Dimerization of carboxylic acids: reliability of theoretical calculations and the effect of solvent

Article Abstract:

The findings of a research study into the thermodynamics of dimerization of formic and acetic acids in the gas phase and in aqueous and chloroform solutions are presented. The gas phase measurements were conducted using classical calculations and density functional (DFT) methods. DFT methods can provide an accurate illustration of the dimerization process in the gas phase while the classical calculations can provide precise estimates of the dimerization energy. The calculations imply that dimerization of acetic acid is somewhat more favorable than that of formic acid.

author: Orozco, Modesto, Colominas, Carles, Teixido, Jordi, Cemeli, Jose, Luque, Francisco J.
Thermodynamics, Solvents

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Binding of 9-N-butyladenine by carboxylic acids: evidence that Hoogsteen binding can dominate in solution

Article Abstract:

1H NMR titration of 9-N-butyladenine (1) with a series of 11 representative carboxylic acids was conducted in CDCl3 by following the chemical shifts of delta(sub H-2) and delta(sub H-8) of 1 to obtain the association constants for the Watson-crick and the Hoogsteen modes of binding. Compound 1 was found to bind carboxylic acids through the Watson-Crick (WC) site or the Hoogsteen (HG) site. The binding of the carboxylic acids from WC site shifts the delta(sub H-2) signal upfield, while the binding from the HG site shifts the delta(sub H-8) signal downfield.

author: Maitra, Uday, Rao, Photon, Ghosh, Suhrit

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Dimer of catemer? Low-energy crystal packings for small carboxylic acids

Article Abstract:

The extent of differences in lattice energy and the effects on crystal structures and hydrogen-bonding motifs are examined.

author: Beyer, Theresa, Price, Sarah L.

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subjects list: Research, Hydrogen bonding, Hydrogen bonds, Carboxylic acids
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