The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
(4) Ricinoleic acid, C_{17}H_{32}OH·COOH, occurs in castor oil.
(_c_) Linoleic acid series--general formula, C_{_n_}H_{2_n_-3}·COOH.
(1) Linoleic acid, C_{17}H_{31}·COOH, occurs in linseed and
other drying oils.
(_d_) Linolenic acid series--general formula, C_{_n_}H_{2_n_-5}·COOH.
(1) Linolenic acid, C_{17}H_{29}·COOH, occurs in many drying
oils.
It will be observed that all of these acids contain a multiple of two total
carbon atoms. No acid containing an uneven number of carbon atoms has been
found in a natural fat. Furthermore, the acids which occur most commonly in
natural fats are those which contain eighteen carbon atoms; in fact, more
than 80 per cent of the glycerides which compose all animal and vegetable
fats are those of the C_{18} acids. This fact, in addition to the one that
the sugars and starches all contain multiples of six carbon atoms in their
molecules, indicates a very great biological significance of the chain of
six carbon atoms. This has been alluded to in connection with the
discussion of the biological significance of molecular configuration (see
page 57) and will be mentioned again in other connections.
THE ALCOHOLS WHICH OCCUR IN NATURAL FATS
=Glycerol=, as has been pointed out, is by far the most common alcoholic
constituent of natural fats and oils. This substance, which is familiar to
everyone under its common name "glycerine," is a colorless, viscid liquid
having a sweetish taste. It is a very heavy liquid (specific gravity 1.27)
which mixes with water in all proportions and when in concentrated form is
very hygroscopic.
Glycerine is made from fats and oils by commercial processes which clearly
prove that the constitution of fats is as described above. The fat is
boiled with a solution of caustic soda and is decomposed, the sodium of the
alkali taking the place of the glyceryl (C_{3}H_{5}) group, the latter
combining with three (OH) groups from the three molecules of alkali
necessary to decompose the fat. A sodium salt of the organic acid, or soap,
and glycerol are thus produced, and are separated by saturating the hot
solution with common salt, which causes the soap to separate out as a layer
on the surface of the liquid, which, on cooling, solidifies into a solid
cake, which is then cut and pressed into the familiar bars of commercial
soap. From the remaining solution, the glycerine is recovered by
evaporation and distillation under reduced pressure. Taking stearin, a
common fat, as the example, the reaction which takes place in the above
process may be expressed by the following equation:
C_{3}H_{5}(C_{17}H_{35}·COO)_{3} + 3NaOH = 3C_{17}H_{35}COONa +
Stearin Sodium stearate--a soap
C_{3}H_{5}(OH)_{3}.
Glycerol
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