2-Chloro-6-nitrobenzoic acid Chemical Properties

Melting point:

164-166°C

Boiling point:

345.7±27.0 °C(Predicted)

Density 

1.602±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

pK1: 1.342 (25°C)

form 

crystalline solid

color 

Off-white to cream

BRN 

2694949

CAS DataBase Reference

5344-49-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant/Keep Cold

HS Code 

2916399090

MSDS

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2-Chloro-6-nitrobenzoic acid Usage And Synthesis

Uses

2-Chloro-6-nitrobenzoic acid can be used in the synthesis of laquinimod intermediate 2-amino-6-chlorobenzoic acid.

Synthesis

A mixture of 77.7 gm (0.453 mol) of 2-chloro-6-nitro-toluene, 190 gm (1.2 mol) of potassium permanganate, 500 ml of 1 N potassium hydroxide, and 4 liters of water was heated for 8.5 hours at 100° C. After standing overnight, 25 gm (0.16 mol) of potassium permanganate were added, and the reaction mixture was heated for 2.5 hours more at 100° C. The unreacted starting material was distilled off by steam distillation. The remaining reaction solution was filtered, the filter cake was washed with hot water, and the combined filtrates were evaporated to about 750 ml. After acidifying with hydrochloric acid a precipitate was obtained, which was filtered off and dried to afford 2-Chloro-6-nitrobenzoic acid.

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