71899-71-3

Basic information

• Product Name: 2-Butanone, 3,3-dimethyl-1-[(4-methylphenyl)sulfinyl]-, (R)-
• CAS NO: 71899-71-3
• Molecular Formula: C13H18O2S
• Molecular Weight: 238.351
• Mol File: 71899-71-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Butanone, 3,3-dimethyl-1-[(4-methylphenyl)sulfinyl]-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 3,3-dimethyl-1-[(4-methylphenyl)sulfinyl]-, (R)-(71899-71-3)
• EPA Substance Registry System: 2-Butanone, 3,3-dimethyl-1-[(4-methylphenyl)sulfinyl]-, (R)-(71899-71-3)

Safety Data

• Hazardous Substances Data: 71899-71-3(Hazardous Substances Data)

Upstream product

• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 18968-27-9 (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl 2,2-dimethylpropanoate 
• 539-82-2 ethyl n-valerate 
• 94404-18-9 1-(p-tolylthio)-3,3-dimethyl-2-butanone 
• 51651-66-2 α-lithiomethyl p-tolyl sulfoxide 
• 934-72-5 Methyl p-tolyl sulfoxide 
• 3938-95-2 2,2-dimethyl-propanoic acid ethyl ester 

Downstream Products

• 71899-74-6 3,3-Dimethyl-1-((R)-toluene-4-sulfinyl)-butan-2-ol 
• 71899-84-8 (R)-3,3-Dimethyl-1-(toluene-4-sulfonyl)-butan-2-ol 
• 71899-78-0 (S)-3,3-Dimethyl-1-(toluene-4-sulfonyl)-butan-2-ol 
• 101836-40-2 (R)-1-(Toluene-4-sulfonyl)-decan-2-ol 
• 142075-94-3 2,2-Dimethyl-4-((R)-toluene-4-sulfinyl)-pentan-3-one 
• 142076-03-7 (3R,4S)-2,2-Dimethyl-4-((R)-toluene-4-sulfinyl)-pentan-3-ol 
• 142184-63-2 (3S,4R)-2,2-Dimethyl-4-((R)-toluene-4-sulfinyl)-pentan-3-ol 
• 144782-52-5 (1R,(S)R)-N-benzyl-1-tert-butyl-2-(p-tolylsulfinyl)ethylamine 
• 144782-48-9 Benzyl-[2,2-dimethyl-1-((R)-toluene-4-sulfinylmethyl)-prop-(E)-ylidene]-amine 
• 136347-11-0 (S₂,R_S)-3,3-dimethyl-2-hydroxy-2-<<(4-methylphenyl)sulfinyl>methyl>butanenitrile 

Relevant articles and documents

Highly Diastereoselective Hydrocyanation of β-Keto Sulfoxides: Synthesis of Enantiomerically Pure Cyanohydrin Derivatives

The reactions of chiral β-keto sulfoxides, R1-CO-CHR2-SOTol (R1 = Me, n-Pr, i-Pr, t-Bu, Ph; R2 = H, Me) with Et2AlCN yield the corresponding sulfinyl cyanohydrins with high yields (85-96percent) and de (>96perce

Enantioselective oxidation of sulphides to sulphoxides in the presence of bovine serum albumin

In situ generated dioxiranes oxidize a series of prochiral sulphides to the corresponding sulphoxides with enantiomeric excess (e.e.) up to 89%, when bovine serum albumin (BSA) is used as chiral auxiliary. The degree of enantioselectivity, as well as yield and reaction times, depend upon the nature of the dioxirane. These are compared with enantioselectivities attainable for the same transformations by using peroxomonosulfate alone, i.e. in the absence of ketone. In the oxidation of prochiral keto sulphides (wherein the carbonyl functionality serves as precursor of dioxirane) with peroxomonosulfate, optically active keto sulphoxides are isolated in satisfactory chemical and optical yield (up to e.e. 84%).

The Preparation of Optically Active β-Keto Sulfoxides by Means of an Enantiomer-differentiating Reaction of α-Lithio Aryl Methyl Sulfoxides with Chiral Carboxylates

The reaction of α-lithio aryl methyl sulfoxides with a limited amount of chiral carboxylates (R2-CO-O-R*) was found to be an enantiomer-differentiating reaction, affording the corresponding optically active β-keto sulfoxides (3), tog