77333-17-6

Basic information

• Product Name: Benzene, 1,3,5-trimethyl-2-[(4-methylphenyl)sulfinyl]-, (R)-
• CAS NO: 77333-17-6
• Molecular Formula: C16H18OS
• Molecular Weight: 258.384
• Mol File: 77333-17-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1,3,5-trimethyl-2-[(4-methylphenyl)sulfinyl]-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,3,5-trimethyl-2-[(4-methylphenyl)sulfinyl]-, (R)-(77333-17-6)
• EPA Substance Registry System: Benzene, 1,3,5-trimethyl-2-[(4-methylphenyl)sulfinyl]-, (R)-(77333-17-6)

Safety Data

• Hazardous Substances Data: 77333-17-6(Hazardous Substances Data)

Upstream product

• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 2633-66-1 2-mesitylmagnesium bromide 
• 10381-69-8 1,3,5-trimethyl-2-(p-tolylsulfinyl)benzene 
• 499140-11-3 benzyl (2S,4S,5R)-4-methyl-5-phenyl-1,2,3-oxathiazolidine-2-oxide-3-carboxylate 
• 501-53-1 benzyl chloroformate 
• 104863-92-5 (1R,2S)-1-phenyl-2-benzyloxycarbonylamino-1-propanol 

Downstream Products

• 10381-69-8 1,3,5-trimethyl-2-(p-tolylsulfinyl)benzene 

Relevant articles and documents

A General and Expeditious One-Pot Synthesis of Sulfoxides in High Optical Purity from Norephedrine-Derived Sulfamidites

A general and simple procedure for preparing any kind of enantiomerically enriched sulfoxide starting from norephedrine-derived N-benzyloxycarbonylsulfamidite 3a is reported. After one-pot reaction of 3a with RMgX, HBF4, and R'MgX, a variety of sulfoxides 6 are obtained in ee usually higher than 93% and isolated yields ranging between 50 and 78%. The obtained configuration is tunable by simply electing the order of the addition of the reagents.

Kinetic Resolution of Sulphoxides by Chiral Poly(N-Alkyliminoalanes)

Kinetic resolution of racemic sulphoxides by chiral poly (PIA-PHETs) from (+) - or (-)-1-phenylethylamine is described.For p-tolyl mesityl sulphoxide in the temperature range between -25 and 85 deg C, optical yields increase with temperature to an upper limit of between 55 and 70 deg C, with enantiomeric enrichments up to 75percent.It is shown that, among the three molecular species of PIA-PHET (closed-cage tetramer, closed-cage hexamer and open-cage tetramer), only the last is chemically active and capable of chiral recognition.Reactions follow second-order kinetics (first-order in sulphoxide, first-order in open PIA-PHET tetramer).The particular molecular structure of the latter probably accounts for the high degree of chiral recognition at high temperature.