25630-24-4

Basic information

• Product Name: N,N-DIALLYLBENZENESULFONAMIDE
• Synonyms: N,N-DIALLYLBENZENESULFONAMIDE;Nsc77919
• CAS NO: 25630-24-4
• Molecular Formula: C₁₂H₁₅NO₂S
• Molecular Weight: 237.32
• Mol File: 25630-24-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 345.3°Cat760mmHg
• Flash Point: 162.6°C
• Appearance: /
• Density: 1.123g/cm³
• Vapor Pressure: 6.22E-05mmHg at 25°C
• Refractive Index: 1.545
• PKA: -6.40±0.70(Predicted)
• CAS DataBase Reference: N,N-DIALLYLBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIALLYLBENZENESULFONAMIDE(25630-24-4)
• EPA Substance Registry System: N,N-DIALLYLBENZENESULFONAMIDE(25630-24-4)

Safety Data

• Hazardous Substances Data: 25630-24-4(Hazardous Substances Data)

Usage

Description

N,N-Diallylbenzenesulfonamide is a versatile chemical compound that plays a significant role in the production of rubber and plastics. It is recognized for its ability to enhance the properties of vulcanized polymers, particularly their resistance to heat, oil, and aging processes. As a crosslinking agent, it strengthens and stabilizes the molecular structure of rubber and plastic materials, thereby improving their performance and longevity. Moreover, N,N-Diallylbenzenesulfonamide exhibits antimicrobial properties, making it suitable for applications where controlling microbial growth is essential.

Uses

Used in Rubber and Plastics Industry:
N,N-Diallylbenzenesulfonamide is used as a crosslinking agent for improving the properties of vulcanized polymers. It enhances their resistance to heat, oil, and aging processes, which in turn increases the durability and performance of rubber and plastic products.
Used in Antimicrobial Applications:
Due to its antimicrobial properties, N,N-Diallylbenzenesulfonamide is used in various applications where controlling microbial growth is necessary. This makes it suitable for use in industries such as healthcare, food packaging, and water treatment, where preventing the growth of bacteria and other microorganisms is crucial for maintaining safety and quality.

InChI:InChI=1/C12H15NO2S/c1-3-10-13(11-4-2)16(14,15)12-8-6-5-7-9-12/h3-9H,1-2,10-11H2

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 124-02-7 diallylamine 
• 98-10-2 benzenesulfonamide 
• 106-95-6 allyl bromide 
• 873-55-2 sodium benzenesulfonate 
• 874480-14-5 O-benzoyl-N,N-diallylhydroxylamine 
• 50487-70-2 N-allylbenzenesulfonamide 
• 7575-57-7 allyl benzenesulfonate 
• 108-88-3 toluene 

Downstream Products

• 80662-89-1 N-benzenesulfonyl-2-methyl-4-azacycloheptanone 
• 80662-88-0 N-benzenesulfonyl-5-azacyclooctanone 
• 125022-55-1 2,6-Dichloromethyl-4-phenylsulfonylperhydro-1,4-selenazine 
• 124982-57-6 1,1-Dichloro-2,6-dichloromethyl-4-phenylsulfonylperhydro-1,4-selenazine 
• 124982-62-3 2,6-Dibromomethyl-4-phenylsulfonylperhydro-1,4-selenazine 
• 124982-56-5 1,1-Dibromo-2,6-dibromomethyl-4-phenylsulfonylperhydro-1,4-selenazine 
• 124982-60-1 1,1-Dichloro-2,6-dichloromethyl-4-phenylsulfonylperhydro-1,4-tellurazine 
• 80662-90-4 N,N-bis(3-hydroxypropyl)benzenesulfonamide 
• 1241051-07-9 N-benzenesulfonyl-3,4-dimethyl-2,3-dihydropyrrole 
• 16851-71-1 1-(benzenesulfonyl)-2,5-dihydro-1H-pyrrole 
• 1448354-54-8 C₁₆H₁₇NO₂S 
• 16851-72-2 1-[(4-methylphenyl)sulfonyl]-2,5-dihydro-1H-pyrrole 
• 91639-34-8 2,6-bis(iodomethyl)-4-(phenylsulfonyl)morpholine 
• 25630-21-1 4-benzenesulfonyl-2,6-bis-chloromethyl-thiomorpholine 

Relevant articles and documents

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PTAB mediated open air synthesis of sulfonamides, thiosulfonates and symmetrical disulfanes

A facile methodology has been described which has successfully simplified the generation of sulfonamides, thiosulfonates and symmetric disulfanes. This “trio” of reactions occur in an open air metal free atmosphere and has also been scaled up to grams making it suitable for commercialization. The reactions also have been successfully carried out with asymmetric variants, thus contributing to the chiral pool. The user friendly “trio” enables easy generation of these versatile sulfur analogues and the reaction condition employed depict an economic outline.

Copper-catalyzed electrophilic amination of sodium sulfinates at room temperature

By using O-benzoyl hydroxylamines as amine sources, the first convenient copper-catalyzed electrophilic amination of sodium sulfinates has been realized. Even with 2 mol% catalyst loading, the protocol provided an efficient and straightforward synthesis of a broad range of functional sulfonamides under ambient reaction conditions without an additional base and ligand. Based on the control experiments, a plausible mechanism was proposed.