Oxidation of phenols with chromyl chloride

Abstract

12 8 9 30 18 13 13 ' Spin only ' value for CrI" ' Spin only ' value for CrIV 3.88 2.83 oxidation products are formed, and for the general use of this reaction for synthetic purposes more detailed knowledge of the constituent reactions in each of the

The reaction of guaiacol with iron III and chromium VI compounds as a model for wood surface modification

“…In these studies the emphasis has been on the structure and mechanism of formation of low valent non-stoichiometric chromium coordination complexes of product quinones, but uncharacterized tars were the major products from the reaction of chromyl chloride with monosubstituted phenols. Mass spectroscopy indicated the presence of compounds with molecular weights several times that of the parent phenol (Leigh and Strickson 1973), and it seems likely that these tars are closely related to the products obtained in the present work. Magnetic susceptibility measurements on the guaiacol-chromium trioxide complex (2) (~tef f 3.70 BM) clearly indicated a chromium valency of + 3.…”

“…Magnetic susceptibility measurements on the guaiacol-chromium trioxide complex (2) (~tef f 3.70 BM) clearly indicated a chromium valency of + 3. Data obtained for the quinone Etard complexes with ~tef f ranging from 3.20 to 3.45 BM (Leigh and Strickson 1973), is more difficult to interpret, but certainly not inconsistent with polymeric complexes containing a substantial ratio of trivalent chromium atoms. An important difference between the quinone Etard complexes and the chromium trioxide-guaiacol complex (2) is that in the latter, guaiacol oligomers are very tightly bound and not released either thermally or by solvent exchange.…”

“…The related reaction of phenols with chromyl chloride CRO2C12, the Etard reagent, has been investigated in more detail (Strickson and Brooks 1967;Strickson and Leigh 1968;Leigh and Strickson 1973;Harrod and Pathak 1980). In these studies the emphasis has been on the structure and mechanism of formation of low valent non-stoichiometric chromium coordination complexes of product quinones, but uncharacterized tars were the major products from the reaction of chromyl chloride with monosubstituted phenols.…”