3-Chloro-4-nitrobenzoic acid Chemical Properties

Melting point:

178-180°C

Boiling point:

382.7±27.0 °C(Predicted)

Density 

1.602±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

3.05±0.10(Predicted)

color 

Pale yellow

CAS DataBase Reference

39608-47-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzoic acid, 3-chloro-4-nitro-(39608-47-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

HS Code 

2916399090

3-Chloro-4-nitrobenzoic acid Usage And Synthesis

Chemical Properties

Light yellow crystalline powder

Synthesis

The general procedure for the synthesis of 3-chloro-4-nitrobenzoic acid from 3-chloro-4-nitrotoluene was as follows: 3-chloro-4-nitrotoluene (1.2 g, 6.99 mmol) was dissolved in a solvent mixture of water and pyridine (2:1, 30 mL), and heated at 90 °C. Subsequently, potassium permanganate (5.2 g, 32.9 mmol) was added in 4 batches at 1.5 h intervals. After the reaction mixture was continuously heated at 90 °C for 8 h, potassium permanganate (2 g) was added additionally and the mixture was stirred at the same temperature overnight. Potassium permanganate (2 g) was added again and stirring was continued at 90 °C for 1 hour. After completion of the reaction, the solids were removed by filtration through a CELITE? pad. Water (50 mL) was added to the filtrate and the mixture was acidified to pH < 2 and subsequently extracted three times with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 1.19 g (84% yield) of 3-chloro-4-nitrobenzoic acid as a light yellow solid, which did not need to be further purified.

References

[1] Patent: US2012/15962, 2012, A1. Location in patent: Page/Page column 83
[2] Helvetica Chimica Acta, 1951, vol. 34, p. 1350,1354
[3] Journal of Organic Chemistry, 1961, vol. 26, p. 2805 - 2809

3-Chloro-4-nitrobenzoic acid(39608-47-4)Related Product Information

• Epichlorohydrin
• 4-Nitrobenzoic acid
• 4-Nitrobenzonitrile
• 1-Chloro-3-nitrobenzene
• 3-Chloroperoxybenzoic acid
• 3-Methyl-2-nitrobenzoic acid
• Methyl 4-nitrobenzoate
• 3-Methyl-4-nitrobenzoic acid
• 3-Nitrobenzoic acid
• 4-Chloro-3-nitrobenzoic acid
• 4-Chloronitrobenzene
• Chloroacetic acid
• 2-Nitrochlorobenzene
• Difluorochloromethane
• 2-CHLORO-4-NITROBENZOIC ACID
• Ethyl chloroformate
• 4-Amino-3-chlorobenzoic acid
• 3-Chloro-4-nitrotoluene