The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
This process, since it yields soap as one of its products, is called
"saponification." All fats, when saponified, yield soaps and either
glycerol or (more rarely) some of the other alcohols which are described
below.
Glycerine is also prepared from fats by hydrolysis with superheated steam.
Using olein, a glyceride which is present in olive oil and many common
fats, as the example in this case, the equation for the reaction is:
C_{3}H_{5}(C_{17}H_{33}·COO)_{3} + 3H_{2}O = 3C_{17}H_{33}·COOH +
Olein Steam Oleic acid
C_{3}H_{5}(OH)_{3}
Glycerol
In this case the free fatty acid, instead of a soap, is the product which
is obtained in addition to glycerol.
In the equations presented above, a single glyceride has been used as the
example in each case. In the saponification, or hydrolysis, of natural fats
and oils which, as has been shown, are mixtures of many glycerides, the
resultant soaps, or fatty acids, are mixtures of as many compounds as there
were individual glycerides of the original fat, but the glycerol is
identical in every case.
When glycerol is heated with dehydrating agents, it is easily converted
into _acrolein_, an unsaturated aldehyde having a peculiar characteristic
pungent odor. Hence, the presence of glycerol, or glycerides, in any
substance may usually be detected by mixing the material with anhydrous
acid potassium sulfate and heating the mixture in a test tube, when the
characteristic odor of acrolein will appear.
Glycerol possesses all the characteristic properties of an alcohol, forming
alcoholates with alkalies, esters with acids, etc. It is an active reducing
agent, being itself easily oxidized to a variety of different products
depending upon the strength of the oxidizing agent used and the conditions
of the experiment. Microorganisms affect it in a variety of ways, either
converting it into simple fatty acids, or condensing it into longer-chain
compounds.
=Open-chain monohydric alcohols=, higher members of the ethyl alcohol
series, such as cetyl, C_{16}H_{33}OH, carnaubyl, C_{24}H_{49}OH, ceryl,
C_{26}H_{53}OH, and melissyl, C_{30}H_{61}OH, are found in the esters which
constitute the major proportion of the common waxes.
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