26756-22-9

Basic information

• Product Name: BENZYLTERT-BUTYLSULFOXIDE
• Synonyms: BENZYLTERT-BUTYLSULFOXIDE;(tert-Butylsulfinylmethyl)benzene
• CAS NO: 26756-22-9
• Molecular Formula: C₁₁H₁₆OS
• Molecular Weight: 196.30914
• Mol File: 26756-22-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 74-75 °C
• Boiling Point: 347.6±21.0 °C(Predicted)
• Appearance: /
• Density: 1.082±0.06 g/cm3(Predicted)
• CAS DataBase Reference: BENZYLTERT-BUTYLSULFOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYLTERT-BUTYLSULFOXIDE(26756-22-9)
• EPA Substance Registry System: BENZYLTERT-BUTYLSULFOXIDE(26756-22-9)

Safety Data

• Hazardous Substances Data: 26756-22-9(Hazardous Substances Data)

Upstream product

• 960133-71-5 ethyl ((R_S)-N-tert-butylsulfinyl)iminoacetate 
• 6921-34-2 benzylmagnesium chloride 
• 7417-73-4 benzyl t-butyl sulfide 
• 100-39-0 benzyl bromide 
• 75-66-1 2-methylpropan-2-thiol 
• 100-44-7 benzyl chloride 
• 100-53-8 phenylmethanethiol 
• 75-65-0 tert-butyl alcohol 
• 1589-82-8 phenylmagnesium bromide 
• 108-88-3 toluene 
• 31562-40-0 tert-butyl tert-butanethiosulfinate 
• 49833-28-5 3-(tert-butylsulfinyl)propionic acid ethyl ester 
• 7601-90-3 perchloric acid 
• 64-17-5 ethanol 

Downstream Products

• 120446-40-4 (R^*_S,2R^*)-2-(tert-butylsulfinyl)-1,1,2-triphenylethanol 
• 129161-95-1 (3S,4R)-3-Methyl-4-(2-methyl-propane-2-sulfinyl)-4-phenyl-butyric acid methyl ester 
• 41047-23-8 α-deuteriobenzyl t-butyl sulfoxides 
• 120446-46-0 (R^*_S,1S^*,2R^*)-N-phenyl-2-(tert-butylsulfinyl)-1,2-diphenylethylamine 
• 129161-97-3 (2S,3S,4R)-2,3-Dimethyl-4-(2-methyl-propane-2-sulfinyl)-4-phenyl-butyric acid methyl ester 
• 1176156-84-5 diphenyl((R)-tert-butylsulfinyl(phenyl)methyl)phosphine borane 
• 35399-78-1 rac-(Ss,1S)-tert-butyl 1-phenylethyl sulfoxide 

Relevant articles and documents

Stereochemistry of Oxygenation of Organic Sulphides with Pig Liver Microsomal FAD-containing Mono-oxygenase: Comparison with Cytochrome P-450PB Oxidations

The enantiotopic differentiating ability of pig liver microsomal FAD-containing mono-oxygenase (EC 1.14.13.8) in the oxygenation of nine unsymmetrical sulphides has been investigated.By this enzymatic oxygenation, the sulphides are converted into the corr

Tert-Butyl Sulfoxides: Key Precursors for Palladium-Catalyzed Arylation of Sulfenate Salts

The present report describes an efficient and clean generation of sulfenate salts (R1SO-) by pyrolysis of readily available tert-butyl sulfoxides to give sulfenic acids (R1SOH) and traceless isobutene, followed by hydrogen abstraction with a weak inorganic base (K3PO4). The relevance of this process was exemplified through an in situ palladium-catalyzed cross-coupling reaction with aryl halides/triflates leading to aryl sulfoxides. The operationally simple C-S bond-forming protocol developed uses Pd(dba)2 as catalyst and Xantphos as ligand in toluene or a toluene/H2O mixture. Further extensions include the use of di-tert-butyl sulfoxide as an equivalent for sulfur monoxide dianion (SO2-) and the development of diastereoselective versions in the [2.2]paracyclophane and biaryl series.

Enantioselective synthesis of benzyl tert-butyl sulfoxides

Enantiomerically pure benzyl sulfoxides are effective tools for the formation of new C-C bonds with control of configuration at new stereogenic centres. The reaction of enantioenriched tert-butyl tert-butanethiosulfinate with benzyllithium derivatives, ob