethane
• POLYURETHANE
• Ethyl 2-(Chlorosulfonyl)acetate
• Hyaluronic acid
• Stearic acid
• 2-AMINO-5-CHLOROBENZOIC ACID
• 2-AMINO-4-CHLOROBENZOIC ACID
• Anthranilic acid