THE N-OXIDE OF 2,2,4,4-TETRAMETHYL-3-CYCLOHEXYLIMINOCYCLOBUTANONE

ORGANIC MACROSCALE: SYNTHESIS AND SPECTROSCOPY

JAMES J. WORMAN AND RICHARD F. MITCHELL
DEPT. OF CHEM.
DARTMOUTH COLLEGE
HANOVER, NH 03755

Abstract

The title compound is prepared by the reaction of the imine with m-chloroperoxybenzoic acid. Purification of the product is accomplished by crystallization or by sublimation. The proton NMR of the product is examined at various termperatures until coalescence of the methyl groups is observed at 110 degrees celcius. The Arrhenius activiation energy is determined from a plot of ln K vs. 1/T. The energy activation for rotation about the carbon nitrogen bond at coalescence is calculated to be 1.33 kcal/mol. The Gibbs Free Energy of activation is approximately 24.6 kcal/mol. Spectroscopic methods such as UV, IR, and others can be employed to determine specific structural features of the product.

I may be reached by e-mailJJWSCH@RIT.EDU




ChemJOULE, WWW, Vol. 1, Abstract 1, 1996




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February 1997, ChemJOULE.