395-46-0

Basic information

• Product Name: Benzenesulfonyl fluoride, 2-cyano-
• CAS NO: 395-46-0
• Molecular Formula: C7H4FNO2S
• Molecular Weight: 185.179
• Mol File: 395-46-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenesulfonyl fluoride, 2-cyano-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonyl fluoride, 2-cyano-(395-46-0)
• EPA Substance Registry System: Benzenesulfonyl fluoride, 2-cyano-(395-46-0)

Safety Data

• Hazardous Substances Data: 395-46-0(Hazardous Substances Data)

Upstream product

• 69360-26-5 2-cyanobenzenesulfonyl chloride 
• 1885-29-6 anthranilic acid nitrile 
• 55165-45-2 2-cyano-benzenediazonium tetrafluoroborate 
• 119072-55-8 tert-butylisonitrile 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 394-47-8 2-fluorobenzonitrile 

Relevant articles and documents

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.

Synthesis of Arenesulfonyl Fluorides via Sulfuryl Fluoride Incorporation from Arynes

Transition-metal-free multicomponent reactions involving aryne precursors, secondary amines, and sulfuryl fluoride are reported herein. Zwitterionic intermediates formed from the reaction of arynes with amine nucleophiles can capture SO2F2 under mild conditions, offering a novel and practical protocol for the synthesis of 2-dialkyl-, 2-alkylaryl-, or 2-diarylamino-substituted arenesulfonyl fluoride derivatives in good to excellent yields.

Sulfur(VI) fluoride compounds and methods for the preparation thereof

This application describes a compound represented by Formula (I): (I) wherein: Y is a biologically active organic core group comprising one or more of an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group, to which Z is covalently bonded; n is 1, 2, 3, 4 or 5; m is 1 or 2; Z is O, NR, or N; X1 is a covalent bond or —CH2CH2—, X2 is O or NR; and R comprises H or a substituted or unsubstituted group selected from an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group. Methods of preparing the compounds, methods of using the compounds, and pharmaceutical compositions comprising the compounds are described as well.