50487-70-2

Basic information

• Product Name: N-AllylbenzenesulfonaMide
• Synonyms: N-AllylbenzenesulfonaMide;NSC 85509
• CAS NO: 50487-70-2
• Molecular Formula: C₉H₁₁NO₂S
• Molecular Weight: 197.25414
• Mol File: 50487-70-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 313.8 °C at 760 mmHg
• Flash Point: 143.6 °C
• Appearance: /
• Density: 1.173 g/cm³
• Vapor Pressure: 0.000485mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: N-AllylbenzenesulfonaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-AllylbenzenesulfonaMide(50487-70-2)
• EPA Substance Registry System: N-AllylbenzenesulfonaMide(50487-70-2)

Safety Data

• Hazardous Substances Data: 50487-70-2(Hazardous Substances Data)

Usage

General Description

N-Allylbenzenesulfonamide is a chemical compound with the molecular formula C9H11NO2S. It is a white to off-white solid with a faint ammonia odor, and it is soluble in water and most organic solvents. N-Allylbenzenesulfonamide is commonly used as a crosslinking agent in the synthesis of polymers, specifically in the production of thermoset resins and rubbers. It is also used as a reagent in organic synthesis, particularly in the formation of carbon-nitrogen bonds. Additionally, N-Allylbenzenesulfonamide has been studied for its potential biological activity, including its antimicrobial and antiviral properties. Overall, it is a versatile and important chemical in various industrial and scientific applications.

InChI:InChI=1/C9H11NO2S/c1-2-8-10-13(11,12)9-6-4-3-5-7-9/h2-7,10H,1,8H2

Upstream product

• 98-10-2 benzenesulfonamide 
• 7575-57-7 allyl benzenesulfonate 
• 108-88-3 toluene 
• 108-98-5 thiophenol 
• 107-11-9 1-amino-2-propene 
• 873-55-2 sodium benzenesulfonate 
• 99606-67-4 N-(3-methylbut-2-en-1-yl)benzenesulfonamide 
• 875559-85-6 N-allyl-N-(3-methylbut-2-en-1-yl)benzenesulfonamide 
• 106-95-6 allyl bromide 
• 938-10-3 phenylsulfonyl azide 
• 2622-05-1 allylmagnesium bromide 
• 1017238-68-4 N-allylbenzenesulfinamide 
• 98-09-9 benzenesulfonyl chloride 
• 100-46-9 benzylamine 

Downstream Products

• 66896-84-2 N-Allyl-N-(3-chloro-benzoyl)-benzenesulfonamide 
• 66896-80-8 N-allyl-2-chloro-N-phenylsulfonylbenzamide 
• 66896-87-5 N-Allyl-N-(2-methyl-benzoyl)-benzenesulfonamide 
• 599179-14-3 N-allyl-N-(2-bezoylprop-2-enyl)benzenesulfonamide 
• 25630-24-4 N,N-diallylbenzenesulfonamide 
• 97462-72-1 N-(phenylsulfonyl)-3-methyl-4-methylenepyrrolidine 
• 97462-73-2 N-(phenylsulfonyl)-2-methylenepiperidine 
• 6453-90-3 2-(iodomethyl)-1-(phenylsulfonyl)aziridine 
• 1304522-75-5 1-(phenylsulfonyl)-3-(prop-1-en-2-yl)-1H-pyrrole 
• 1429938-81-7 C₁₄H₁₆N₂O₃S 

Relevant articles and documents

Twofold Radical-Based Synthesis of N, C-Difunctionalized Bicyclo[1.1.1]pentanes

Bicyclo[1.1.1]pentylamines (BCPAs) are of growing importance to the pharmaceutical industry as sp3-rich bioisosteres of anilines and N-tert-butyl groups. Here we report a facile synthesis of 1,3-disubstituted BCPAs using a twofold radical functionalization strategy. Sulfonamidyl radicals, generated through fragmentation of α-iodoaziridines, undergo initial addition to [1.1.1]propellane to afford iodo-BCPAs; the newly formed C-I bond in these products is then functionalized via a silyl-mediated Giese reaction. This chemistry also translates smoothly to 1,3-disubstituted iodo-BCPs. A wide variety of radical acceptors and iodo-BCPAs are accommodated, providing straightforward access to an array of valuable aniline-like isosteres.

Harnessing Energy-Transfer in N-Centered Radical-Mediated Synthesis of Pyrrolidines

Atom transfer radical addition (ATRA), cyclization (ATRC), and polymerization (ATRP) are valuable synthetic methods for the functionalization of olefins. With the advent of photoredox catalysis, visible-light became a popular tool for the initiation of these reactions. We have developed a protocol that enables easy access to distally functionalized pyrrolidines employing blue-light mediated atom transfer radical [3+2] cyclization. The reaction is scalable, proceeds at very mild conditions. tolerates various functional groups, and provides the corresponding products in good to excellent yields. If rigid olefins are utilized as the reaction partners, the products can be isolated as single diastereomers. The mechanistic investigations provide strong support for an energy-transfer mechanism.

Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols

Sulfonamides are key motifs in pharmaceuticals and agrochemicals, spurring the continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts and can be carried out in only 5 min. Hydrogen is formed as a benign byproduct at the counter electrode. Owing to the mild reaction conditions, the reaction displays a broad substrate scope and functional group compatibility.