Journal of the American Chemical Society

Stereochemistry of Biphenyls. L. Comparison of the Interference of a Methoxyl and an Hydroxyl Group1

R Adams, HM Teeter

Index: Adams; Teeter Journal of the American Chemical Society, 1940 , vol. 62, p. 2188

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Citation Number: 9

Abstract

Compound I was resolved and the active acid racemized in glacial acetic acid at 25'with a halflife of two hundred and seven minutes. On the other hand, the hydroxyl derivative (11) could not be obtained in optically active form. In these molecules it may be concluded, therefore, that the methoxyl is larger than the hydroxyl group. On the basis of a comparison of the racemization rates of various restricted biphenyls, it was deduced that the ...

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