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

• 5470-49-5 4-methanesulfonylphenylamine 
• 53147-98-1 4-(methylsulfonyl)benzaldehyde oxime 
• 20277-69-4 sodium methansulfinate 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 1194-02-1 4-fluorobenzonitrile 
• 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 
• 512-56-1 trimethyl phosphite 
• 3058-39-7 4-iodobenzonitrile 

Downstream Products

• 100961-67-9 2-(4-methanesulfonyl-phenyl)-benzo[e][1,3]thiazin-4-one 
• 10297-73-1 4-(methanesulfonyl)acetophenone 

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 Cyanation of Aryl Thioethers

A nickel-catalyzed cyanation of aryl thioethers using Zn(CN)2 as a cyanide source has been developed to access functionalized aryl nitriles. The ligand dcype (1,2-bis(dicyclohexylphosphino)ethane) in combination with the base KOAc (potassium acetate) is essential for achieving this transformation efficiently. This reaction involves both a C-S bond activation and a C-C bond formation. The scalability, low catalyst and reagents loadings, and high functional group tolerance have enabled both late-stage derivatization and polymer recycling, demonstrating the reaction's utility across organic chemistry.

Tetrameric Lanthanide-Substituted Silicotungstate {Ln8Si4W40} Nanoclusters: Synthesis, Structural Characterization, Electrochemistry, and Catalytic Application for Oxidation of Thioethers

All the title nanoclusters 1–10 with the molecular formula [(Ln2SiW10O38)4(W3O8)(OH)4(H2O)2]26? [LnIII =Sm (1), Eu (2), Gd (3), Tb (4), Dy (5), Ho (6), Er (7), Tm (8), Yb (9), and Y (10)] have been synthesized and isolated as mixed sodium and potassium salts. These nanoclusters are characterized by various analytical techniques such as FT-IR, UV/Vis, Photoluminescence, Single crystal X-ray diffraction, Electrochemistry, ICP-AES and Thermogravimetric analysis, and Powder X-ray diffraction. The {Ln8Si4W40} complexes show high efficiency and selectivity for the oxidation of thioethers using H2O2 as green oxidant. It is worth mentioning that the catalyst can be recovered even after five cycles of reaction with only a slight loss in its activity.