The Handbook of Soap Manufacture. H. A. Appleton

The Handbook of Soap Manufacture - H. A. Appleton


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palmitin sodium hydroxide sodium palmitate glycerol

      

CH2OOC18H33 CH2OH
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CHOOC18H33 + 3NaOH = 3NaOOC18H33 + CHOH
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CH2OOC18H33 CH2OH
olein sodium hydroxide sodium oleate glycerol

      Berthelot subsequently confirmed Chevreul's investigations by directly synthesising the fats from fatty acids and glycerol, the method he adopted consisting in heating the fatty acids with glycerol in sealed tubes. Thus, for example:—

3C18H35O2H + C3H5(OH)3 = C3H5(C18H35O2)3
stearic acid glycerol tristearin

      Since glycerol is a trihydric alcohol, i.e., contains three hydroxyl (OH) groups, the hydrogen atoms of which are displaceable by acid radicles, the above reaction may be supposed to take place in three stages. Thus, we may have:—

(1) C18H35O2H + C3H5(OH)3 = C3H5(OH)2C18H35O2 + H2O
monostearin
(2) C18H35O2H + C3H5(OH)2C18H35O2 = C3H5(OH)(C18H35O2)2 + H2O
distearin
(3) C18H35O2H + C3H5(OH)(C18H35O2)2 = C3H5(C18H35O2)3 + H2O
tristearin

      There are two possible forms of monoglyceride and diglyceride, according to the relative position of the acid radicle, these being termed alpha and beta respectively, and represented by the following formulæ, where R denotes the acid radicle:—

      Monoglyceride:—


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Librs.Net
CH2OR CH2OH
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(alpha) CHOH and (beta) CHOR
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CH2OH