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Specific Intermolecular Interactions of Organic Compounds pp 181–276Cite as

Types and Energies of Hydrogen Bonds and Specific Intermolecular Interactions in Alcohols

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Abstract

The molecule of a monohydric alcohol having two free bond vacancies on the oxygen atom, a positive hydrogen atom of the hydroxy group, and a carbon atom of the terminal methyl group possessing the essentially unshared 2s2(c) electron pair forms in the nearest surrounding two hydrogen bonds and two specific interactions with the pentacoordinate carbon atom providing in the liquid and crystalline state a chain structure with two cycles arising from hydrogen bonds and specific interactions which is linked into a network by weak specific interactions. The energies of the hydrogen bonds and specific interactions of mono- and polyhydric and cyclic alcohols were estimated. The rules of their variation were established and general rules of their stabilization were formulated for alcohols of normal and branched structure. The types of the hydrogen bonds of low stability were established and their energies were estimated. The extrastabilizing effect of the isostructural methyl groups in the alcohols of various structures and with different length of the alkyl chain was established. This effect attains the maximum value in alcohols C20 both saturated, unsaturated, and from the acetylene series.

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  1. Dept. of Chemistry, International Sakharov Environmental Uni, Dolgobrodskaya Street 23, 220009, Minsk, Belarus

    Prof. Alexei K. Baev

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  1. Prof. Alexei K. Baev
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Correspondence to Alexei K. Baev .

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Baev, A.K. (2012). Types and Energies of Hydrogen Bonds and Specific Intermolecular Interactions in Alcohols. In: Specific Intermolecular Interactions of Organic Compounds. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-21622-0_5

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