- THE EFFECT OF SUBSTITUENTS IN THE BENZENE RING ON THE KINETICS OF FLUORINATION OF ARYLDINITROMETHANE ANIONS BY XENON DIFLUORIDE
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The rates of the reaction of xenon difluoride with the salts of ortho-,meta-, and para-substituted aryldinitromethanes in acetonitrile were measured by a spectrophotometric method.The relationship between the structure of the substrates and their reactivity toward xenon difluoride is described by LFE equation with the induction, resonance, and steric constants of the substituents as parameters.The rate constants of the fluorination of the series of dinitrocarbanions are proportional to their one-electron electrooxidation potentials.The pKa values of the conjugate CH acids can be used as a test for the reactivity of the anions of dinitromethyl compounds in fluorination with xenon difluoride.
- Trubitsin, A. E.,Mel'nikov, A. A.,Tselinskii, I. V.,Popov, A. M.
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p. 1733 - 1738
(2007/10/02)
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- CHEMICAL GENERATION OF TRINITROMETHYL RADICALS IN THE REACTION OF XENON DIFLUORIDE WITH THE NITROFORM ANION
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In the reaction between the trinitromethane potassium salt and xenon difluoride in acetonitrile in the presence of benzene and THF the trinitromethyl derivatives of benzene and THF are formed in addition to the fluorination products.This indicates that the reaction takes place through the formation of trinitromethyl radicals.
- Tselinskii, I. V.,Mel'nikov, A. A.,Trubitsin, A. E.
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p. 619 - 622
(2007/10/02)
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- REACTION OF DINITROMETHYL COMPOUNDS WITH XENON DIFLUORIDE IN VARIOUS SOLVENTS
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The products from the reaction of xenon difluoride with the potassium salts of a series of dinitromethyl compounds ( dinitromethane, trinitromethane, 1,1-dinitroethane, phenyldinitromethane) in methylene chloride, carbon tetrachloride, and acetonitrile were investigated.On the basis of the data from analysis by GLC and UV spectroscopy it was found that in most cases the reaction takes place with the participation of solvent molecules.The proposed reaction mechanism includes a stage of one-electron oxidation of the anion of the dinitromethyl compound by the XeF2 molecule to a dinitromethyl radical.
- Tselinskii, I. V.,Mel'nikov, A. A.,Trubitsin, A. E.
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p. 1485 - 1487
(2007/10/02)
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