384-98-5

Basic information

• Product Name: 2,4,6-TRIMETHYLBENZENESULFONYL FLUORIDE
• Synonyms: 2,4,6-TRIMETHYLBENZENESULFONYL FLUORIDE;2-MESITYLENESULFONYL FLUORIDE
• CAS NO: 384-98-5
• Molecular Formula: C₉H₁₁FO₂S
• Molecular Weight: 202.25
• Mol File: 384-98-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 65-70°C
• Appearance: /
• CAS DataBase Reference: 2,4,6-TRIMETHYLBENZENESULFONYL FLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIMETHYLBENZENESULFONYL FLUORIDE(384-98-5)
• EPA Substance Registry System: 2,4,6-TRIMETHYLBENZENESULFONYL FLUORIDE(384-98-5)

Safety Data

• RIDADR: UN 3261 8 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 384-98-5(Hazardous Substances Data)

Usage

Uses

Sulfonyl fluoride motif can be used as a connector for the assembly of -SO2- linked small molecules with proteins or nucleic acids. This new click chemistry approach through sulfates is a complimentary approach to using amides and phosphate groups as linkers.

Upstream product

• 201230-82-2 carbon monoxide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 24006-09-5 mesitylhydrazine hydrochloride 
• 6148-75-0 2,4,6-trimethylbenzenesulfonate sodium salt 
• 16182-15-3 2,4,6-trimethylbenzenesulfonohydrazide 
• 773-64-8 2-mesitylenesulphonyl chloride 
• 7789-21-1 fluorosulphonic acid 
• 88-05-1 2,4,6-trimethylaniline 

Downstream Products

• 68985-08-0 2,4,6-trimethyl-1,3-benzenedisulfonyl dichloride 
• 392-49-4 3-nitro-2,4,6-trimethylbenzenesulfonyl fluoride 
• 305849-15-4 N-(4-methoxybenzyl)-2,4,6-trimethylbenzenesulfonamide 
• 321531-69-5 2,4,6-tri-methyl-N-(pyridine-2-ylmethyl)benzenesulfonamide 
• 161452-12-6 N-(tert-butyl)-2,4,6-trimethylbenzenesulfonamide 
• 24906-63-6 2,4,6-trimethylbenzene-1-sulfonyl azide 
• 1254832-43-3 2-(fluoro(phenylsulfonyl)methylsulfonyl)-1,3,5-trimethylbenzene 
• 70265-12-2 2,4,6,2',4',6'-Hexamethyl-biphenyl-3,3'-disulfonyl difluoride 
• 87589-14-8 3-(2-Fluorosulfonyl-3,5-dimethyl-benzyl)-2,4,6-trimethyl-benzenesulfonyl fluoride 
• 22363-78-6 5,7-Dimethyl-3H-benzo[c][1,2]oxathiole 1,1-dioxide 
• 96913-13-2 3-(5,7-Dimethyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[c][1,2]oxathiol-6-yl)-2,4,6-trimethyl-benzenesulfonyl fluoride 

Relevant articles and documents

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source andN-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.

Metal-Free Visible-Light Synthesis of Arylsulfonyl Fluorides: Scope and Mechanism

The first metal-free procedure for the synthesis of arylsulfonyl fluorides is reported. Under organo-photoredox conditions, aryl diazonium salts react with a readily available SO2 source (DABSO) to afford the desired product through simple nucleophilic fluorination. The reaction tolerates the presence of both electron-rich and -poor aryls and demonstrated a broad functional group tolerance. To shed the light on the reaction mechanism, several experimental techniques were combined, including fluorescence, NMR, and EPR spectroscopy as well as DFT calculations.

Facile one-pot synthesis of sulfonyl fluorides from sulfonates or sulfonic acids

A facile cascade process for directly transforming the abundant and inexpensive sulfonates (or sulfonic acids) to the highly valuable sulfonyl fluorides was developed. This new protocol features mild reaction conditions using readily available and easy-to-operate reagents. A diverse set of sulfonyl fluorides was prepared facilitating the enrichment of the sulfonyl fluoride library.