24422-77-3

Basic information

• Product Name: 1-methyl-4-[(1-phenylethyl)sulfonyl]benzene
• Synonyms: 1-methyl-4-[(1-phenylethyl)sulfonyl]benzene
• CAS NO: 24422-77-3
• Molecular Weight: 260.357
• Mol File: 24422-77-3.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 1-methyl-4-[(1-phenylethyl)sulfonyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-[(1-phenylethyl)sulfonyl]benzene(24422-77-3)
• EPA Substance Registry System: 1-methyl-4-[(1-phenylethyl)sulfonyl]benzene(24422-77-3)

Safety Data

• Hazardous Substances Data: 24422-77-3(Hazardous Substances Data)

Upstream product

• 64-18-6 formic acid 
• 23730-30-5 (Ξ)-toluene-sulfinic acid-(4)-((S)-1-phenyl-ethyl ester) 
• 5395-20-0 1-methyl-4-(benzylsulfonyl)benzene 
• 616-38-6 carbonic acid dimethyl ester 
• 23730-30-5 (Ξ)-toluene-sulfinic acid-(4)-((R)-1-phenyl-ethyl ester) 
• 672-65-1 (1-chloroethyl)benzene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 100-41-4 ethylbenzene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 98-85-1 1-Phenylethanol 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 23730-30-5 α-methylbenzyl p-toluenesulfinate 
• 19737-98-5 (E)-aM-β-Chloro-α-p-tolylsulphonylstyrene 
• 2449-49-2 dimethyl(1-phenylethyl)amine 

Downstream Products

• 98-83-9 isopropenylbenzene 
• 71376-58-4 1-(1,2-Diphenyl-propane-2-sulfonyl)-4-methyl-benzene 
• 71376-57-3 p-tolyl 2-phenyl-2-propyl sulfone 

Relevant articles and documents

Silver-Catalyzed C(sp3)-H Sulfonylation for the Synthesis of Benzyl Sulfones Using Toluene Derivatives and α-Amino Acid Sulfonamides

We describe a simple and practical protocol for the synthesis of benzyl sulfones using readily available toluene derivatives and α-amino acid sulfonamides. The reaction proceeds to afford a broad range of benzyl sulfones in moderate to high yields under silver catalysis. The mechanism possibly involves a Minisci-type formation of α-aminoalkyl radical, homolytic cleavage of a N-S bond to generate a sulfonyl radical, and coupling of sulfonyl radical with a benzyl radical formed via hydrogen abstraction by sulfate anion radical. The practicality of the present reaction is demonstrated by a gram-scale synthesis and one-step synthesis of anticancer-active compound. The mechanism studies are conducted using radical scavengers and deuterated toluene.

Cu2O-catalyzed C–S coupling of quaternary ammonium salts and sodium alkane-/arene-sulfinates

A new protocol for the synthesis of (enantioenriched) benzylic sulfones via the Cu2O-catalyzed C–S bond cross coupling of alkane-/arene-sulfinates and (enantioenriched) benzylic quaternary ammonium salts has been developed. The product benzylic sulfones were obtained in good to high yields (75–96%). Chiral arylmethyl sulfones with high enantiomeric excess (90–94% ee) were also synthesized in the presence of Cu2O and 1,1′-bis-(diphenylphosphino)ferrocene (dppf).

Sodium Arenesulfinates-Involved Sulfinate Synthesis Revisited: Improved Synthesis and Revised Reaction Mechanism

Reaction of alcohols with sodium arenesulfinates could afford either sulfones or sulfinates, and O-attack of sulfinate anions onto the in situ generated carbocation intermediates from alcohols was the previous proposed reaction mechanism in many syntheses of sulfinates. This concept, which is often used consciously or unconsciously, was revised herein by using isotopic labeling experiments and development of an improved sulfinate synthesis. The improved sulfinate synthetic protocol possesses many advantages such as a high sulfinate/sulfone selectivity, a broad substrate scope, metal-free, and mild reaction conditions. The revised reaction mechanism necessitates revision of many previous proposed reaction mechanisms in literatures.