The Migration Aptitude of Benzyl vs. Methyl in Carbonium Ion Reactions of the 2, 2-Dimethyl-3-phenyl-1-propyl System

P Warrick, WH Saunders

文献索引：Warrick,P.; Saunders,W.H. Journal of the American Chemical Society, 1962 , vol. 84, p. 4095 - 4100

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被引用次数: 12

摘要

The rearrangement of 2, 2-dimethyl-3-phenyl-l-propyl P-toluenesulfonate (Ia) by refluxing in formic acid and in acetic acid and of 2, 2-dimethyl-3-phenyl-l-propylamine(Ib) by treatment with sodium nitrite in acetic acid yielded mixtures of olefins and esters. The mixtures, after treatment with lithium aluminum hydride, were analyzed by gas chromatography and infrared and ultraviolet spectroscopy. Migration aptitudes of methyl/benzyl of 3.5, 3.2 and ...