Journal of the American Chemical Society

The Stereochemistry of Hydrogenation of Isomers of Methyl Tetrahydrophthalate and Methyl Phthalate1, 2

S Siegel, GS McCaler

Index: Siegel; McCaleb Journal of the American Chemical Society, 1959 , vol. 81, p. 3655,3657

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Citation Number: 16

Abstract

The hydrogenation of methyl phthalate or methyl A'-cyclohexenedicarboxylate, in the presence of platinum oxide in acetic acid at room temperature yields only cis-methyl hexahydrophthalate. The result is independent of the pressure of hydrogen (1 to 200 atm.) and the concentration of the substrate (0.05 to 1.0 mole per liter). Methyl A*- cyclohexenedicarboxylate yields the same result at about 1 atm. of hydrogen, but some of ...