Examination of hydrogen-bonding interactions between dissolved solutes and alkylbenzene solvents based on Abraham model correlations derived from measured enthalpies of solvation

Varfolomeev, Mikhail A.; Rakipov, Ilnaz T.; Acree, William E.; Brumfield, Michela; Abraham, Michael H.

doi:10.1016/j.tca.2014.08.024

Cited by 32 publications

(13 citation statements)

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“…This study continues our combined experimental and theoretical examination of gas-toorganic solvent transfer processes for nonelectrolyte solutes [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19]. Such processes govern chemical separations by gas-liquid chromatography, measurement of solubilities and activity coefficients by inert-gas stripping methods, and the removal and pre-concentration of volatile organic solutes from aqueous analytical samples using headspace single drop micro-extraction methods.…”

Section: Introductionmentioning

confidence: 89%

“…The hydrogen bonding interactions would be given by ah · A + bh · B terms. In Table 5 In an earlier study [3] we examined the weak X-H…π (X -O,N, and C) hydrogen- ...…”

Section: The 126 Experimentalmentioning

confidence: 99%

“…In previous publications [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15] we have developed Abraham model correlations:…”

Section: Introductionmentioning

confidence: 99%

“…The organic solvents included several saturated hydrocarbons [1,2] and aromatic hydrocarbons [1,3,4], chlorinated alkanes [4][5][6], several primary, secondary and tertiary alcohols [7][8][9][10][11], two dialkyl carbonates [12], one alkyl acetate solvent [13], one dialkyl ether [13] and two cyclic ethers [6,8], as well as several miscellaneous organic solvents [9,14,15]. In each case eqns.…”

Section: Introductionmentioning

confidence: 99%

“…Numerical values of the solvent properties are determined by solving a series of equations generated from measured solute transfer properties for solutes with known solute descriptors. The ah,l equation coefficients for benzene, mesitylene and p-xylene were recently used [3] to examine weak X-H…π (X -O,N, and C) hydrogen bonding of 4 aromatic solvents with different proton donors. Hydrogen-bonding enthalpies calculated as the product of ah,l ·A (e.g., ΔHBH 0 = ah,l ·A) were in good agreement with values calculated using the Solomonov et al method [33].…”

Section: Introductionmentioning

confidence: 99%

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Effect of halogen substitution on the enthalpies of solvation and hydrogen bonding of organic solutes in chlorobenzene and 1,2-dichlorobenzene derived using multi-parameter correlations

et al. 2015

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Enthalpies of solution at infinite dilution at 298 K, ΔsolnH A/Solvent , have been measured by isothermal solution calorimetry for 43 and 72 organic solutes dissolved in chlorobenzene and 1,2-dichlorobenzene, respectively. The measured ΔsolnH A/Solvent data, along with published ΔsolnH A/Solvent values taken from the published literature for solutes dissolved in both chlorobenzene solvents, were converted to enthalpies of solvation, ΔsolvH A/Solvent , using standard thermodynamic equations. Abraham model correlations were developed from the experimental ΔsolvH A/Solvent data. The best derived correlations describe the experimental gas-to-chlorobenzene and gas-to-1,2-dichlorobenzene enthalpies of solvation to within standard deviations of 1.5 kJ mol -1 and 1.9 kJ mol -1 , respectively. Enthalpies of X-H…π (X -O, N, and C) hydrogen bond formation of proton donor solutes (alcohols, amines, chlorinated hydrocarbons and etc.) with chlorobenzene and 1,2-dichlorobenzene were calculated based on the Abraham solvation equation. Obtained values are in good agreement with the results determined using conventional methods.

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Section: Introductionmentioning

confidence: 89%

“…The hydrogen bonding interactions would be given by ah · A + bh · B terms. In Table 5 In an earlier study [3] we examined the weak X-H…π (X -O,N, and C) hydrogen- ...…”

Section: The 126 Experimentalmentioning

confidence: 99%