3-Oxy-5-phenyl-1<Emphasis Type="Italic">H</Emphasis>-1,2,3-triazole-4-carboxylic Acid. Synthesis,Structure, and Properties

The structure of 3-oxy-5-phenyl-1H-1,2,3-triazole-4-carboxylic acid was determined both experimentally (by the X-ray diffraction method) and by quantum-chemical calculations. Alkylation of 3-oxy-5-phenyl-1H-1,2,3-triazole-4-carboxylic acid (as crystal hydrate) with methyl iodide, depending on the reactant ratio, gives 1-methoxy-4-phenyl-1H-1,2,3-triazole-5-carboxylic acid and methyl 1-methoxy-4-phenyl-1H-1,2,3-triazole-5-carboxylate. Nitration of the title compound under mild conditions occurs at the 5-phenyl group with formation of meta-nitro derivative, while under more severe conditions 3,5-dinitrobenzoic acid is obtained. 3-Oxy-5-phenyl-1H-1,2,3-triazole-4-carboxylic acid was also converted into the corresponding acid chloride and substituted amide.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 4, 2005, pp. 601–608.Original Russian Text Copyright © 2005 by Shtabova, Shaposhnikov, Mel’nikova, Tselinskii, Nather, Traulsen, Friedrichsen.     

Associative model of activation of diacyl peroxides by chloride salts of amines

Intermolecular and ion-molecule interactions of benzoyl peroxide with tetraethylammonium chloride in an acetonitrile medium have been investigated by means of NMR. The types of association of the diacyl peroxide with ammonium chloride have been modeled by means of the MNDO method. The state of the peroxide molecule in the associate has been analyzed.Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 28, No. 4, pp. 320–323, July–August, 1992.     

Acid-base properties of 1,2,5-oxadiazoles. 2. Aminofurazans

The behavior of 3-R-4-aminofurazans (R = NH₂, CH₃, OCH₃, N₃, COOH, and NO₂) in sulfuric acid solutions was studied by electronic and PMR spectroscopy. The constants of protonation (pK _aBH+) at the amino group and in the ring were calculated from the changes in the spectra. Dependences of the position of the absorption maxima corresponding to ^* transitions and the pK _aBH+ values and with the ^o substituent constants were found.See [1] for Communication 1.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 321–324, March, 1981.     

Kinetics and mechanism of 5-vinyltetrazole alkylation

Alkylation of NH-unsubstituted 5-vinyltetrazole with methyl iodide in the presence of triethylamine in acetonitrile solution led to the formation of isomeric 1- and 2-methyl-5-vinyltetrazoles in 1:1 ratio. The reaction rate constants were measured at 25–55°C. According to the thermodynamic parameters of the reaction [ΔH ^≠ 66 kJ mol^?1, ΔS^≠-74 (mol K)^?1, 298 K] the limiting stage of the reaction consists in the electrophilic attack of methyl iodide on an H-complex of the heterocycle with triethylamine.     

Influence of structure on electrochemical reactivity of anions of 1,1-dinitroalkanes during their oxidation

Conclusions The electrochemical reactivity of 1,1-dinitroalkane salts during anodic oxidation is determined mainly by the inductive and -effects of the substituents.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2690–2693, December, 1987.     

Oxidative nitration of mononitroalkanes in a system sodium nitrite-polyhaloalkane

In reaction of nitroethane lithium salt with sodium nitrite in DMSO, DMF or HMPA involving polyhaloalkanes 1,1-dinitroethane formed in a high yield. The highest yield was obtained with bromo-and iododerivatives. The reaction fits to a kinetic equation of over all second order: the first with respect to the nitroethane anion, and the first in polyhaloalkane. The rate constants of the process are linearly dependent on the electron affinities of the perhaloalkanes molecules.     

Synthesis of a High-Energy-Capacity Compound,Tetrammine-cis-bis(nitro-2H-tetrazolato-N2)cobalt(III) Perchlorate

The conditions for preparing tetrammine-cis-bis(nitro-2H-tetrazolato-N ²)cobalt(III) perchlorate and the nature of impurities affecting the yield and purity of the target product were studied. The compound can be efficiently prepared using microwave heating.     

Chemiluminescence study on peroxide damage of albumin,initiated by Fenton’s reagent

Peroxide damage of albumin by the action of iron(II) sulfate-hydrogen peroxide was studied by the chemiluminescence method. Orders of the reaction with respect to particular reactants were determined, and side processes complicating the peroxidation were identified.