123-43-3Relevant articles and documents
Catalysis and mechanistic study of Ru(III) and Os(VIII) on the oxidation of taurine by BAT in acid and alkaline media: a kinetic modeling
Suresha, Nathegowda,Raj, Kalyan,Subramanya, Malini
, p. 500 - 507 (2021)
The study of oxidation kinetics of drug molecules is of much noteworthy in order to understand their mechanistic chemistry in redox systems. Taurine, being a potent drug molecule, has a wide range of activities in biological system. Therefore, the kinetics of oxidation of taurine (TAU) by bromamine-T (BAT) in HCl medium, catalyzed by Ru(III) and in NaOH medium, catalyzed by Os(VIII) has been investigated at 313 K. The rate law in acidic medium is: rate = k[BAT] t [TAU]0[Ru(III)]0.95[H+]?0.67. But, it takes the form, rate = k[BAT] t [TAU]0.46[Os(VIII)]0.89[OH?]?0.53 in basic medium. Addition of halide ions and p-toluenesulfonamide had no significant effect on the rate in both the cases. Decrease in dielectric constant of medium decreases the reaction rate in both the media. The conjugate acid, CH3C6H4SO2NHBr (TsNHBr), is assumed to be the oxidizing species in both the media. Equilibrium and decomposition constants have been evaluated in each case.
-
Small,Mallonee
, p. 558,563 (1947)
-
3,5-Dimethylpyrazole promoted sulfonation of acetic anhydride by H 2SO4 to sulfoacetic acid and methanedisulfonic acid, and crystal structures of the complexes with Co2+, Zn2+, Ba2+, Pb2+ and Cs+
Jianrattanasawat, Sarut,Mezei, Gellert
, p. 318 - 323 (2012)
Sulfuric acid can sulfonate acetic anhydride (but not acetic acid) to sulfoacetic acid, and also to methanedisulfonic acid in the presence of 3,5-dimethylpyrazole. Under the experimental conditions employed, sulfonation of 3,5-dimethylpyrazole with concentrated sulfuric acid in acetic anhydride/acetic acid as solvent leads to a mixture of approximately 47 mol% 3,5-dimethylpyrazole-4-sulfonic acid, 34 mol% sulfoacetic acid and 19 mol% methanedisulfonic acid, as determined by 1H NMR spectroscopy. The Co2+, Zn2+, Ba2+ and Pb2+ complexes of the sulfoacetate ligand, as well as the Cs+ complex of the methanedisulfonate ligand were isolated upon crystallization of the compounds obtained from the reaction of the above ligand mixture with the corresponding metal oxide or carbonate in water. Single-crystal X-ray crystallography of Co(O3SCH2CO2)(H2O)3, Zn(O3SCH2CO2)(H2O)3, Ba(O3SCH2CO2)(H2O), Pb(O 3SCH2CO2)(H2O) and Cs 2(O3SCH2SO3) reveals a variety of new coordination modes of the two sulfonated ligands within those structures.
Formation of the bisulfite anion (HSO3 -, m/z 81) upon collision-induced dissociation of anions derived from organic sulfonic acids
Jariwala, Freneil B.,Wood, Ryan E.,Nishshanka, Upul,Attygalle, Athula B.
experimental part, p. 529 - 538 (2012/08/28)
In the negative-ion collision-induced dissociation mass spectra of most organic sulfonates, the base peak is observed at m/z 80 for the sulfur trioxide radical anion (SO3 -·). In contrast, the product-ion spectra of a few sulfonates, such as cysteic acid, aminomethanesulfonate, and 2-phenylethanesulfonate, show the base peak at m/z 81 for the bisulfite anion (HSO3 - ). An investigation with an extensive variety of sulfonates revealed that the presence of a hydrogen atom at the β-position relative to the sulfur atom is a prerequisite for the formation of the bisulfite anion. The formation of HSO3 - is highly favored when the atom at the β-position is nitrogen, or the leaving neutral species is a highly conjugated molecule such as styrene or acrylic acid. Deuterium-exchange experiments with aminomethanesulfonate demonstrated that the hydrogen for HSO3 - formation is transferred from the β-position. The presence of a peak at m/z 80 in the spectrum of 2-sulfoacetic acid, in contrast to a peak at m/z 81 in that of 3-sulfopropanoic acid, corroborated the proposed hydrogen transfer mechanism. For diacidic compounds, such as 4-sulfobutanoic acid and cysteic acid, the m/z 81 ion can be formed by an alternative mechanism, in which the negative charge of the carboxylate moiety attacks the α-carbon relative to the sulfur atom. Experiments conducted with deuterium-exchanged and deuterium-labeled analogs of sulfocarboxylic acids demonstrated that the formation of the bisulfite anion resulted either from a hydrogen transfer from the β-carbon, or from a direct attack by the carboxylate moiety on the α-carbon. Copyright
