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

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

Full Text: HTML

Citation Number: 12

Abstract

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 ...

Related Articles:

Intramolecular Palladium-Catalyzed Alkane C− H Arylation from Aryl Chlorides

[Rousseaux, Sophie; Davi, Michael; Sofack-Kreutzer, Julien; Pierre, Cathleen; Kefalidis, Christos E.; Clot, Eric; Fagnou, Keith; Baudoin, Olivier Journal of the American Chemical Society, 2010 , vol. 132, # 31 p. 10706 - 10716]

Intramolecular Palladium-Catalyzed Alkane C− H Arylation from Aryl Chlorides

[Rousseaux, Sophie; Davi, Michael; Sofack-Kreutzer, Julien; Pierre, Cathleen; Kefalidis, Christos E.; Clot, Eric; Fagnou, Keith; Baudoin, Olivier Journal of the American Chemical Society, 2010 , vol. 132, # 31 p. 10706 - 10716]

Cyclizations by carbon monoxide in Friedel-Crafts reactions. Facile synthesis of. beta.-disubstituted. alpha.-indanones

[Bruson,H.A.; Plant,H.L. Journal of Organic Chemistry, 1967 , vol. 32, p. 3356 - 3362]

Cyclizations by carbon monoxide in Friedel-Crafts reactions. Facile synthesis of. beta.-disubstituted. alpha.-indanones

[Bruson,H.A.; Plant,H.L. Journal of Organic Chemistry, 1967 , vol. 32, p. 3356 - 3362]

Cyclizations by carbon monoxide in Friedel-Crafts reactions. Facile synthesis of. beta.-disubstituted. alpha.-indanones

[Bruson,H.A.; Plant,H.L. Journal of Organic Chemistry, 1967 , vol. 32, p. 3356 - 3362]

More Articles...