6632-44-6

Usage

Synonym

DMTS

Type of compound

Organosulfur compound

Structure

Sulfonyl group attached to a 2,5-dimethylphenyl ring and a 1,4-dimethylbenzene ring

Aromatic properties

Consists of aromatic rings

Usage

Sulfonylating agent in organic synthesis, preparation of sulfones and sulfoxides, building block in synthesis of pharmaceuticals and agrochemicals

Physical properties

White solid

Upstream product

• 106-42-3 para-xylene 
• 76339-61-2 Benzoesaeure-fluorsulfonsaeureanhydrid 
• 246240-82-4 2,2'-sulfinylbis(1,4-dimethylbenzene) 
• 7790-94-5 chlorosulfonic acid 
• 7446-70-0 aluminium trichloride 
• 7791-25-5 sulfuryl dichloride 
• 609-54-1 2,5-dimethylbenzenesulfonic acid 

Relevant academic research and scientific papers

The synthesis of diarylsulfones with simple arenes and K2S2O8 through double C-S bond formation

An unprecedented double C-S bond formation method has been developed to prepare both symmetric and unsymmetric diarylsulfones with simple arenes in a single step. This represents the first example that K2S2O8 can be employed as a highly effective sulfonating agent to synthesize diarylsulfones. The reaction demonstrates excellent reactivity, good functional group tolerance and high yields.

Friedel-Crafts sulfonylation of aromatics catalysed by solid acids: An eco-friendly route for sulfone synthesis

A mild and efficient catalytic method for Friedel-Crafts sulfonylation of arenes to the corresponding sulfones using a catalytic amount of reusable solid acid and arene- or alkanesulfonyl chlorides, sulfonic anhydrides and sulfonic acids as sulfonylating agents is described. Solid acids enable formation of a sulfone by the reaction of a sulfonic acid and an arene for the first time. In pursuit of the development of the best catalytic system, various metal-exchanged K10 montmorillonites and synthetic zeolites such as zeolite beta, zeolite Y and ZSM-5 have been screened for Friedel-Crafts sulfone synthesis. Fe3+-montmorillonite in the family of clays and zeolite beta in the family of zeolites exhibit higher activity. The activity is correlated to the presence of the right mix of Bronsted and Lewis acidic sites. The regioselective sulfonylation of toluene and naphthalene are studied in which para and beta selectivities are observed respectively. The Royal Society of Chemistry 2000.

MOLECULAR POLARIZABILITY OF ORGANIC COMPOUNDS AND THEIR COMPLEXES. XLIV. CONFORMATIONS OF DIARYL SULFONES IN DIOXANE

We determined molar Kerr constants and dipole moments in dioxane solutions for a number of diaryl sulfones with various substituents in the aromatic nuclei.The data obtained were analyzed to establish the preferential molecular conformations.It was shown that diaryl sulfones occur in solution mainly in the form of orthogonal or planar-orthogonal conformers, or as an equilibrium between these two.In the orthogonal conformer both aromatic rings are perpendicular to the plane of the CArSCAr bonds, whereas in the planar-orthogonal conformer one ring is coplanar and the other orthogonal to this plane.The orthogonal orientation of aromatic rings relative to the CArSCAr plane originates from the ?-conjugation of the nuclei and the sulfonyl gruop of the sulfone molecules.

Synthesis and Reactions of Arylcarbonic Fluorosulfonic Anhydrides

In dichloromethane at 0 deg C, the acyl fluorides 3 insert sulfur trioxide to form the thermolabile acylcarbonic fluorosulfonic anhydrides 4 in good yield.Acylation of non-activated arenes with the anhydrides 4 is impossible since they decompose upon warming into constituent compounds; with the SO3 thus liberated, diarylsulfones 6 are formed.