Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham Equation

In this work, an approach to the calculation of hydrogen bonding enthalpies is proposed. It employs the correlation proposed by M.H. Abraham, establishing the connection between the equilibrium constant (<i>K</i><sub>HB</sub>) and acidity (<inline-formula><math xmlns...

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Main Authors: Boris N. Solomonov, Mansur B. Khisamiev, Mikhail I. Yagofarov
Format: Article
Language:English
Published: MDPI AG 2024-09-01
Series:Liquids
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Online Access:https://www.mdpi.com/2673-8015/4/3/34
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author Boris N. Solomonov
Mansur B. Khisamiev
Mikhail I. Yagofarov
author_facet Boris N. Solomonov
Mansur B. Khisamiev
Mikhail I. Yagofarov
author_sort Boris N. Solomonov
collection DOAJ
description In this work, an approach to the calculation of hydrogen bonding enthalpies is proposed. It employs the correlation proposed by M.H. Abraham, establishing the connection between the equilibrium constant (<i>K</i><sub>HB</sub>) and acidity (<inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>α</mi><mn>2</mn><mi mathvariant="normal">H</mi></msubsup></mrow></semantics></math></inline-formula>) and basicity (<inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>β</mi><mn>2</mn><mi mathvariant="normal">H</mi></msubsup></mrow></semantics></math></inline-formula>) parameters: log <i>K</i><sub>HB</sub> = 7.354 · <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>α</mi><mn>2</mn><mi>H</mi></msubsup></mrow></semantics></math></inline-formula> · <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>β</mi><mn>2</mn><mi>H</mi></msubsup></mrow></semantics></math></inline-formula> − 1.099. Hydrogen bonding enthalpy (Δ<sub>HB</sub><i>H</i>) is found using the compensation relationship with Gibbs energy (Δ<sub>HB</sub><i>G</i>): Δ<sub>HB</sub><i>G</i> = 0.66 · Δ<sub>HB</sub><i>H</i> + 2.5 kJ·mol<sup>−1</sup>. This relationship enables the calculation of the enthalpy, Gibbs energy and entropy of hydrogen bonding. The validity of this approach was tested against 122 experimental hydrogen bonding enthalpies values available from the literature. The root mean square deviation and average deviation equaled 1.6 kJ·mol<sup>−1</sup> and 0.5 kJ·mol<sup>−1</sup>, respectively.
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spelling doaj-art-b4b4312bcd444550b29bae3bb287fe532025-08-20T01:55:38ZengMDPI AGLiquids2673-80152024-09-014362463110.3390/liquids4030034Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham EquationBoris N. Solomonov0Mansur B. Khisamiev1Mikhail I. Yagofarov2Department of Physical Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420008, RussiaDepartment of Physical Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420008, RussiaDepartment of Physical Chemistry, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420008, RussiaIn this work, an approach to the calculation of hydrogen bonding enthalpies is proposed. It employs the correlation proposed by M.H. Abraham, establishing the connection between the equilibrium constant (<i>K</i><sub>HB</sub>) and acidity (<inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>α</mi><mn>2</mn><mi mathvariant="normal">H</mi></msubsup></mrow></semantics></math></inline-formula>) and basicity (<inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>β</mi><mn>2</mn><mi mathvariant="normal">H</mi></msubsup></mrow></semantics></math></inline-formula>) parameters: log <i>K</i><sub>HB</sub> = 7.354 · <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>α</mi><mn>2</mn><mi>H</mi></msubsup></mrow></semantics></math></inline-formula> · <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi>β</mi><mn>2</mn><mi>H</mi></msubsup></mrow></semantics></math></inline-formula> − 1.099. Hydrogen bonding enthalpy (Δ<sub>HB</sub><i>H</i>) is found using the compensation relationship with Gibbs energy (Δ<sub>HB</sub><i>G</i>): Δ<sub>HB</sub><i>G</i> = 0.66 · Δ<sub>HB</sub><i>H</i> + 2.5 kJ·mol<sup>−1</sup>. This relationship enables the calculation of the enthalpy, Gibbs energy and entropy of hydrogen bonding. The validity of this approach was tested against 122 experimental hydrogen bonding enthalpies values available from the literature. The root mean square deviation and average deviation equaled 1.6 kJ·mol<sup>−1</sup> and 0.5 kJ·mol<sup>−1</sup>, respectively.https://www.mdpi.com/2673-8015/4/3/34hydrogen bonding enthalpycomplexation equilibriumcompensation relationship
spellingShingle Boris N. Solomonov
Mansur B. Khisamiev
Mikhail I. Yagofarov
Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham Equation
Liquids
hydrogen bonding enthalpy
complexation equilibrium
compensation relationship
title Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham Equation
title_full Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham Equation
title_fullStr Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham Equation
title_full_unstemmed Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham Equation
title_short Calculation of Hydrogen Bonding Enthalpy Using the Two-Parameter Abraham Equation
title_sort calculation of hydrogen bonding enthalpy using the two parameter abraham equation
topic hydrogen bonding enthalpy
complexation equilibrium
compensation relationship
url https://www.mdpi.com/2673-8015/4/3/34
work_keys_str_mv AT borisnsolomonov calculationofhydrogenbondingenthalpyusingthetwoparameterabrahamequation
AT mansurbkhisamiev calculationofhydrogenbondingenthalpyusingthetwoparameterabrahamequation
AT mikhailiyagofarov calculationofhydrogenbondingenthalpyusingthetwoparameterabrahamequation