41085-71-6

Basic information

• Product Name: sodium N-bromo-p-toluenesulphonamidate
• Synonyms: sodium N-bromo-p-toluenesulphonamidate;bromamine T
• CAS NO: 41085-71-6
• Molecular Formula: C₇H₇BrNO₂S*Na
• Molecular Weight: 273.10269
• EINECS: 255-211-2
• Mol File: 41085-71-6.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: sodium N-bromo-p-toluenesulphonamidate(CAS DataBase Reference)
• NIST Chemistry Reference: sodium N-bromo-p-toluenesulphonamidate(41085-71-6)
• EPA Substance Registry System: sodium N-bromo-p-toluenesulphonamidate(41085-71-6)

Safety Data

• Hazardous Substances Data: 41085-71-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H8BrNO2S.Na/c1-6-2-4-7(5-3-6)12(10,11)9-8;/h2-5,9H,1H3;/q;+1

Upstream product

• 21849-40-1 dibromamine-T 
• 127-65-1 chloroamine-T 

Downstream Products

• 124-38-9 carbon dioxide 
• 70-55-3 toluene-4-sulfonamide 
• 64-18-6 formic acid 
• 107-15-3 ethylenediamine 
• 7063-95-8 acetonitrile-N-oxide 
• 107-16-4 glycolonitrile 
• 625-28-5 Isovaleronitrile 
• 486-25-9 9-fluorenone 
• 3096-47-7 2-chloro-9H-fluoren-9-one 
• 3096-56-8 2-bromofluoren-9-one 
• 146041-79-4 9-(toluene-4-sulfonyl)-9-aza-bicyclo[6.1.0]nonane 
• 159659-19-5 1-(4-methylphenylsulfonyl)-2-octylaziridine 
• 13225-54-2 3-tosyl-3-azatricyclo[3.2.1.0^2,4]octane 
• 147127-09-1 1-[(4-methylphenyl)sulfonyl]-1,1a,6,6a-tetrahydroindeno[1,2-b]azirene 

Relevant articles and documents

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.

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.

CO2-induced amidobromination of olefins with bromamine-T

The carbon dioxide (CO2)-induced amidobromination of olefins with bromamine-T is described. The method can be used in reactions with a wide range of olefins, both aromatic and aliphatic, as well as electron-rich and deficient olefins, leading to the regioselective formation of amidobrominated compounds.