Tautomerization energetics of benzoannelated toluenes

JE Bartmess, SS Griffith

Index: Bartmess, John E.; Griffith, Sharon S. Journal of the American Chemical Society, 1990 , vol. 112, # 8 p. 2931 - 2936

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Citation Number: 29

Abstract

Abstract: The energy of tautomerization of some isotoluene structures has been measured by gas-phase ion/molecule reactions and by solution calorimetry. Benzoannelation appreciably destabilizes the aromatic tautomer, relative to the isotoluene form. An inverse saturation effect on the acidities of toluene, 1-methylnaphthalene, and 9-methylanthracene is observed. The pisotoluene 3-methylene-I, 4-cyclohexadiene appears to have the ...