4-Chloro-3-nitrobenzenesulfonyl chloride Chemical Properties

Melting point:

59-60 °C (lit.)

Boiling point:

356°C (rough estimate)

Density 

1.696 (estimate)

refractive index 

1.6000 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

Crystalline Powder

color 

Light brown

Sensitive 

Moisture Sensitive

BRN 

1978600

CAS DataBase Reference

97-08-5(CAS DataBase Reference)

NIST Chemistry Reference

Benzenesulfonyl chloride, 4-chloro-3-nitro-(97-08-5)

EPA Substance Registry System

Benzenesulfonyl chloride, 4-chloro-3-nitro- (97-08-5)

Safety Information

Hazard Codes 

C

Risk Statements 

34-29-14

Safety Statements 

26-27-28-36/37/39-45-8-30-22

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29049090

MSDS

• Language:English Provider:4-Chloro-3-nitrobenzene-1-sulfonyl chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Chloro-3-nitrobenzenesulfonyl chloride Usage And Synthesis

Chemical Properties

LIGHT BROWN CRYSTALLINE POWDER

Uses

4-Chloro-3-nitrobenzenesulfonyl Chloride is used in the synthesis of novel sulfonamide derivatives of tricyclic thieno[2,3-d]pyrimidin-4(3H)-ones which increases melanin synthesis in murine B16 cells.

Uses

4-Chloro-3-nitrobenzenesulfonyl chloride can be used:

• In the preparation of functionalized 1H-indenes via copper-catalyzed arylative cyclization.
• As a precursor in the synthesis of N-arylsulfonyl-3-acylindole arylcarbonyl hydrazone derivatives that show potential nematicidal activity.
• As a key starting material in the synthesis of sulfonamide analogs of ferrostatin-1 (fer-1), which possess good ferroptosis inhibition property.
• In the synthesis of 4-chloro-3-nitrobenzene thiol.

Synthesis

Synthesis Example 2-2 Synthesis of 4-chloro-3-nitrobenzenesulfonyl chloride: to a reaction vial containing a mixture of 1280 g of potassium 4-chloro-3-nitrobenzenesulfonate, 1150 mL of acetonitrile, 250 mL of sulfoxide, and 30 mL of dimethylacetamide, 1240 mL of phosphinic acid chloride was added dropwise at a slow rate, while controlling the temperature within the reaction system to maintain a temperature of 60°C to 70°C. After the dropwise addition was completed, the reaction mixture was stirred at 73°C for 3 hours. Upon completion of the reaction, the reaction mixture was cooled with water, followed by the slow addition of 400 mL of water. The reaction mixture was poured into 5 L of ice water and the precipitated crystals were separated by filtration, washed with water and dried to give 1060 g of the target product 4-chloro-3-nitrobenzenesulfonyl chloride in 84% yield. The melting point of the product was 55 °C to 56 °C.

References

[1] Patent: US5221750, 1993, A
[2] Patent: US5071994, 1991, A

4-Chloro-3-nitrobenzenesulfonyl chloride(97-08-5)Related Product Information

• 4-Chloro-3-nitrobenzoic acid
• N-Acetylsulfanilyl chloride
• 4-Chloro-3-nitrophenol
• 2-Nitrobenzenesulfenyl chloride
• Calcium chloride
• 4-Chlorobenzenesulfonyl chloride
• Benzenesulfonyl chloride
• Sulfuryl chloride
• 4-Chloro-3-nitrobenzonitrile
• Sodium chloride
• Ammonium chloride
• 4-Nitrobenzenesulfonyl chloride
• 2-Nitrochlorobenzene
• Polyvinyl chloride
• Epichlorohydrin
• Choline chloride
• Methanesulfonyl chloride
• 4-Nitrobenzyl chloride