21849-40-1

Basic information

• Product Name: Benzenesulfonamide,N,N-dibromo-4-methyl-
• CAS NO: 21849-40-1
• Molecular Weight: 329.012
• Mol File: 21849-40-1.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide,N,N-dibromo-4-methyl- (CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide,N,N-dibromo-4-methyl- (21849-40-1)
• EPA Substance Registry System: Benzenesulfonamide,N,N-dibromo-4-methyl- (21849-40-1)

Safety Data

• Hazardous Substances Data: 21849-40-1(Hazardous Substances Data)

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 127-65-1 chloroamine-T 
• 41085-71-6 bromamine T 

Downstream Products

• 5485-71-2 N-(2-bromo-1-phenylethyl)-4-methylbenzenesulfonamide 
• 24507-29-7 3-Bromo-4-ethoxybenzoic Acid 
• 35985-99-0 4,8-dibromo-6-(toluene-4-sulfonyl)-2-oxa-6-aza-adamantane 
• 41085-71-6 bromamine T 

Relevant articles and documents

Spectrophotometric Oxidative Decolorization of Methyl Red with Chloramine-T and Bromamine-T: Comparative Kinetic Modeling and Mechanistic Study

Abstract: Methyl Red (MR) is a synthetic mono-azo dye which is extensively used as a colorant in textile and paper printing industries. The widespread amount of MR dye in wastewater poses potential threat to ecosystem and human health. In this context, we have developed a simple and expeditious oxidative decolorization technique for the removal of MR dye by organic N-haloamines viz., chloramine-T (CAT) and bromamine-T (BAT) present in the wastewater. The reaction was focused to changes in: (i) concentration of p-toluenesulfonamide, (ii) ionic strength, (iii) dielectric permittivity, (iv) polymerization study, and (v) halide ions effects. The activation parameters were deduced. Oxidation products of MR dye were identified. The rate of oxidation of MR is about four times faster with BAT than with CAT. The chemical oxygen demand value of the dye was determined. Phytotoxicity and economic analysis were carried out for the proposed decolorization process. A plausible mechanism conforming the kinetic data, reaction stoichiometry and product analysis has been proposed. Further, the present redox system can be adopted for treating MR dye present in industrial effluents with suitable modifications to reduce the toxicity caused by MR dye in wastewater.

Aluminium powder-catalyzed regio- and stereoselective aminobromination of α,β-unsaturated carbonyl compounds and simple olefins with the p-toluenesulfonamide/ n-bromosuccinimide (TsNH2-NBS) system

The regio- and stereoselective aminobromination of α,β- unsaturated carbonyl compounds and simple olefins catalyzed by elementary aluminium powder has been established by using p-toluenesulfonamide (TsNH 2) and N-bromosuccinimide (NBS) as the n

Mechanistic chemistry of oxidation of balsalazide with acidic chloramine-T and bromamine-T: A comparative spectrophotometric kinetic study

Balsalazide (BSZ) belongs to a class of non-steroidal anti-inflammatory drugs. Kinetics and mechanism of oxidation of BSZ with sodium N-halo-p-toluenesulfonamides viz., chloramine-T(CAT) and bromamine-T(BAT) in HClO4 medium have been spectrophotometrically investigated (λ max = λambda -{max } =$ 357nm) at 303 K. Under comparable experimental conditions, reactions with both the oxidants follow a first-order dependence of rate on [BSZ] and fractional-order dependence on each [oxidant] and [HClO4]. Activation parameters and reaction constants have been computed. 2-hydroxy-5-nitroso-benzoic acid and 3-(4-nitroso-benzoylamino)-propionic acid are identified as the oxidation products of BSZ with both CAT and BAT. The rate of oxidation of BSZ is about five-fold faster with BAT than with CAT. Plausible mechanism and related rate law have been deduced for the observed kinetics. [Figure not available: see fulltext.]

Copper-Catalyzed Perfluoroalkylation of Alkynyl Bromides and Terminal Alkynes

A copper-catalyzed one-pot perfluoroalkylation of alkynyl bromides and terminal alkynes has been disclosed, and the corresponding perfluoroalkylated alkynes could be attained in good to excellent yields. The new straightforward transformation shows high efficiency (0.01-0.5 mol % catalyst loading), broad substrate scope, and remarkable functional group tolerance and provides a facile approach for useful application in life and material sciences.

Nitrene Photochemistry of Manganese N-Haloamides**

Manganese complexes supported by macrocyclic tetrapyrrole ligands represent an important platform for nitrene transfer catalysis and have been applied to both C?H amination and olefin aziridination catalysis. The reactivity of the transient high-valent Mn nitrenoids that mediate these processes renders characterization of these species challenging. Here we report the synthesis and nitrene transfer photochemistry of a family of MnIII N-haloamide complexes. The S=2 N-haloamide complexes are characterized by 1H NMR, UV-vis, IR, high-frequency and -field EPR (HFEPR) spectroscopies, and single-crystal X-ray diffraction. Photolysis of these complexes results in the formal transfer of a nitrene equivalent to both C?H bonds, such as the α-C?H bonds of tetrahydrofuran, and olefinic substrates, such as styrene, to afford aminated and aziridinated products, respectively. Low-temperature spectroscopy and analysis of kinetic isotope effects for C?H amination indicate halogen-dependent photoreactivity: Photolysis of N-chloroamides proceeds via initial cleavage of the Mn?N bond to generate MnII and amidyl radical intermediates; in contrast, photolysis of N-iodoamides proceeds via N?I cleavage to generate a MnIV nitrenoid (i.e., {MnNR}7 species). These results establish N-haloamide ligands as viable precursors in the photosynthesis of metal nitrenes and highlight the power of ligand design to provide access to reactive intermediates in group-transfer catalysis.

METHODS AND INTERMEDIATES FOR THE PREPARATION OF BILE ACID DERIVATIVES

The present disclosure relates to methods and novel intermediates useful in the preparation of a compound of formula I or pharmaceutically acceptable salt, hydrate, solvate or amino acid, sulfate or glucuronide conjugate, or prodrug thereof.

Atmosphere- and Temperature-Controlled Regioselective Aminobromination of Olefins

A complete switch of regioselectivity in the aminobromination of olefins is realized from delicate changes in the reaction temperature from 25 °C to 40 °C and the atmosphere from air to argon, under catalyst-free conditions. The resulting α-bromoamides ca

Bromamine-T as an efficient amine source for Sharpless asymmetric aminohydroxylation of olefins

Asymmetric aminohydroxylation of various olefins was carried out using bromamine-T as nitrogen source in the presence of (DHQ)2PHAL ligand. The new nitrogen source has been found to be effective in terms of yield and reaction time. The optical purities of the products could be obtained with up to 99% ee.

A highly efficient catalyst-free protocol for C-H bond activation: Sulfamidation of alkyl aromatics and aldehydes

A catalyst-free protocol has been developed for amidation of alkyl aromatics and aldehydes using TsNBr2via a nitrene transfer process in the presence of a base in excellent yield within a short time. The reaction was found to be selective for secondary and tertiary benzylic C-H bonds and C-H bonds of aldehydic groups.

A facile noncatalytic pathway for the nitrene transfer process: Expeditious access to aziridines

A fast and efficient method has been developed for generation of sulfonyl nitrene from N,N-dibromo-p-toluenesulfonamide (TsNBr2) in the presence of a base without any catalyst. This method was applied to produce aziridines from different kinds of olefins within a short time in high yields. The Royal Society of Chemistry.