107183-92-6

Basic information

• Product Name: N-(propen-3' yl) N-tosyl dimethyl-1,1 ethanesulfenamide
• Synonyms: N-(propen-3' yl) N-tosyl dimethyl-1,1 ethanesulfenamide
• CAS NO: 107183-92-6
• Molecular Weight: 299.458
• Mol File: 107183-92-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(propen-3' yl) N-tosyl dimethyl-1,1 ethanesulfenamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(propen-3' yl) N-tosyl dimethyl-1,1 ethanesulfenamide(107183-92-6)
• EPA Substance Registry System: N-(propen-3' yl) N-tosyl dimethyl-1,1 ethanesulfenamide(107183-92-6)

Safety Data

• Hazardous Substances Data: 107183-92-6(Hazardous Substances Data)

Upstream product

• 37850-75-2 allyl tert-butyl sulfide 
• 127-65-1 chloroamine-T 

Downstream Products

• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 

Relevant articles and documents

Application du rearrangement de Claisen aux -1 alcen-1(Z) ols-3. Syntheses d'alcadien-2(E),4(E) oates d'ethyle et de (p.toluenesulfonylamino)-5 alcen-3(E) ols-1

The acid catalysed reaction between 1--1(Z)-alken-3-ols 1 and ethyl orthoacetate takes place via a Claisen rearrangement to give stereoselectively the ethyl-3-(1',1'-dimethylethyl)thio-4(E)-alkenoates 2a, b, c.Oxone oxidation converts these sulfide-esters 2 into the corresponding sulfone-esters 6a, b, c, which on treatment with sodium carbonate give the ethyl 2(E),4(E) alkadienoates 7a, b, c.Treatment of the sulfide-esters 2 with chloramine T yields compounds 10a, b, c through a sigmatropic rearrangement of the intermediate N-tosyl-sulfimines.These compounds 10 are reduced by DIBAL-H to the 5-(p.toluenesulfonylamino)-3(E) alken-1-ols 11a, b, c.