Infrared Studies of Ketones: Parameters Affecting the Induced Carbonyl Stretching Vibration by Solute/Solvent Interaction

Author:

Nyquist Richard A.1

Affiliation:

1. Dow Chemical Company, Analytical Sciences, 1897 Building, Midland, Michigan 48667

Abstract

The carbonyl stretching frequency, vC=O, decreases as the polarity of the solvent increases. The vC=O frequencies for dialkyl ketones are affected by intermolecular hydrogen bonding of the solvent proton with the free pair of electrons on the carbonyl oxygen atom. The strength of the intermolecular hydrogen bond is determined by steric effects of both the solvent and solute, the acidity of the intermolecular hydrogen bond proton, and the basicity of the ketone carbonyl group.

Publisher

SAGE Publications

Subject

Spectroscopy,Instrumentation

Reference7 articles.

1. Taft R. W.Jr., Steric Effects in Organic Chemistry, Newman M. S. Ed. (J. Wiley & Sons, Inc., New York, 1956), p. 591.

2. Taft R. W.Jr., Steric Effects in Organic Chemistry, Newman M. S. Ed. (J. Wiley & Sons, Inc., New York, 1956), p. 598.

3. Solvent and Concentration Effects on Carbonyl Stretching Frequencies: Ketones

4. Correlation between solvent-induced vibrational frequency shifts of the CO moiety and solvent electron acceptor numbers: tetramethylurea

5. Vibrational Frequency Shifts of the Carbonyl Stretching Mode Induced by Solvents: Acetone

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