Oxidation of thiols by sodium N-haloarylsulphonamides

Bromamine-T (TsNBrNa): A Biologically Significant, Versatile Bromo-Organic Reagent

“…IR (KBr) (νmax/cm -1 ): 3140, 1665, 1600, 1489, 1240, 1127, 1078, 920, 807, 664, 625, 533, 461. 1 H NMR (400 MHz, CD3CN): δ 7.65 (d, J = 8 Hz, 2H), 7.23 (d, J = 7.9 Hz, 2H), 2.37 (s, 3H); 13 C NMR (100 MHz, CD3CN): δ 142. 77, 141.29, 129.56, 128.40, 21.40.…”

“…The 1 H NMR spectrum in CD3CN (Figure 5) exhibit one singlet at around 2.37 ppm and two doublets at around 7.23 and 7.65 ppm respectively. The methyl carbon is observed at 21.4 ppm in the 13 C-NMR spectrum (Figure 6). Aromatic carbons appear at 128.40, 129.56, 141.29, 142.77 in the 13 C-NMR spectrum of the compound.…”

“…The methyl carbon is observed at 21.4 ppm in the 13 C-NMR spectrum (Figure 6). Aromatic carbons appear at 128.40, 129.56, 141.29, 142.77 in the 13 C-NMR spectrum of the compound. A 10 -4 M solution of bromamine-T was prepared in distilled water and the UV-Vis spectrum (Figure 7) was recorded at 25 °C and an intense band was observed at 217 nm (ε = 9700 M -1 cm -1 ).…”

“…Bromamine-T can express itself as a strong oxidant in both acidic as well as alkaline media and could easily oxidise a wide range of compounds such as alcohols, aldehydes, primary amines, thiols, and esters. [9][10][11][12][13][14] The considerable interest that has centred on N-Halo-Nmetallosulfonamides is due to their diverse chemical nature and wide applications as oxidants, titrants, and brominating agents. They can behave as halonium cations, hypohalite species, and Nanions and can showcase both basic as well as nucleophilic properties.…”

“…Bromamine-T can express itself as a strong oxidant in both acidic as well as alkaline media and can easily oxidise a wide range of compounds such as alcohols, aldehydes, primary amines, thiols, and esters. 9 10 11 12 13 14…”