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

Chemical Properties

Sulfenone is White solid. Insoluble inwater; soluble in hexane, xylene, carbon tetrachloride, and acetone.

Uses

Different sources of media describe the Uses of 80-00-2 differently. You can refer to the following data:
1. Sulfenone is an impurity of Dapson (D193250), an antibacterial used in the treatment of dermatitis herpetiformis.
2. Acaricide.
3. 4-Chlorophenyl Phenyl Sulfone is an impurity of Dapson (D193250), an antibacterial used in the treatment of dermatitis herpetiformis.

General Description

4-Chlorophenyl phenyl sulfone is also referred to as sulphenone. It participates in palladium-catalyzed amidation reaction in the presence of low CO pressures and an iodide salt.

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 
• 7697-37-2 nitric acid 
• 80-07-9 4,4'-dichlorodiphenyl sulphone 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 1679-18-1 4-Chlorophenylboronic acid 
• 873-55-2 sodium benzenesulfonate 
• 141212-57-9 5-p-(p-chlorophenylsulphonyl)phenyl-3-mercapto-1,2,4-triazole 
• 38980-51-7 1-chloro-2-(4-chlorophenylsulfonyl)benzene 

Downstream Products

• 38040-20-9 (4-chloro-3-nitro-phenyl)-(3-nitro-phenyl)-sulfone 
• 7402-69-9 p-hydroxyphenyl p-tolyl sulfone 
• 83627-59-2 3-(4-chlorophenylsulfonyl)-1-nitrobenzene 
• 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 
• 114194-15-9 (4-carboxyanilino)phenyl phenylsulfone 
• 1192765-26-6 5,5-dimethyl-2-(4-(phenylsulfonyl)phenyl)-1,3,2-dioxaborinane 
• 7019-01-4 p-aminophenyl phenyl sulfone 
• 4273-98-7 2-aminophenyl phenyl sulfone 
• 950246-75-0 3-(4-chlorophenylsulfonyl)benzenesulfonamide 
• 61654-48-6 N-phenyl-4-(phenylsulfonyl)benzenamine 
• 3112-94-5 N,N-dimethyl-4-(phenylsulfonyl) aniline 
• 200125-70-8 (S)-2-methyl-1,2,3,4-tetrahydroquinoline 

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.