Journal of the American Chemical Society

Molecular Rearrangements. I. A Study of the Pinacol Rearrangement of 1-(1-Hydroxycyclohexyl)-diphenylcarbinol1

RE Lyle, GG Lyle

Index: Lyle; Lyle Journal of the American Chemical Society, 1952 , vol. 74, p. 4059,4062

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Citation Number: 12

Abstract

1-(1-Hydroxycyclohexy1)-diphenylcarbinol (I) undergoes the pinacol rearrangement on treatment with reagents such as concentrated sulfuric acid, boron trifluoride in acetic acid, or Lucas reagent forming 2, 2-diphenylcycloheptanone (IV) Zinc chloride in acetic anhydride converts the glycol I to 1-(1-phenylcyclohexy1)-phenyl ketone (111) Conclusive evidence for the structures of the rearrangement products is pre\ ented: md a mechanism for the ...