2,6-DICHLOROBENZENESULFONYL CHLORIDE Chemical Properties

Melting point:

53-56 °C (lit.)

Boiling point:

326.0±32.0 °C(Predicted)

Density 

1.636±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

color 

White to Light yellow

Water Solubility 

Reacts with water.

Sensitive 

Moisture Sensitive

BRN 

1531023

CAS DataBase Reference

6579-54-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 1759 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive/Moisture Sensitive

HazardClass 

8

PackingGroup 

II

HS Code 

29049090

MSDS

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

2,6-DICHLOROBENZENESULFONYL CHLORIDE Usage And Synthesis

Uses

2,6-Dichlorobenzenesulfonyl chloride is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

General Description

2,6-Dichlorobenzenesulfonyl chloride, also known as 2,6-dichlorophenylsulfonyl chloride, is an aryl sulfonyl chloride derivative.

Synthesis

a) To 200 mL of mixed solvent (acetic acid/water/dichloromethane, 3/1/4 by volume) were added 2,6-dichlorothiophenol (10.0 g, 55.8 mmol), N-chlorosuccinimide (37.28 g, 279 mmol) and potassium acetate (2.29 g, 27.9 mmol). The reaction mixture was stirred at 0 °C and subsequently heated to room temperature. After completion of the reaction, the mixture was diluted with 200 mL of dichloromethane and washed three times with 100 mL of water. The organic layer was dried with anhydrous sodium sulfate and concentrated to give 2,6-dichlorobenzenesulfonyl chloride (11 g, 80% yield). The product was confirmed by NMR hydrogen spectroscopy (CDCl3): δ 7.57 (d, 2H), 7.47 (t, 1H).

References

[1] Patent: US2003/78250, 2003, A1
[2] Patent: US2003/65170, 2003, A1
[3] Patent: US2003/65188, 2003, A1
[4] Patent: US2003/55286, 2003, A1

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