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ChemicalBook CAS DataBase List Stearic acid

Stearic acid synthesis

11synthesis methods
Commercially it is produced by the hydrogenation of the unsaturated 18-carbon fatty acids of soybean, cottonseed or other vegetable oils. When obtained from animal fats by hydrolysis and fractional crystallization, commercial stearic acid is a mixture of solid organic acids, chiefly palmitic and stearic acids. Commercial products containing about 90% stearic acid are produced by hydrolysis and crystallization of a completely hydrogenated vegetable oil or by fractional distillation of fatty acid mixtures obtained from tallow
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Yield:57-11-4 100%

Reaction Conditions:

with hydrogen;5%-palladium/activated carbon in ethyl acetate; under 2585.81 Torr; for 6 h;

Steps:

4

In the hydrogenation vessel, oleic acid (10 g, 35.4 mmol) were dissolved in 50 ml ethyl acetate. Ig of 5% Pd-C were added and the vessel was connected to the hydrogenation apparatus and pressure was set at 50 psi for 6 hours. At the end of this period white precipitate of stearic acid was formed. To ensure total solubilzation of stearic acid, 400 ml of ethyl acetate were added and the black precipitate was filtered out and washed with additional 100 ethyl acetate. The filtrate was removed which gave stearic acid in quantitative yield. 1H-NMR(CDCl3, δ ppm): 2.35(t,2H),1.63(m,2H),1.25(m,28H),0.88(t,3H)

References:

WO2009/109973,2009,A2 Location in patent:Page/Page column 56

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