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Cyclopropanesulfonamide

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Cyclopropanesulfonamide manufacturers

Cyclopropanesulfonamide Basic information
Product Name:Cyclopropanesulfonamide
Synonyms:4-METHANESULFONYLCHLOROBENZENE;4-CHLOROPHENYL METHYL SULPHONE;1-CHLORO-4-(METHANESULFONYL)-BENZENE;Cyclopropanesulphonamide 98%;CYCLOPROPANE SULFONAMIDE;CYCLOPROPANESULFONYL AMIDE;TIMTEC-BB SBB006326;P-CHLOROPHENYL METHYL SULFONE
CAS:154350-29-5
MF:C3H7NO2S
MW:121.16
EINECS:604-946-0
Product Categories:sulfonyl compound;SULFONAMIDE
Mol File:154350-29-5.mol
Cyclopropanesulfonamide Structure
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
pka10.69±0.20(Predicted)
color White to Almost white
InChIInChI=1S/C3H7NO2S/c4-7(5,6)3-1-2-3/h3H,1-2H2,(H2,4,5,6)
InChIKeyWMSPXQIQBQAWLL-UHFFFAOYSA-N
SMILESC1(S(N)(=O)=O)CC1
CAS DataBase Reference154350-29-5(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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Cyclopropanesulfonamide Usage And Synthesis
Chemical PropertiesCyclopropanesulfonamide is a white solid. It is special antidote for the corn herbicide nicosulfuron, which increases the speed of corn herbicide degradation.
UsesCyclopropanesulfonamide is used as fine chemicals to the pharmaceutical, agrochemical, aroma, polymer and electronic industries.
Synthesis
Cyclopropanesulfonyl chloride

139631-62-2

Cyclopropanesulfonamide

154350-29-5

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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