Cyclopropanesulfonamide Chemical Properties

Melting point:

95-98 °C(lit.)

Boiling point:

263.1±23.0 °C(Predicted)

Density 

1.44±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

Water Solubility 

Soluble in water.

form 

powder to crystal

pka

10.69±0.20(Predicted)

color 

White to Almost white

InChI

InChI=1S/C3H7NO2S/c4-7(5,6)3-1-2-3/h3H,1-2H2,(H2,4,5,6)

InChIKey

WMSPXQIQBQAWLL-UHFFFAOYSA-N

SMILES

C1(S(N)(=O)=O)CC1

CAS DataBase Reference

154350-29-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-38

Safety Statements 

26-28-36/37/39

WGK Germany 

3

RTECS 

WR5730000

HS Code 

2935909099

MSDS

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

Cyclopropanesulfonamide Usage And Synthesis

Chemical Properties

Cyclopropanesulfonamide is a white solid. It is special antidote for the corn herbicide nicosulfuron, which increases the speed of corn herbicide degradation.

Uses

Cyclopropanesulfonamide is used as fine chemicals to the pharmaceutical, agrochemical, aroma, polymer and electronic industries.

Synthesis

Cyclopropanesulfonamide was synthesized as follows: Standard method D (0054) was used, with cyclopropanesulfonyl chloride as the starting material. The procedure was as follows: cyclopropanesulfonyl chloride (0.400 mL, 3.95 mmol) was dissolved in methanol (3.0 mL) and ammonium hydroxide solution (15 mL) at 0 °C or room temperature and the reaction mixture was stirred. After the reaction lasted for 16 hours, methanol was removed by distillation under reduced pressure. Subsequently, the reaction mixture was extracted with ethyl acetate. After combining the organic layers, the reaction was dried using anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give the target product cyclopropanesulfonamide directly without further purification. The final cyclopropanesulfonamide was obtained as a white solid (0.249 g, 52% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, 300 MHz), and the characteristic peaks were: δ 6.78 (br s, 2H), 2.50-2.46 (m, 1H), 0.89-0.86 (m, 4H).

References

[1] Patent: US2006/183694, 2006, A1. Location in patent: Page/Page column 25
[2] Patent: US2007/10455, 2007, A1. Location in patent: Page/Page column 26
[3] Patent: US2008/14173, 2008, A1. Location in patent: Page/Page column 26
[4] Patent: US2008/107625, 2008, A1. Location in patent: Page/Page column 24
[5] Patent: WO2003/99274, 2003, A1. Location in patent: Page 65

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