5402-35-7

Basic information

• Product Name: 1-methyl-3-(phenylsulfonyl)benzene
• Synonyms: 1-Methyl-3-(phenylsulfonyl)benzene; 3-Methylphenyl phenyl sulfone; benzene, 1-methyl-3-(phenylsulfonyl)-
• CAS NO: 5402-35-7
• Molecular Formula: C₁₃H₁₂O₂S
• Molecular Weight: 232.2982
• Mol File: 5402-35-7.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 399.4°C at 760 mmHg
• Flash Point: 241.3°C
• Density: 1.196g/cm³
• Vapor Pressure: 3.16E-06mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: 1-methyl-3-(phenylsulfonyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-3-(phenylsulfonyl)benzene(5402-35-7)
• EPA Substance Registry System: 1-methyl-3-(phenylsulfonyl)benzene(5402-35-7)

Safety Data

• Hazardous Substances Data: 5402-35-7(Hazardous Substances Data)

Usage

Structure

Benzene ring with a methyl and a sulfonyl group attached to it

Type of compound

Organic compound

Physical state

Colorless liquid

Reactivity

Highly reactive

Corrosiveness

Corrosive to metals

Odor

Strong and offensive

Main applications

Production of sulfonamides, dyes, chiral sulfonyl ureas, and amides

Usage

Reagent in organic synthesis, particularly in the synthesis of pharmaceuticals and agrochemicals

Chemical reactions

Oxidation, reduction, and nucleophilic substitution

Handling precautions

Should be handled with care and caution due to potential hazards and health risks

Upstream product

• 13865-48-0 3-methylphenyl phenyl sulfide 
• 25258-52-0 1-methyl-3-(phenylsulfinyl)benzene 
• 1899-93-0 3-methylphenylsulfonyl chloride 
• 71-43-2 benzene 
• 624-31-7 4-tolyl iodide 
• 873-55-2 sodium benzenesulfonate 
• 937-01-9 trimethyl(3-methylphenyl)stannane 
• 98-09-9 benzenesulfonyl chloride 
• 3728-44-7 3-(trimethylsilyl)toluene 
• 108-88-3 toluene 
• 93-59-4 Perbenzoic acid 
• 625-95-6 3-Iodotoluene 
• 108-98-5 thiophenol 
• 591-17-3 meta-bromotoluene 

Downstream Products

• 2548-44-9 3-benzenesulfonyl-benzoic acid 
• 13865-48-0 3-methylphenyl phenyl sulfide 

Relevant articles and documents

A Copper(I)-Catalyzed Sulfonylative Hiyama Cross-Coupling

An air-tolerant Cu-catalyzed sulfonylative Hiyama cross-coupling reaction enabling the formation of diaryl sulfones is described. Starting from aryl silanes, DABSO and aryliodides, the reaction tolerates a large variety of polar functional groups (amines, ketones, esters, aldehydes). Control experiments coupled with DFT calculations shed light on the mechanism, characterized by the formation of a Cu(I)-sulfinate intermediate via fast insertion of a SO2 molecule.

Pd/NHC-catalyzed arylsulfonylation of boronic acids: A general and direct protocol to access diarylsulfones

For the first time, robust NHC-Pd complexes have been demonstrated as highly efficient catalysts in the direct arylsulfonylation of boronic acids. Remarkably, a broad number of diaryliodonium salts as powerful electrophilic arylation reagents are well compatible to form functional ortho-substituted diarylsulfones in satisfactory yields. Owing to the stronger σ-donor and weaker π-acceptor properties, the acenaphthoimidazolylidene ligands exhibit higher catalytic activities towards this challenging one-step arylsulfonylation reaction.

Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives

An efficient protocol for the modular synthesis of sulfones and sulfonyl derivatives has been developed utilizing sodium tert-butyldimethylsilyloxymethanesulfinate (TBSOMS-Na) as a sulfoxylate (SO22-) equivalent. TBSOMS-Na, easily prepared from the commercial reagents Rongalite and TBSCl, serves as a potent nucleophile in S-alkylation and Cu-catalyzed S-arylation reactions with alkyl and aryl electrophiles. The sulfone products thus obtained can undergo the second bond formation at the sulfur center with various electrophiles without a separate unmasking step to afford sulfones and sulfonyl derivatives such as sulfonamides and sulfonyl fluorides.