Linear solvation energy relationships: 36. Molecular properties governing solubilities of organic nonelectrolytes in water
Molar solubilities of non-hydrogen bond donor and weak hydrogen bond donor liquid aliphatic solutes in water, or the nearly equivalent quantities, Sg/Kgw, where Kgw is the gas-water partition coefficient and Sg is the solute concentration in the solute saturated vapor (Sg = Patm/24.5) are well corre...
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| Published in | Journal of pharmaceutical sciences Vol. 75; no. 4; p. 338 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
01.04.1986
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| Subjects | |
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| Abstract | Molar solubilities of non-hydrogen bond donor and weak hydrogen bond donor liquid aliphatic solutes in water, or the nearly equivalent quantities, Sg/Kgw, where Kgw is the gas-water partition coefficient and Sg is the solute concentration in the solute saturated vapor (Sg = Patm/24.5) are well correlated by the equation: log Sw congruent to log (Sg/Kgw) = 0.54 - 3.32V/100 + 0.46 pi* + 5.17 (beta or beta m) (at 25 degrees C) n = 105, r = 0.9954, SD = 0.137 V is the solute molar volume (the molecular weight divided by the liquid density at 20 degrees C), and pi* and beta are the solvatochromic parameters that are measures of solute dipolarity-polarizability and hydrogen bond acceptor basicity. The equation, which applies to liquid monofunctional aliphatic solutes is used to calculate additional new beta and beta m values. The beta m values, which are intended to apply to self-associated compounds when acting as "monomer" solutes, are: methanol, 0.42; all primary alkanols, 0.45; all secondary alkanols, 0.51; and all tertiary alkanols, 0.57. |
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| AbstractList | Molar solubilities of non-hydrogen bond donor and weak hydrogen bond donor liquid aliphatic solutes in water, or the nearly equivalent quantities, Sg/Kgw, where Kgw is the gas-water partition coefficient and Sg is the solute concentration in the solute saturated vapor (Sg = Patm/24.5) are well correlated by the equation: log Sw congruent to log (Sg/Kgw) = 0.54 - 3.32V/100 + 0.46 pi* + 5.17 (beta or beta m) (at 25 degrees C) n = 105, r = 0.9954, SD = 0.137 V is the solute molar volume (the molecular weight divided by the liquid density at 20 degrees C), and pi* and beta are the solvatochromic parameters that are measures of solute dipolarity-polarizability and hydrogen bond acceptor basicity. The equation, which applies to liquid monofunctional aliphatic solutes is used to calculate additional new beta and beta m values. The beta m values, which are intended to apply to self-associated compounds when acting as "monomer" solutes, are: methanol, 0.42; all primary alkanols, 0.45; all secondary alkanols, 0.51; and all tertiary alkanols, 0.57. |
| Author | Abboud, J L Abraham, M H Doherty, R M Taft, R W Kamlet, M J |
| Author_xml | – sequence: 1 givenname: M J surname: Kamlet fullname: Kamlet, M J – sequence: 2 givenname: R M surname: Doherty fullname: Doherty, R M – sequence: 3 givenname: J L surname: Abboud fullname: Abboud, J L – sequence: 4 givenname: M H surname: Abraham fullname: Abraham, M H – sequence: 5 givenname: R W surname: Taft fullname: Taft, R W |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/3723354$$D View this record in MEDLINE/PubMed |
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| SubjectTerms | Alcohols Chemical Phenomena Chemistry, Physical Hydrogen Bonding Kinetics Solubility Water |
| Title | Linear solvation energy relationships: 36. Molecular properties governing solubilities of organic nonelectrolytes in water |
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