Abstract
In saturated and unsaturated aldehydes possessing two bond vacancies of the carbonyl oxygen atom, positively charged carbon atom, and terminal methyl (or methylene) group, the structure of the molecule ensures the formation of the hydrogen bonds of low stability and similar energy in saturated and unsaturated aldehydes. The structures were suggested of liquid and crystalline aldehydes and esters belonging to various homologous series. The energies of the hydrogen bonds and the specific interactions were estimated in aldehydes, esters originating from monocarboxylic and dicarboxylic acids, and from alcohols methanol and butanol, and cyclic esters of normal and branched structure. The distinguishing feature of esters of dicarboxylic acids consists in the reduced stability of the formed specific interactions and low stability of the hydrogen bonds formed by the carboxylic oxygen. The regular series of the hydrogen bond energy variation in aldehydes, and of the specific interactions and hydrogen bonds in esters are due to the character of the influence of the reverse dative bond in the acid and alcohol residues of the esters.
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© 2012 Springer-Verlag Berlin Heidelberg
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Baev, A.K. (2012). Specific Intermolecular Interactions and H-bonds in Aldehydes and Esters. In: Specific Intermolecular Interactions of Organic Compounds. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-21622-0_6
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DOI: https://doi.org/10.1007/978-3-642-21622-0_6
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