7383-94-0Relevant academic research and scientific papers
A practical scale for measuring the acidity of media for the generation of radical cations for EPR spectroscopy
Eberson, Lennart,Persson, Ola
, p. 395 - 398 (2007/10/03)
1,4,5,8-Tetramethylnaphthalene (1) undergoes a facile rearrangement first to 1,3,5,8-tetramethylnaphthalene (3) and then to other tetramethylnaphthalenes upon treatment with Bronsted and/or Lewis acids, but is stable toward rearrangement at the radical cation level (1?+). By measuring the rate constant of the rearrangement of 1→3, a practical scale of the Bronsted/Lewis acidity of certain oxidant-solvent combinations commonly used to generate radical cations for EPR spectroscopy can be established. The results show that the reactivity falls in the order AlCl3CF3SO3H>H2SO 4>H3O+CF3COOH≈SbCl 3. Antimony pentachloride does not catalyze the rearrangement but acts as a chlorinating agent. Acta Chemica Scandinavica 1996.
QUNTITATIVE DESCRIPTION OF THE ISOMERIC TRANSFORMATIONS OF SUBSTITUTED AROMATIC COMPOUNDS UNDER THE INFLUENCE OF ACID CATALYSTS VI. ISOMERIZATION OF PERI-SUBSTITUTED POLYMETHYLNAPHTHALENES
Rodionov, V. I.,Shakirov, M. M.,Isaev, I. S.,Koptyug, V. A.
, p. 1303 - 1310 (2007/10/02)
A computational analysis of the kinetic characteristics of the isomeric transformations of various peri-substituted polymethylnaphthalenes was undertaken on the basis of the determination of relative stability of isomeric methyl-substituted naphthalenonium ions and the effect of the charge factor.The role of steric factors in the investigated processes was assessed.The obtained calculated results agree with experimental data for various acid systems.
