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
• Article Data: 16

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 
• 41085-71-6 bromamine T 
• 127-65-1 chloroamine-T 

Downstream Products

• 24507-29-7 3-Bromo-4-ethoxybenzoic Acid 
• 41085-71-6 bromamine T 
• 37073-22-6 2,6-ditosyl-4,8-dibromo-2,6-diazaadamantane 
• 927209-13-0 N-(2-hydroxy-1,2-diphenylethyl)-4-methylbenzenesulfonamide 
• 176298-48-9 N-(2-hydroxy-1, 2-diphenylethyl)-4-methylbenzenesulfonamide 
• 176298-50-3 (1S,2R)-N-(p-toluenesulfonyl)-2-amino-1-hydroxycyclohexane 

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.

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.]

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.

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