Specific and non-specific interactions of hydropseudohalic acids with water and organic solvents |
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Authors: | J Krejzler S Siekierski |
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Institution: | (1) Department of Radiochemistry, Institute of Nuclear Chemistry and Technology, PL-03195 Warsaw, Poland |
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Abstract: | Partition coefficients P of the HNCS, HNCO and HN3 hydropseudohalic acids between a number of organic solvents and water were determined. It has been found that log P increases with pKa of the acid and with the basicity of the solvent, but the effect of pKa on P is the smaller the more basic is the solvent. The relationships have been explained in terms of hydrogen bond formation between undissociated acid and solvent molecules. H-bonding between the pseudohalic acids and organic solvents has been confirmed by IR spectra on the example of HN3 in benzene. Association constants for H-bonding between the three acids and water, benzene, dibutyl ether and tri-n-butyl phosphate were determined from partition data. It has been found that H-bonding increases with the strength of the acid, whereas the contribution to partition from non-specific interactions with water and organic solvents depends on the molecular surface area of the acid molecule. |
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Keywords: | Thiocyanic acid cyanic acid hydrazoic acid liquid-liquid partition hydrogen bonding infrared spectra |
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