1949
DOI: 10.1021/jo01158a022
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The Solubilities of the Normal Saturated Fatty Acids in Water

Abstract: Solubilities of saturated fatty acids in water reported by John and McBain (1) are one-fifth to one-tenth of those reported by Ralston and Hoerr (2). As a result of these discrepancies, it was decided to reopen the study.EXPERIMENTAL Preparation of Materials. The fatty acids used in this work were highly purified samples prepared by Mr. R. S. Sedgwick. Freezing points of the acids were as follows: octanoic, 16.63°; nonanoic, 12.52°; decanoic, 31.49°; hendecanoic, 28.59°; dodecanoic, 44.16°; tetradecanoic, 5… Show more

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Cited by 38 publications
(9 citation statements)
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“…When a hydrocarbon radical is large, the strength of the carboxyl group is not enough to bring the molecule of acid to the solution. Solubility of palmitic (C16:0) and stearic (C18:0) acids at 20 °C is 0.72 and 0.29 mg LCFA per 100 g of water; shorter chain fatty acids have higher solubility, for example 79.0 mg of caprylic acid (C8:0) can be dissolved in 100 g of water at 30 °C (Eggenberger et al , 1949). Unsaturated LCFA, have slightly higher solubilities; for example, linoleic acid (C18:2) solubility in 6.7 °C water is 16 mg LCFA per 100 mL of water (Mabrouk & Dugan, 1961).…”
Section: Introductionmentioning
confidence: 99%
“…When a hydrocarbon radical is large, the strength of the carboxyl group is not enough to bring the molecule of acid to the solution. Solubility of palmitic (C16:0) and stearic (C18:0) acids at 20 °C is 0.72 and 0.29 mg LCFA per 100 g of water; shorter chain fatty acids have higher solubility, for example 79.0 mg of caprylic acid (C8:0) can be dissolved in 100 g of water at 30 °C (Eggenberger et al , 1949). Unsaturated LCFA, have slightly higher solubilities; for example, linoleic acid (C18:2) solubility in 6.7 °C water is 16 mg LCFA per 100 mL of water (Mabrouk & Dugan, 1961).…”
Section: Introductionmentioning
confidence: 99%
“…The solubility of oil, fat and fatty acids in water would be an important and basic parameter. However, there are only a few reports on such solubility at temperatures lower than 609 C. [12][13][14] In this context, we measured the solubility of fatty acids with even carbon numbers of 8 to 18 in water at 609 C to 2309 C under pressures of 5 and 15 MPa.…”
mentioning
confidence: 99%
“…Instead they form a floating film on the top with the carboxyl group oriented toward water and the non-polar groups oriented toward the gaseous phase. The saturated FFA, on the other hand, are more water soluble in nature and the solubility of FFA in water increases with decreasing carbon number or chain length and increasing temperature; butyric acid is completely soluble in water and stearic acid is the least soluble in nature [24][25][26]. These soluble FFA can then enter the starch granules to form amylose-lipid complexes [27].…”
Section: Resultsmentioning
confidence: 99%