Spectroscopic Evidence for Hydrogen Bonds: Comparison of Proton-Attracting Properties of Liquids. II

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Abstract
Forty‐two different organic liquids are rated according to their proton‐attracting power by comparing the strength of the hydrogen bonds which they form with heavy methyl alcohol. The classes of liquids studied are: aldehydes, ketones, esters, ethers and amines. The amount of perturbation which the different solvents cause in the OD vibrational band of the CH3OD is taken as a measure of the strength of the deuterium bridges formed with the CH3OD. The study is a continuation of a previous work in which twenty‐six similar liquids were studied, and the results agree with those of the former study in showing that according to proton‐attracting power the different classes are in the order: esters3OD bears a close relation to the basicities of the solvents, to their solubilities for other proton donor solutes, and to their reactivity with other compounds. There appears to be no correlation between the dipole moments of the solvents and the strengths of the bonds formed with the CH3OD.

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