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Infrared Study of Tetraalkylureas in Dilute Solutions

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The νC=O frequency for tetraalkylureas (TAU) shifts to lower frequency, progressing in the series tetramethyl, tetraethyl, and tetrabutyl, and the strength of the intermolecular hydrogen bond between a CHCl3 proton and the C=O group increases, progressing in a series in the same order. The νC=O frequency decreases in the order hexane, carbon tetrachloride, and chloroform. The data indicate that TAU molecules exist in equilibrium with one, two, and three hydrogen-bonded complexes of CHCl3 and CCl4. These complexes, together with bulk dielectric effects of the solvent, account for the continual decrease in frequency as the mole % CCl4/C6H14, CHCl3/C6H14, or CHCl3/CCl4 increases.

Keywords: C=O stretching; Group frequencies; Infrared; Molecular structure; Solvent effects

Document Type: Research Article


Affiliations: The Dow Chemical Company, Analytical Sciences Laboratory, 1897 Building, Midland, Michigan 48667

Publication date: November 1, 1991

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