80-00-2

Basic information

• Product Name: Sulfenone
• Synonyms: LABOTEST-BB LT00159657;1-CHLORO-4-(PHENYLSULFONYL)BENZENE;4-CHLORODIPHENYL SULFONE;4-CHLOROPHENYL PHENYL SULFONE;P-CHLOROPHENYL PHENYL SULFONE;SULFERONE;Sulfenone;SULPHENONE
• CAS NO: 80-00-2
• Molecular Formula: C₁₂H₉ClO₂S
• Molecular Weight: 252.72
• EINECS: 201-242-1
• Product Categories: Organic Building Blocks;Sulfones;Sulfur Compounds
• Mol File: 80-00-2.mol
• Article Data: 56

Chemical Properties

• Melting Point: 90-94 °C(lit.)
• Boiling Point: 389 °C / 719mmHg
• Flash Point: 197.4 °C
• Appearance: solid
• Density: 1.3319 (estimate)
• Vapor Pressure: 2.48E-06mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: acetone: soluble74.4 g/100ml at 20°C(lit.)
• Stability: Stable. Incompatible with strong oxidizing agents.
• Merck: 14,8988
• CAS DataBase Reference: Sulfenone(CAS DataBase Reference)
• NIST Chemistry Reference: Sulfenone(80-00-2)
• EPA Substance Registry System: Sulfenone(80-00-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: WR5775000
• TSCA: Yes
• Hazardous Substances Data: 80-00-2(Hazardous Substances Data)

Usage

Description

Sulfenone is an organic compound that serves as an impurity in Dapson (D193250), an antibacterial agent used for treating dermatitis herpetiformis. It is also known for its potential use as an acaricide.

Uses

Used in Pharmaceutical Industry:
Sulfenone is used as an impurity in Dapson (D193250) for the treatment of dermatitis herpetiformis, a chronic skin condition characterized by itchy blisters.
Used in Pest Control:
Sulfenone is used as an acaricide, which is a chemical agent designed to control or kill mites and ticks, helping to prevent infestations and the spread of diseases they may carry.
Used in Chemical Synthesis:
4-Chlorophenyl Phenyl Sulfone, an impurity of Dapson (D193250), is used in the synthesis of various chemical compounds, contributing to the development of new pharmaceuticals and other industrial applications.

InChI:InChI=1/C12H9ClO2S/c13-10-6-8-12(9-7-10)16(14,15)11-4-2-1-3-5-11/h1-9H

Upstream product

• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 71-43-2 benzene 
• 108-90-7 chlorobenzene 
• 98-09-9 benzenesulfonyl chloride 
• 98-11-3 benzenesulfonic acid 
• 7446-70-0 aluminium trichloride 
• 13343-26-5 phenyl p-chlorophenyl sulfide 
• 98-80-6 phenylboronic acid 
• 5661-14-3 N-(phenylsulfonyl)acetamide 
• 3495-32-7 N-chloro-N-(benzenesulfonyl)benzenesulfonamide 
• 2618-96-4 dibenzenesulfonamide 
• 106-39-8 bromochlorobenzene 
• 873-55-2 sodium benzenesulfonate 
• 14752-66-0 sodium p-chlorobenzenesulphinate 

Downstream Products

• 139225-65-3 4'-Phenylsulfonyl-3,5-di-tert-butyl-<1,1'-biphenyl>-4-ol 
• 138453-04-0 3-(4-Benzenesulfonyl-phenyl)-2,5-dimethyl-1H-pyrrole 
• 28276-07-5 Bis(benzene-4-sulfonylphenyl)ether 
• 90139-53-0 1,1'-(1-methylethylidene)bis[4-[4-(phenylsulfonyl)phenoxy]benzene] 
• 7019-01-4 p-aminophenyl phenyl sulfone 
• 4273-98-7 2-aminophenyl phenyl sulfone 
• 3112-94-5 N,N-dimethyl-4-(phenylsulfonyl) aniline 
• 200125-70-8 (S)-2-methyl-1,2,3,4-tetrahydroquinoline 
• 1780-19-4 (R)-1,2,3,4-tetrahydroquinaldine 
• 94305-67-6 4-(4-Methyl-phenoxy)-diphenylsulfon 
• 47189-05-9 1-phenoxy-4-(phenylsulfonyl)benzene 

Relevant articles and documents

Visible-Light-Mediated Late-Stage Sulfonylation of Boronic Acids via N-S Bond Activation of Sulfonamides

A visible-light-mediated late-stage arylation of N-S bonds in sulfonamides has been developed with using readily available imines as sulfonyl radical source. Diverse complex sulfones could be synthesized by prefunctionalizaiton and subsequent N-S bond ary

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.

Sulfonylation of Bismuth Reagents with Sulfinates or SO2through BiIII/BiV Intermediates

Studies to explore the catalytic activities of main-group elements are attractive. We report here our study of sulfonylation of bismuth reagents with sulfinates or SO2 surrogates. Under oxidative conditions, triarylbismuthines and sulfinates were transformed into diaryl sulfones. A transition-metal-like two-electron redox process at the Bi center was achieved in this reaction. Sulfur dioxide generated in situ can also replace sulfinates to deliver the corresponding symmetric diaryl sulfones. A rational mechanism for this reaction was also proposed that involves a Bi(III)-Bi(V) manifold.