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Butyl Cyclopropanesulfonate

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Butyl Cyclopropanesulfonate Basic information

Product Name:
Butyl Cyclopropanesulfonate
Synonyms:
  • Butyl Cyclopropanesulfonate
  • Cyclopropanesulfonic Acid Butyl Ester
CAS:
83635-12-5
MF:
C7H14O3S
MW:
178.25
Product Categories:
  • Intermediates
  • Miscellaneous Reagents
  • Sulfur & Selenium Compounds
Mol File:
83635-12-5.mol
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Butyl Cyclopropanesulfonate Chemical Properties

storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform, Dichloromethane, Ethyl Acetate
form 
Oil
color 
Colourless
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Safety Information

HS Code 
2904100090
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Butyl Cyclopropanesulfonate Usage And Synthesis

Chemical Properties

Colourless Oil

Synthesis

139631-62-2

71-36-3

83635-12-5

Step A: Synthesis of Butyl Cyclopropanesulfonate: Cyclopropanesulfonyl chloride (5 g, 35 mmol, 1 eq.) was dissolved in excess n-butanol (20 mL). The reaction mixture was cooled to -10 °C and pyridine (5.8 mL, 70 mmol, 2 eq.) was added slowly and dropwise. Subsequently, the mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting white solid was dissolved in chloroform (CHCl3), and the organic phase was washed sequentially with water and saturated brine and dried over anhydrous magnesium sulfate (MgSO4). The organic phase was concentrated to give the oily product butyl cyclopropanesulfonate (4.8 g, 24.9 mmol, 71% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 4.25 (t, 2H), 2.46 (m, 1H), 1.74 (m, 2H), 1.45 (m, 2H), 1.25 (dd, 2H), 1.09 (dd, 2H), 0.93 (t, 3H).

References

[1] Patent: WO2010/145197, 2010, A1. Location in patent: Page/Page column 54-55
[2] Patent: US2015/368238, 2015, A1. Location in patent: Paragraph 0632; 0633
[3] Patent: WO2007/14011, 2007, A2. Location in patent: Page/Page column 51
[4] Patent: WO2013/178581, 2013, A1. Location in patent: Page/Page column 39; 40

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