Isobutanesulfonyl chloride Chemical Properties

Melting point:

95 °C(Solv: pentane (109-66-0))

Boiling point:

190°C

Density 

1.200 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.454(lit.)

Flash point:

190 °F

storage temp. 

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

form 

Liquid

color 

Colorless

Sensitive 

Moisture Sensitive

InChI

1S/C4H9ClO2S/c1-4(2)3-8(5,6)7/h4H,3H2,1-2H3

InChIKey

NQLNHTOCFWUYQE-UHFFFAOYSA-N

SMILES

CC(C)CS(Cl)(=O)=O

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

HazardClass 

8

PackingGroup 

Ⅱ

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Skin Corr. 1B

MSDS

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Isobutanesulfonyl chloride Usage And Synthesis

Synthesis

Under nitrogen protection, 2-methyl-1-propanethiol (200 mg, 2.22 mmol) was dissolved in acetonitrile and cooled to 0 °C. N-chlorosuccinimide (561 mg, 5.5 mmol) and sulfonyl chloride (0.45 ml, 5.5 mmol) were added sequentially. The reaction mixture was kept stirred at 0 °C for 3 hours. After completion of the reaction, it was diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic layers were combined, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to give 2-methylpropanesulfonyl chloride (293 mg, 95% yield).

References

[1] Patent: WO2004/31139, 2004, A1. Location in patent: Page 19
[2] Journal fuer Praktische Chemie (Leipzig), 1979, vol. 321, p. 107 - 111
[3] Patent: US2009/215775, 2009, A1

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