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  Home > JCE Print > Journal of Chemical Education > Issues > 1997  > August  >
In the Laboratory
Methylation of Isobutyrophenone Using Potassium Triphenylmethide: An Advanced Organic Chemistry Laboratory Experiment
Fred J. Matthews
Department of Chemistry, Austin Peay State University , P.O. Box 4547, Clarksville, TN 37044

Cover
August 1997
Vol. 74 No. 8
p. 996

Abstract
This paper provides a detailed description of an alkylation reaction of isobutyrophenone using tritylpotassium as base. The reaction involves use of moisture sensitive reactants and intermediates under an inert atmosphere and is best suited for an advanced organic chemistry laboratory. Students have the opportunity to perform a variety of laboratory techniques (crystallization, distillations, extraction, chromatography, use of syringes for transfer of reagents) and instrumental methods (GLC, IR, GC/MS, H-1 NMR, C-13 NMR). The experimental section includes safety precautions regarding the required reagents, descriptions of the necessary glassware, purification and preparation of reagents and solvents, preparation of the base (potassium triphenylmethide), methylation of the ketone (isobutyrophenone), and separation and identification of the product (pivalophenone).
More Information
*  Citation
Matthews, Fred J. J. Chem. Educ. 1997 74 996.
*  Keywords
Laboratory Instruction, Organic Chemistry, Organic Synthesis
*  History
Created:
Last Updated:
July 28, 1999
June 23, 2005
  Home > JCE Print > Journal of Chemical Education > Issues > 1997 > August > Page 996


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