90-10-8

Basic information

• Product Name: N-Methyl-N-phenylbenzenesulfonamide
• Synonyms: Benzenesulfonanilide, N-methyl-;N-Methylbenzenesulfonanilide;BENZENESULFONAMIDE, N-METHYL-N-PHENYL-;N-METHYL-N-PHENYL BENZENE SULFONAMIDE
• CAS NO: 90-10-8
• Molecular Formula: C₁₃H₁₃NO₂S
• Molecular Weight: 247.31
• Mol File: 90-10-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 380.4 °C at 760 mmHg
• Flash Point: 183.8 °C
• Appearance: /
• Density: 1.254 g/cm³
• Vapor Pressure: 5.47E-06mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: N-Methyl-N-phenylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-N-phenylbenzenesulfonamide(90-10-8)
• EPA Substance Registry System: N-Methyl-N-phenylbenzenesulfonamide(90-10-8)

Safety Data

• Hazardous Substances Data: 90-10-8(Hazardous Substances Data)

Usage

Description

N-Methyl-N-phenylbenzenesulfonamide is a chemical compound that features a benzene ring with a sulfonamide group, a methyl group, and a phenyl group attached to the nitrogen atom. It is recognized for its mild toxicological properties and low volatility, contributing to its safety in laboratory and industrial applications.

Uses

Used in Pharmaceutical Industry:
N-Methyl-N-phenylbenzenesulfonamide serves as a crucial building block in the synthesis of pharmaceutical drugs. It is particularly instrumental in the development of anti-inflammatory and analgesic medications due to its chemical structure and properties.
Used in Dye and Pigment Production:
N-Methyl-N-phenylbenzenesulfonamide also functions as an intermediate in the production of dyes and pigments, where its chemical composition contributes to the color and stability of the final products.
Used in Polymer and Rubber Accelerator Synthesis:
N-Methyl-N-phenylbenzenesulfonamide is utilized in the synthesis of polymers and rubber accelerators, playing a significant role in enhancing the production process and improving the end products' performance characteristics.

InChI:InChI=1/C13H13NO2S/c1-14(12-8-4-2-5-9-12)17(15,16)13-10-6-3-7-11-13/h2-11H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 1678-25-7 N-phenylbenzenesulfonamide 
• 121-69-7 N,N-dimethyl-aniline 
• 98-09-9 benzenesulfonyl chloride 
• 100-61-8 N-methylaniline 
• 7732-18-5 water 
• 151721-54-9 N-(2-bromophenyl)-N-methylbenzenesulfonamide 
• 873-55-2 sodium benzenesulfonate 
• 103-67-3 benzyl-methyl-amine 
• 591-50-4 iodobenzene 
• 5183-78-8 methyl(phenylsulfonyl)amide 
• 108-86-1 bromobenzene 
• 174741-00-5 α,α-diphenyl-o-(N-methyl-N-phenylsulfamyl)benzyl alcohol 
• 41314-20-9 sodium N-phenylbenzenesulphonamide 

Downstream Products

• 106167-04-8 3-nitro-benzenesulfonic acid-(N-methyl-2,4-dinitro-anilide) 
• 479-45-8 tetryl 
• 53973-76-5 N-methyl-2-(phenylsulfonyl)aniline 
• 174741-00-5 α,α-diphenyl-o-(N-methyl-N-phenylsulfamyl)benzyl alcohol 
• 15448-98-3 3,3-diphenyl-1,2-benzoxathiole 1,1-dioxide 
• 80-44-4 n-butyl benzenesulfonate 
• 74-87-3 methylene chloride 
• 62-53-3 aniline 
• 71-43-2 benzene 
• 108-98-5 thiophenol 
• 100-61-8 N-methylaniline 
• 54437-71-7 N-methyl-N-phenyl-2-methylbenzenesulfonamide 

Relevant articles and documents

Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C-H Activation Processes

It has been found that the final products of the reaction of sulfonyl chlorides and tertiary amines in the presence of cadmium sulfide nanoparticles under visible light irradiation are highly dependent on the applied reaction conditions. Interestingly, with the change of a reaction condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 and sp2 C-H activation) that lead to different products such as secondary amines and various sulfonyl compounds. Remarkably, all of these reactions were performed under visible light irradiation and an air atmosphere without any additive or oxidant in benign solvents or under solvent-free conditions. During this study, the CdS nanoparticles as affordable, heterogeneous, and recyclable photocatalysts were designed, successfully synthesized, and fully characterized and applied for these protocols. During these studies, intermediates resulting from the oxidation of tertiary amines are trapped during the photoinduced electron transfer (PET) process. The reaction was carried out efficiently with a variety of substrates to give the corresponding products at relatively short times in good to excellent yields in parallel with the use of the visible light irradiation as a renewable energy source. Most of these processes are novel or are superior in terms of cost-effectiveness, safety, and simplicity to published reports.

KMnO4-mediated oxidative C[sbnd]N bond cleavage of tertiary amines: Synthesis of amides and sulfonamides

KMnO4-mediated oxidative C[sbnd]N bond cleavage of tertiary amines producing secondary amine was introduced, which was trapped by electrophiles (acyl chloride and sulfonyl chloride) to form amides and sulfonamides. The reaction could take place at mild condition, tolerating a wide range of function groups and affording products in moderate to excellent yields.

Charge-Transfer Complex Promoted Regiospecific C?N Bond Cleavage of Vicinal Tertiary Diamines

A catalyst-free, charge-transfer complex promoted coupling of sulfonyl chlorides with vicinal tertiary diamines to generate sulfonamides is presented. Mechanistic studies showed that these reactions are proceeded via charge transfer of vicinal tertiary diamines to sulfonyl chlorides, forming the unstable sulfonyl quaternary ammonium like complexes which induced the regiospecific intramolecular C?N bond cleavage of vicinal tertiary diamines. (Figure presented.).