Salicylic Acid Solubility Results

O

OH

OH

pH

% Species

1 2 3 4 5 6 7 8 9 10 11 12 13 14

100.0094.1288.2482.3576.4770.5964.7158.8252.9447.0641.1835.2929.4123.5317.6511.76

0.00

LHL

H2L

Log(1/S) for neutral form: 1.61

Monoanions:

Log(1/S) (Charge on O (or S) near aromatic): -1.54 ± 1.0

Log(1/S) (Charge on COO (or CSO) near aromatic): -1.54 ± 1.0

Other charged forms:

Log(1/S) (summing charge: -2): -2.54 ± 1.5

[1] Solubility, Mol/L: 0.0058 ( 0 °C )

Solubility, original: 800 milligrams per liter

Freier, R.K., Book Aqueous Solutions / Wassrige Losungen, 1976, 1.

Five point evaluation: 10000


Solubility, original: 0.13 grams per 100 grams (mls) water

Mullin, J.W., Book, 1972, 425-426.


Alessandro Malfatto - 083886



Mullin, J.W., Book, 1972, 425-426.




Cohen, E.; Goedhart, H., "Die Metastabilitat der Materie und deren Bedeutung fur unsere Kalorimetrischen Standarde", Proceedings

of the Koninklijke Nederlandse Akadamie van Wetenschappen, 1931, 34, 3-14.




Bailey, C.R., "The Condensed Ternary System Phenol-Water-Salicylic Acid", Journal of the Chemical Society (London), 1925, 126,

1951-1965.








Mullin, J.W., Book, 1972, 425-426.




Mullin, J.W., Book, 1972, 425-426.




Walker, J.; Wood, J.K., "Solubility of Isomeric Substances", Journal of the Chemical Society (London), 1898, 73, 618-627.


[10] Solubility, Mol/L: 0.0101 ( 12.1 °C )




[11] Solubility, Mol/L: 0.0121 ( unit assumed; 14.5 °C )

Solubility, original: 0.0121 moles per liter

Bhagwat, W.V.; Doosaj, S.S., "Limitations of Solubility Method for Determining Dissociation Constant", Journal of the Indian

Chemical Society, 1933, 10, 477-490.



Solubility, original: 1.667 grams per liter

Doosaj, S.S.; Bhagwat, W.V., "Solubilities of Weak Acids in Salts of Weak Acids at Very High Concentrations.", Journal of the

Indian Chemical Society, 1933, 10, 225-232.




Higuchi, T.; Zuck, D.A., "Investigation of Some Complexes Formed in Solution by Caffeine III. Interactions Between Caffeine and

Aspirin, p-Hydroxybenzoic Acid, m-Hydroxybenzoic Acid, Salicylic Acid, Salicylate Ion, and Butyl Paraben", Journal of the

American Pharmaceutical Association, Scientific Edition, 1953, 42, 138-145.


[14] Solubility, Mol/L: 0.0126 ( spray-dried product; 17 °C )

Solubility, original: 0.0013 mole per 100g water

Kawashima, Y.; Saito, M.; Takenaka, H., "Improvement of Solubility and Dissolution Rate of Poorly Water-soluble Salicylic Acid

by a Spray-drying Technique", Journal of Pharmacy and Pharmacology, 1975, 27, 1-5.





1951-1965.



Solubility, original: 1800 parts per million


Freed, V.H.; Chiou, C.T.; Schmedding, D.; Kohnert, R., "Some Physical Factors in Toxicological Assessment Tests", Environmental

Health Perspectives, 1979, 30, 75-80.







Solubility, original: 1800 parts per million

Hodgman, C.R., Book, 1952, 59-59.



Solubility, original: 1.79 milligrams per milliliter

Kanke, M.; Sekiguchi, K., "Dissolution Behavior of Solid Drugs. I. Improvement and Simplification of Dissolution Rate

Measurement, and Its Application to Solubility Determinations", Chemical and Pharmaceutical Bulletin, 1973, 21, 871-877.




Mullin, J.W., Book, 1972, 425-426.




Mullin, J.W., Book, 1972, 425-426.


[22] Solubility, Mol/L: 0.0145 ( EFG; 20 °C )


Mullin, J.W.; Cook, T.P., "Diffusion and Dissolution of the Hydroxybenzoic Acids in Water", Journal of Applied Chemistry, 1965,

15, 145-151.


[23] Solubility, Mol/L: undetermined ( 20 °C )

Solubility, original: slightly soluble

Dawson, R.M.C.; Elliott, D.C.; Elliott, W.H.; Jones, K.M., Book Data for Biochemical Research, 1969, 1, 1-1.


[24] Solubility, Mol/L: 0.0159 ( average of 2; 20 °C )

Solubility, original: 0.22 grams per 100 mls solution

Wright, R., "Selective Solvent Action. Part VI. The Effect of Temperature on the Solubilities of Semisolutes in Aqueous

Alcohol.", Journal of the Chemical Society (London), 1927, 130, 1334-1337.








Eisenberg, M.; Chang, P.; Tobias, C.W.; Wilke, C.R., "Physical Properties of Organic Acids", American Institute of Chemical

Engineers Journal, 1955, 1, 558-558.



















Bergen, Jr., R.L.; Long, F.A., "The Salting In of Substituted Benzenes by Large Ion Salts", Journal of Physical Chemistry, 1956,

60, 1131-1135.









Herz, W.; Hiebenthal, F., "Uber Loslichkeitsbeeinflussungen", Zeitschrift fuer Anorganische Chemie, 1928, 177, 363-380.




Huttenrauch, R.; Fricke, S., "Zur Beziehung zwischen Ordnungsgrad und Losungsvermogen des Wassers", Pharmazie (Berlin), 1982, 37

, 147-148.




Knox, J.; Richards, M.B., "The Basic Properties of Oxygen in Organic Acids and Phenols", 531, 115-508.




Kendall, J.; Andrews, J.C., "The Solubilities of Acids in Aqueous Solutions of Other Acids", Journal of the American Chemical

Society, 1921, 43, 1545-1560.




Larsson, E., "Die Loslichkeit von Sauren in Salzlosungen. I.", Zeitschrift fuer Physikalische Chemie (Leipzig), 1927, 127, 233

-248.




Okano, T.; Uekama, K.; Ikeda, K., "Electronic Properties of N-Heteroaromatics XVI. Charge Transfer Properties of Pyrazolone

Antipyretics. On the Complex Formation of Aminopyrine with Benzoic Acid and Salicylic Acid", Chemical and Pharmaceutical

Bulletin, 1968, 16, 6-12.




Cohen, E.; Goedhart, H., "Die Metastabilitat der Materie und deren Bedeutung fur unsere Kalorimetrischen Standarde", Proceedings

of the Koninklijke Nederlandse Akadamie van Wetenschappen, 1931, 34, 3-14.




Altwein, D.M.; Delgado, J.N.; Cosgrove, F.P., "Effect of Urea Concentrations on the Solubility of the Isomeric

Monohydroxybenzoic Acids", Journal of Pharmaceutical Sciences, 1965, 54, 603-606.



















Solubility, original: 0.0003 mole fraction

Desai, P.G.; Patel, A.M., "Effect of Polarity on the Solubilities of some Organic Acids", Journal of the Indian Chemical Society

, 1935, 12, 131-136.








Ahsan, S.S.; Blaug, S.M., "Interactions of Tweens with some Pharmaceuticals", Drug Standards, 1960, 28, 95-100.





1951-1965.


[47] Solubility, Mol/L: 0.0199 ( unit assumed; 30 °C )


Bhagwat, W.V.; Doosaj, S.S., "Limitations of Solubility Method for Determining Dissociation Constant", Journal of the Indian

Chemical Society, 1933, 10, 477-490.


[48] Solubility, Mol/L: 0.0175 ( EFG, 0.1N H2SO4; 30 °C )


Bolton, S., "Interaction of Urea and Thiourea with Benzoic and Salicylic Acids", Journal of Pharmaceutical Sciences, 1963, 52,

1071-1074.




Doosaj, S.S.; Bhagwat, W.V., "Solubilities of Weak Acids in Salts of Weak Acids at Very High Concentrations.", Journal of the

Indian Chemical Society, 1933, 10, 225-232.




Feldman, S.; Gibaldi, M., "Effect of Urea on Solubility --- Role of Water Structure", Journal of Pharmaceutical Sciences, 1967,

56, 370-375.









Mullin, J.W., Book, 1972, 425-426.




Mullin, J.W., Book, 1972, 425-426.





15, 145-151.




Higuchi, T.; Zuck, D.A., "Investigation of Some Complexes Formed in Solution by Caffeine III. Interactions Between Caffeine and

Aspirin, p-Hydroxybenzoic Acid, m-Hydroxybenzoic Acid, Salicylic Acid, Salicylate Ion, and Butyl Paraben", Journal of the

American Pharmaceutical Association, Scientific Edition, 1953, 42, 138-145.





Kostenbauder, H.B.; Higuchi, T., "Formation of Molecular Complexes by Some Water-soluble Amides I. Interaction of Several

Amides with p-Hydroxybenzoic Acid, Salicylic Acid, Chloramphenicol, and Phenol", Journal of the American Pharmaceutical

Association, Scientific Edition, 1956, 45, 518-522.


[57] Solubility, Mol/L: 0.0224 ( average of 2; 30 °C )

Solubility, original: 0.31 grams per 100 mls solution

Wright, R., "Selective Solvent Action. Part VI. The Effect of Temperature on the Solubilities of Semisolutes in Aqueous

Alcohol.", Journal of the Chemical Society (London), 1927, 130, 1334-1337.







Solubility, original: 3 milligrams per milliliter

Paruta, A.N.; Sciarrone, B.J.; Lordi, N.G., "Solubility of Salicylic Acid as a Function of Dielectric Constant", Journal of

Pharmaceutical Sciences, 1964, 53, 1349-1353.













Okano, T.; Uekama, K.; Ikeda, K., "Electronic Properties of N-Heteroaromatics XVI. Charge Transfer Properties of Pyrazolone

Antipyretics. On the Complex Formation of Aminopyrine with Benzoic Acid and Salicylic Acid", Chemical and Pharmaceutical

Bulletin, 1968, 16, 6-12.




Banerjee, D.; Gupta, B.K., "The Estimation of Compound Hydrophobicities and their Relevance to Partition Coefficients", Canadian

Journal of Pharmaceutical Science, 1980, 15, 61-63.





56, 370-375.














1951-1965.














Mullin, J.W., Book, 1972, 425-426.




Mullin, J.W., Book, 1972, 425-426.





15, 145-151.









56, 370-375.














1951-1965.













1951-1965.








Mullin, J.W., Book, 1972, 425-426.





Mullin, J.W., Book, 1972, 425-426.
























Mullin, J.W., Book, 1972, 425-426.




Mullin, J.W., Book, 1972, 425-426.




Mullin, J.W., Book, 1972, 425-426.




Mullin, J.W., Book, 1972, 425-426.


[93] Solubility, Mol/L: 0.016


Osol, A.; Kilpatrick, M., "The "Salting-out" and "Salting-in" of Weak Acids. II. The Activity Coefficients of the Molecules of

Ortho, Meta and Para-Hydroxybenzoic Acids in Aqueois Salt Solutions", 1933, 55, 4440-4445.



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Salicylic Acid Solubility Results