- Phototransformation of resorcinol induced by excitation of nitrite and nitrate ions. I: nitrite ions
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The excitation of nitrite ions in the presence of resorcinol (I) leads to the formation of 4-nitrosoresorcinol (II) as the major photoproduct. The reaction is inhibited by formate ions. In the absence of formate ions, the transformation is not affected by the presence of oxygen. From the influence of oxygen and formate ions, it is concluded that the formation of II results from a reaction of I with N2O3. Dinitrogen trioxide is formed by oxidation of nitrite ions by hydroxyl radicals resulting from the photolysis of nitrite ions.
- Machado,Boule
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- Synthesis of 1,6-dihydro-1,6-dihydroxybenzo[1,2-d:3,4-d′]bistriazole, 4- and 5-nitro-1,6-dihydro-1,6-dihydroxybenzo[1,2-d:3,4-d′]bistriazole and 4,7-dihydro-1,4,7-trihydroxy-1H-benzo-[1,2-d:3,4-d′:5,6-d″] tris[1,2,3]triazole
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1,6-Dihydro-1,6-dihydroxybenzo[1,2-d:3,4-d′]bistriazole and 4- and 5-nitro-1,6-dihydro-1,6-dihydroxybenzo[1,2-d:3,4-d′]bistriazole were synthesized starting from 2,4-dinitrosore-sorcinol, whereas 4,7-dihydro-1,4,7- trihydroxy-1H-benzo[1,2-d:3,4-d′:5,6-d″]tris[1,2,3]-triazole was synthesized starting from phloroglucinol. The reaction of trinitrosophloroglucinol with hydrazine hydrate in acetic acid led to 2,4,6-tridiazocyclohexane-1,3,5-trione.
- Samsonov,Gatilov
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p. 1776 - 1782
(2013/11/19)
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- Synthesis of 1-hydroxybenzotriazoles angularly annulated by furazan or furoxan rings
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Synthesis of 6-hydroxy-6H-[1,2,3]triazolo[4,5-e][2,1,3]benzoxadiazole and a mixture of isomeric 6-hydroxy-6H-[1,2,3]triazolo[4,5-e][2,1,3]benzoxadiazole- 1(3)-oxides is carried out starting from 2,4-dinitrosoresorcinol. Total assignment of the signals in the 13C NMR spectra of O-methylated products of these compounds is performed.
- Samsonov,Sal’nikov,Genayev
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p. 2369 - 2375
(2014/05/06)
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- Reactivity of nitrite with 2-chlorophenol, t-butyl phenol and resorcinol in mild acidic conditions
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The influence of ionic strength, pH, oxygen, organic solvents and nitrite concentration on the kinetics and the regioselectivity of 2-chlorophenol nitration by nitrous acid to form 4-nitro and 6-nitro derivatives was studied. There was quantitative para substitution at pH 3.5 in the absence of oxygen using 3 equiv of nitrite. In acetate-buffered solution, 4-t-butylphenol gave 90% 2-nitro-4-t-butylphenol, and resorcinol gave 85% 2,4-dinitrosoresorcinol. Nitration proceeded via nitrosation followed by oxidation of the nitroso intermediate into the corresponding nitro derivative. Oxidation could be due to reduction of nitrous acid to nitric oxide. The possibility that the reaction proceeds via radical formation, with which NO2 and NO interfere, is discussed. Elsevier,.
- De La Breteche, Marie-Laure,Billion, Marie-Annick,Ducrocq, Claire
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p. 973 - 977
(2007/10/03)
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