22821-76-7

Basic information

• Product Name: 4-(METHYLSULFONYL)BENZONITRILE
• Synonyms: Benzonitrile, 4-(methylsulfonyl)-;Benzonitrile, p-(methylsulfonyl)-;p-Methanesulfonylbenzonitrile;4-METHANESULFONYL-BENZONITRILE;4-(METHYLSULFONYL)BENZONITRILE;4-METHYLSULPHONYL BENZONITRILE;BUTTPARK 121\04-70;4-(Methylsulphonyl)benzonitrile 98%
• CAS NO: 22821-76-7
• Molecular Formula: C₈H₇NO₂S
• Molecular Weight: 181.21
• Product Categories: Boron, Nitrile, Thio,& TM-Cpds
• Mol File: 22821-76-7.mol
• Article Data: 54

Chemical Properties

• Melting Point: 137-142 °C
• Boiling Point: 385.821 °C at 760 mmHg
• Flash Point: 187.138 °C
• Appearance: White to orange to brown/Crystalline Powder
• Density: 1.3055 (rough estimate)
• Vapor Pressure: 3.7E-06mmHg at 25°C
• Refractive Index: 1.5650 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-(METHYLSULFONYL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(METHYLSULFONYL)BENZONITRILE(22821-76-7)
• EPA Substance Registry System: 4-(METHYLSULFONYL)BENZONITRILE(22821-76-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-22
• Safety Statements: 24/25
• Hazardous Substances Data: 22821-76-7(Hazardous Substances Data)

Usage

Chemical Properties

white to brown crystalline powder

InChI:InChI=1/C8H7NO2S/c1-12(10,11)8-4-2-7(6-9)3-5-8/h2-5H,1H3

Upstream product

• 98-10-2 benzenesulfonamide 
• 4052-30-6 4-methylsulfonylbenzoic acid 
• 22821-80-3 N-(4-methanesulfonylphenyl)acetamide 
• 15898-42-7 sodium 4-cyanobenzenesulfinate 
• 74-88-4 methyl iodide 
• 857488-42-7 benzenesulfonyl-(4-methanesulfonyl-benzoyl)-amine 
• 5470-49-5 4-methanesulfonylphenylamine 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 799797-30-1 4-cyanobenzene-1-sulfonohydrazide 
• 868-85-9 Dimethyl phosphite 
• 557-21-1 zinc(II) cyanide 
• 52323-93-0 1-methanesulfonyl-4-methylsulfanyl-benzene 
• 5807-02-3 4-morpholinoacetonitrile 
• 329776-71-8 Phenyl 4-(methylsulfonyl)benzoate 

Downstream Products

• 100961-67-9 2-(4-methanesulfonyl-phenyl)-benzo[e][1,3]thiazin-4-one 
• 4393-16-2 p-methanesulfonylbenzyl amine 

Relevant articles and documents

Visible-light-promoted aerobic oxidation of sulfides and sulfoxides in ketone solvents

Simple and readily available ketones have been identified to promote the visible-light-promoted aerobic oxidation of sulfides and sulfoxides to sulfones. We report a simple and environmental-friendly oxidation protocol of sulfides to sulfones. Various sulfides were efficiently oxidized into sulfones with O2 as sustainable terminate oxidant, readily available thioxanthone as the photocatalyst and 3-pentanone (DEK) as the solvent. The protocol tolerates diverse functional groups, including halogens, ketone, ester, cyano, heterocycle and even cyclopropyl groups. The detection of the aerobic oxidation reaction in DEK by GC and HRMS disclosed that the key active intermediates were generated.

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.

Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes

An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.