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Original Articles

A RAPID AND MILD PROCESS FOR THE OXIDATION OF 2,3-DICHLORO-5,6-DICYANOBENZOQUINONE (DDQ) FROM 2,3-DICHLORO-5,6-DICYANOHYDROQUINONE (DDHQ)

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Pages 91-94 | Published online: 10 Feb 2009

References

  • 1964 . “DDQ-Its Reactions and Uses,” , Boulder, Colorado : Arapahoe Chemicals, Inc. .
  • Walker , D. and Hiebert , J. D. 1967 . Chem. Rev. , 67 : 153
  • Walker , D. and Waugh , T. D. 1965 . J. Org. Chem. , 30 : 3240
  • Kim , K. H. and Grunewald , G. L. 1976 . Org. Prep. Proced. Int. , 8 : 141
  • Brinker , U. H. , Tyner , M. III and Jones , W. M. 1975 . Synthesis , : 671
  • Mitchell , P. W. D. 1963 . Can. J. Chem. , 41 : 550
  • Experiments by Mssrs. L. A. Dolan and M. Frey.
  • Purchased from General Metallic Oxides Co., Jersey City, N. J. as “Manganese Hydrate 37.”
  • In larger runs,7 an ice-water bath was employed to control the exotherm
  • This is a maximum reaction time (ca. 10 min after all the DDHQ has gone into solution). Our experience indicates that longer stirring times lead to lower yields of darker product and to more water-soluble by- products

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