|Author||Kreevoy, M. M. ♦ Ditsch, L. T.|
|Source||United States Department of Energy Office of Scientific and Technical Information|
|Subject Keyword||CHEMISTRY ♦ ALKANES ♦ ALKENES ♦ BINDING ENERGY ♦ CARBONIUM ION ♦ CATIONS ♦ COMPLEXES ♦ DEUTERIUM COMPOUNDS ♦ HYDROGEN ♦ ISOTOPE EFFECTS ♦ MERCURY ♦ METALS ♦ METHYLENE ♦ METHYLENE RADICALS ♦ ORGANIC COMPOUNDS ♦ OXYGEN ♦ VIBRATIONS|
|Abstract||The ratio k/sub H//k/sub D/ for acid cleavage of CH/sub 3/0CH/sub 2/CH/ sub 2/HgI and its 1,1,2,2-tetradeuterio analog is 1.06 0.02. This isotope effect, combined with the known vibrational frequencies of the substrates and metal-olefin complexes, precludes the extensive participation of a mercuric- olefin complex in the transition state resonance hybrid. The small isotope effect also tends to preclude extensive carbonium ion character in the transition state. It can be accommodated by a substratelike model of the transition state in which the methyleneoxygen bond is breaking. (auth)|
|Learning Resource Type||Article|
|Publisher Department||Univ. of Minnesota, Minneapolis|
|Journal||Journal of the American Chemical Society|
|Organization||Univ. of Minnesota, Minneapolis|
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