1821-40-5

Basic information

• Product Name: N-ethyl-4-methyl-N-phenyl-benzenesulfonamide
• Synonyms: N-ethyl-4-methyl-N-phenyl-benzenesulfonamide;N-ETHYL-P-TOLUENESULFONANILIDE
• CAS NO: 1821-40-5
• Molecular Formula: C₁₅H₁₇NO₂S
• Molecular Weight: 275.366
• Mol File: 1821-40-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 404.4 °C at 760 mmHg
• Flash Point: 198.4 °C
• Appearance: /
• Density: 1.197 g/cm³
• Vapor Pressure: 9.49E-07mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: N-ethyl-4-methyl-N-phenyl-benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-ethyl-4-methyl-N-phenyl-benzenesulfonamide(1821-40-5)
• EPA Substance Registry System: N-ethyl-4-methyl-N-phenyl-benzenesulfonamide(1821-40-5)

Safety Data

• Hazardous Substances Data: 1821-40-5(Hazardous Substances Data)

Usage

General Description

N-ethyl-4-methyl-N-phenyl-benzenesulfonamide, also known as EPMPS, is a chemical compound commonly used as a UV stabilizer in the production of plastics, rubber, and other polymer materials. It acts as a light stabilizer by absorbing and dissipating harmful UV radiation, thus preventing degradation and discoloration of the materials. EPMPS is also utilized as an additive in the production of polymers to improve their heat resistance and durability. Additionally, it is used in the synthesis of pharmaceuticals and agrochemicals, serving as a building block in the creation of various organic compounds. Despite its beneficial properties, EPMPS should be handled with care as it can cause irritation to the skin, eyes, and respiratory system upon exposure.

InChI:InChI=1/C15H17NO2S/c1-3-16(14-7-5-4-6-8-14)19(17,18)15-11-9-13(2)10-12-15/h4-12H,3H2,1-2H3

Upstream product

• 103-69-5 N-ethyl-N-phenylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 91-66-7 N,N-diethylaniline 
• 613-97-8 N-methyl-N-ethylaniline 
• 16078-91-4 N-allyl-N-ethylaniline 
• 557-20-0 diethylzinc 
• 98-95-3 nitrobenzene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 64-17-5 ethanol 
• 68-34-8 phenyl toluenesulfonamide 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 64-67-5 diethyl sulfate 

Downstream Products

• 53973-79-8 N-ethyl-2-(toluene-4-sulfonyl)-aniline 
• 101113-21-7 toluene-4-sulfonic acid-(N-ethyl-4-nitro-anilide) 
• 1213-33-8 o-aminophenyl p-tolyl sulfone 

Relevant articles and documents

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.

Electrophilic Amination with Nitroarenes

An exceptionally general electrophilic amination, which directly transforms commercially available nitroarenes into alkylated aromatic aminoboranes with zinc organyl compounds was developed. The reaction starts with a two-step partial reduction of the nitro group to a nitrenoid, which is used in situ as the electrophilic amination reagent. To facilitate isolation, the resulting air- and moisture-sensitive aminoboranes were reacted with a range of electrophiles. The method not only represents a direct transformation of nitro compounds into electrophilic amination reagents but also provides an elegant alternative to dehydrocoupling methods for the generation of aminoboranes.

Synthesis of sulfonamides: Via copper-catalyzed oxidative C-N bond cleavage of tertiary amines

A copper-catalyzed coupling reaction of sulfonyl chlorides with tertiary amines via the oxidative C-N bond cleavage of tertiary amines was developed. Sulfonamides were synthesized using this strategy in moderate to good yields. The reaction was applicable to various tertiary amines, as well as sulfonyl chlorides.