G. K. Cook, J. Mayer
Mar 1, 1994
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0
Influential Citations
89
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Quality indicators
Journal
Journal of the American Chemical Society
Abstract
Chromyl chloride (CrO 2 Cl 2 ) reacts with cyclohexane solvent at 75 o C to give a dark precipitate along with chlorocyclohexane and a small amount of cyclohexene (in 10.0 and ca. 0.3% yields based on chromium). Hydrolysis of the precipitate, or treatment with a coordinating organic solvent such as acetonitrile, yields cyclohexanone (8.0%) and chlorocyclohexanone (2.5%). Spectroscopic studies of the precipitate indicate that the ketone products are present intact as σ-only ligands. Iodometric titrations of the complex show the average chromium oxidation state to be 3.41. The observed organic products account for only 26% of the chromium oxidizing equivalents used in the reaction; the remainder are most likely consumed in the formation of ring-opened products such as adipic acid