Contact Information

Author
  • Martin Hulce
  • Professor
  • Chemistry
  • Creighton University
  • Omaha, NE 68178-0104
Email
Phone
(402) 280 - 2271
Website

Organic-Solvent-Free Phase-Transfer Oxidation of Alcohols Using Hydrogen Peroxide

Author Contact: mhulce@creighton.edu

Summary

An organic chemistry laboratory experiment illustrating the oxidation of primary and secondary alcohols to their corresponding aldehyde or ketones, respectively, is described. The procedure uses 30% aqueous hydrogen peroxide in the presence of tungsten catalyst (sodium tungstate) using phase transfer catalysis. The described experiments illustrate basic organic reaction chemistry and techniques and may be used to introduce gas chromatography and 1H NMR spectroscopy to evaluate product composition and purity and infrared spectroscopy to confirm functional group transformation and describe product composition. The procedure illustrates the use of an environmental benign, organic-solvent-free oxidation system for functional group transformations. .

Supplemental materials are provided on the J. Chem. Educ. website and include laboratory procedures, instructors notes, tables of reagents and products and spectra.

Summary prepared May 2005 by Julie A. Haack, Department of Chemistry at the University of Oregon.

Source

Hulce, M.; Marks, D. W. J. Chem. Educ., Print 2001, 78, pp 66-67.

J. Chem. Educ. (Abstract only)

Category Descriptors

Chemistry Concepts
  • Aldehydes/Ketones
  • Catalysis
  • Oxidation/Reduction Chemistry
Laboratory Techniques
  • Gas-Liquid Chromatography
  • IR Spectroscopy
  • NMR Spectroscopy
Green Chemistry Principles
  • Design Less Hazardous Chemical Syntheses
  • Maximize Atom Economy
  • Use Catalysts
  • Use Safer Solvents/Reaction Conditions
Chemistry Subdiscipline
  • Organic Chemistry
Target Audience
  • Colleges/Universities
Source
  • Journal Articles