830-41-1

Basic information

• Product Name: N-Allyl-4-bromobenzenesulfonamide
• Synonyms: N-Allyl-4-bromobenzenesulfonamide
• CAS NO: 830-41-1
• Molecular Formula: C₉H₁₀BrNO₂S
• Molecular Weight: 0
• Mol File: 830-41-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 357.1°C at 760 mmHg
• Flash Point: 169.7°C
• Appearance: /
• Density: 1.498g/cm³
• Vapor Pressure: 2.8E-05mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: N-Allyl-4-bromobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Allyl-4-bromobenzenesulfonamide(830-41-1)
• EPA Substance Registry System: N-Allyl-4-bromobenzenesulfonamide(830-41-1)

Safety Data

• Hazardous Substances Data: 830-41-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10BrNO2S/c1-2-7-11-14(12,13)9-5-3-8(10)4-6-9/h2-6,11H,1,7H2

Upstream product

• 107-11-9 1-amino-2-propene 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 106-95-6 allyl bromide 
• 1950-71-6 4-bromobenzene-1-sulfonyl bromide 
• 934986-62-6 C₁₂H₆BrCl₃O₃S 

Downstream Products

• 403793-16-8 N-allyl-4-iodobenzenesulfonamide 
• 1208004-11-8 4-bromo-N-(2-fluoro-propyl)-benzenesulfonamide 
• 1208004-00-5 6-bromo-4-methyl-3,4-dihydro-2H-benzo[1,2]thiazine 1,1-dioxide 
• 1647100-77-3 (E)-N-allyl-4-bromo-N-(4-methylpenta-2,4-dien-1-yl)benzenesulfonamide 
• 1379536-79-4 N-allyl-4-bromo-N-(phenylethynyl)benzenesulfonamide 
• 1433140-36-3 3-(4-bromophenylsulfonyl)-1-phenyl-3-aza-bicyclo[3.1.0]hexan-2-one 
• 1242104-68-2 N-(2-fluoropropyl)-N-methyl-4-octylaminobenzenesulfonamide 
• 1242104-94-4 C₁₀H₁₃BrFNO₂S 
• 1443931-50-7 9-allyl-1-(4-bromophenylsulfonyl)-6-methyl-2,3-dihydro-1H-benzo[f]indole 
• 1356020-06-8 C₁₉H₂₄BrNO₂S 
• 1356020-07-9 C₂₂H₂₈BrNO₂S 

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.

Synthesis of 3-aza-bicyclo[3.1.0]hexan-2-one derivatives via gold-catalyzed oxidative cyclopropanation of N -allylynamides

N-Allylynamides with various functional groups and different substitution patterns can be converted into 3-aza-bicyclo[3.1.0]hexan-2-one derivatives in moderate to high yield using IMesAuCl/AgBF4 as the catalyst and pyridine N-oxide as the oxidant. A noncarbene mediated approach is proposed as the mechanism.