3112-82-1

Basic information

• Product Name: 1,3,5-trimethyl-2-(phenylsulfonyl)benzene
• Synonyms: 2,4,6-Trimethylphenyl phenyl sulfone; Benzene, 1,3,5-trimethyl-2- (phenylsulfonyl)-; benzene, 1,3,5-trimethyl-2-(phenylsulfonyl)-; Mesityl phenyl sulfone; phenyl 2,4,6-trimethylphenyl sulfone; Sulfone, mesityl phenyl
• CAS NO: 3112-82-1
• Molecular Formula: C₁₅H₁₆O₂S
• Molecular Weight: 260.3513
• Mol File: 3112-82-1.mol

Chemical Properties

• Boiling Point: 416.7°C at 760 mmHg
• Flash Point: 246.1°C
• Density: 1.148g/cm³
• Vapor Pressure: 9.05E-07mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 1,3,5-trimethyl-2-(phenylsulfonyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-trimethyl-2-(phenylsulfonyl)benzene(3112-82-1)
• EPA Substance Registry System: 1,3,5-trimethyl-2-(phenylsulfonyl)benzene(3112-82-1)

Safety Data

• Hazardous Substances Data: 3112-82-1(Hazardous Substances Data)

Usage

Appearance

White to off-white solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

a. Building block in the synthesis of other organic compounds
b. Production of pharmaceuticals and agrochemicals
c. Fragrance ingredient
d. Component in the manufacturing of dyes and pigments

Potential applications

a. Antioxidant
b. Anti-inflammatory agent

Industrial and research applications

Due to its unique molecular structure and properties, it has multiple applications in various fields.

Upstream product

• 33667-80-0 phenyl mesityl sulfide 
• 98-09-9 benzenesulfonyl chloride 
• 108-67-8 1,3,5-trimethyl-benzene 
• 773-64-8 2-mesitylenesulphonyl chloride 
• 71-43-2 benzene 
• 60057-49-0 2,4,6-trimethylbenzenesulfonyl bromide 
• 1077-62-9 SnMe₃(C₆H₂Me₃-2,4,6) 
• 98-11-3 benzenesulfonic acid 
• 16182-15-3 2,4,6-trimethylbenzenesulfonohydrazide 
• 873-55-2 sodium benzenesulfonate 
• 144930-50-7 mesityl(phenyl)iodonium triflouromethanesulfonate 
• 16883-74-2 lithium benzenesulfinate 
• 139139-80-3 bis(2,4,6-trimethylphenyl)iodonium triflate 
• 591-51-5 phenyllithium 

Downstream Products

• 10048-38-1 2-benzyl-4,6-dimethyl-benzenesulfinic acid 
• 618-41-7 Benzenesulfinic acid 
• 108-67-8 1,3,5-trimethyl-benzene 

Relevant articles and documents

Metal-free sulfonylation of arenes with: N -fluorobenzenesulfonimide via cleavage of S-N bonds: expeditious synthesis of diarylsulfones

A novel metal-free sulfonylation of arenes with N-fluorobenzenesulfonimide (NFSI) toward the synthesis of diarylsulfones has been developed. The reaction represents a rare example of sulfonylation reaction using NFSI as an efficient sulfonyl donor and the first example of acid-mediated sulfonylation of unactivated arenes with NFSI via selective cleavage of S-N bonds. This protocol provides a concise approach for the construction of pharmaceutically and biologically important diarylsulfones. Applications in the functionalization of natural products (e.g., β-estradiol) and in the synthesis of a key intermediate to an inhibitor of farnesyl-protein transferase, as well as in the gram-scale synthesis of the EPAC2 antagonist, are demonstrated. This journal is

Selective Synthesis of ortho-Substituted Diarylsulfones by Using NHC-Au Catalysts under Mild Conditions

A single-step gold(I)-catalyzed chemoselective protocol to access ortho-substituted diarylsulfones has been established. Acenaphthoimidazolylidene gold complexes are effective catalysts for the arylsulfonylation of boronic acids by potassium metabisulfite (K2S2O5) and diaryliodonium salts to access (poly-)ortho-substituted diarylsulfones even in gram scale. Unlike the transition metal-catalyzed two-component coupling systems, the sterically hindered aryl groups in diaryliodonium salts are preferentially transferred over less bulky ones to form synthetically difficult targets, including those of pharmaceutical importance.

Synthesis method of diaryl sulfone compound (by machine translation)

The invention discloses a synthesis method of a diaryl sulfone compound, wherein the, reaction equation of the series of N - diarylsulfone compounds is prepared by (NFSI) sulfonylating the aromatic hydrocarbon under the non-metal condition with the source of the, benzenesulfonyl group as the benzenesulfonyl group, and: the reaction equation is as follows. STR3, #, STR2, #, STR2, #, #, #, # STR2. # STR2# STR2# STR2, , STR2 STR2 STR2 N - # (NFSI) STR2# STR2 STR2 STR2, #, # STR1 STR8# STR2 STR1 STR8. AlCl R3 , FeCl3 The other precious, and metals of, other metals such as the precious metals of, the other noble metals not cause the environment, to pollute, the environment and are suitable for the concise and high-efficiency synthesis of. the diarylsulfone compounds, and have good application prospects in the fields of organic synthesis, drug research and development and the like. (by machine translation)

A practical synthesis of aryl sulfones via cross-coupling of sulfonyl hydrazides with aryltriazenes using copper/ionic liquid combination

A new and efficient approach adopting copper-catalyzed cross-coupling of sulfonyl hydrazides with aryltriazenes has been developed to synthesize aryl sulfones using Br?nsted acidic ionic liquid as promoter under ambient conditions. The process employs stable and easy to handle reacting partners, and is endowed with broad substrate scope.

Synthesis of diaryl sulfones at room temperature: Cu-catalyzed cross-coupling of arylsulfonyl chlorides with arylboronic acids

An efficient and convenient method for the synthesis of diaryl sulfones was developed through the Cu-catalyzed cross-couplings of arylsulfonyl chlorides and arylboronic acids at room temperature in open air. This method is characterized by the use of inexpensive and readily available catalyst and substrates, mild reaction conditions, wide functionality tolerance, short reaction times for most substrates, and moderate to good yields. Stitch it up with copper: An efficient and convenient method for the synthesis of diaryl sulfones was developed through the Cu-catalyzed cross- couplings of arylsulfonyl chlorides and arylboronic acids at room temperature in open air.

One-pot synthesis of aryl sulfones from organometallic reagents and iodonium salts

A transition-metal-free arylation of lithium, magnesium, and zinc sulfinates with diaryliodonium salts is described. The sulfinic acid salts were prepared from the reaction of the corresponding organometallic reagents and sulfur dioxide. Combination of the three single steps (preparation of the organometallic compound, sulfinate formation, and arylation) leads to a one-pot sequence for the synthesis of aryl sulfones from simple starting materials. The chemoselectivity of unsymmetrical diaryliodonium salts has been investigated. Potential and limitations of this method will be discussed.

Metal-free, high yielding synthesis of unsymmetrical biaryl, bi(heteroaryl), aryl vinyl, aryl alkyl sulfones via coupling of aryne with sulfinic acid salts

Here, we report a metal-free, high yielding method for the synthesis of unsymmetrical biaryl sulfones via coupling of aryne with sulfinic acid salts. The optimized condition also works efficiently for bi(heteroaryl), aryl vinyl and aryl alkyl sulfones. The present method took comparatively shorter reaction times and has good functional group compatibility. This journal is

Metal-free synthesis of diaryl sulfones from arylsulfinic acid salts and diaryliodonium salts

An efficient, high-yielding, and transition-metal-free synthesis of diaryl sulfones from arylsulfinic acid salts and diaryliodonium salts has been developed. The mild reaction conditions tolerate a range of functional groups, and unsymmetrical diaryliodonium salts show high chemoselectivity.

Arylation of lithium sulfinates with diaryliodonium salts: A direct and versatile access to arylsulfones

An efficient, transition-metal-free arylation of lithium sulfinates, which are readily accessible from reactions of organolithium reagents with sulfur dioxide, is described. Based on this method, a practical protocol for the direct transformation of (hetero)arenes and (hetero)aromatic halides into diarylsulfones was developed.

A Metal-Free and Microwave-Assisted Efficient Synthesis of Diaryl Sulfones

An efficient and general protocol for the synthesis of diaryl sulfones via the metal-free coupling of readily available diaryliodonium salts and arenesulfinates in PEG-400 under microwave irradiation has been developed. Utilizing this metal-free and eco-friendly protocol, we have prepared various diaryl sulfones in high yields and shorter reaction times under mild conditions. Furthermore, the coupling of diaryliodonium with arenesulfinate salts with and without copper iodide provides a convenient access to various diaryl sulfones with high selectivity. Georg Thieme Verlag Stuttgart · New York.