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2001
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In the Laboratory
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Organic-Solvent-Free Phase-Transfer Oxidation of Alcohols Using Hydrogen Peroxide
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Martin Hulce and David W. Marks
Department of Chemistry, Creighton University, Omaha, NE 68178-0104
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January 2001
Vol. 78 No. 1
p. 66
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| Abstract |
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Organic-solvent-free oxidations of alcohols using aqueous hydrogen peroxide in the presence of sodium tungstate and phase-transfer catalysts provide a general, safe, simple, and cost-effective means to prepare ketones. Six representative alcohols, 1-phenylethanol, 1-phenylpropanol, benzhydrol, 4-methylbenzhydrol, cis,trans-4-tert-butylcyclohexanol, and benzyl alcohol are oxidized to the corresponding aldehyde or ketone over 1-3 hours in 81-99% yields. Purities are very high, with only small to trace amounts of starting alcohol remaining. Experiments can be readily designed for one or two 3-hour laboratory periods, integrating the various techniques of extraction, drying, filtration, column chromatography, gas chromatography, NMR and IR spectroscopy, and reaction kinetics.
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| Supplement |
Written materials to be used by students, instructor notes, tables of reagents and products including sources, and gas chromatograms, IR, 1H and 13C NMR spectra of the alcohols used and aldehydes and ketones produced are available.
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 Contents |
JCE2001p0066W.wpd (WordPerfect 8.0)
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| More Information |
Citation |
Hulce, Martin; Marks, David W. J. Chem. Educ. 2001 78 66.
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Keywords |
Catalysis; Laboratory Instruction; Organic Chemistry; Redox Reactions; Tungsten
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History |
Created:
Last Updated: |
November 30, 2000
August 31, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
2001
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January
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