The handbook of soap manufactureSimmons, W. H. (William Herbert)
Science
The handbook of soap manufacture
Simmons, W. H. (William Herbert)
Soap
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) C_{18}H_{35}O_{2}H + C_{3}H_{5}(OH)_{3} =
C_{3}H_{5}(OH)_{2}C_{18}H_{35}O_{2} + H_{2}O
monostearin
(2) C_{18}H_{35}O_{2}H + C_{3}H_{5}(OH)_{2}C_{18}H_{35}O_{2} =
C_{3}H_{5}(OH)(C_{18}H_{35}O_{2})_{2} + H_{2}O
distearin
(3) C_{18}H_{35}O_{2}H + C_{3}H_{5}(OH)(C_{18}H_{35}O_{2})_{2} =
C_{3}H_{5}(C_{18}H_{35}O_{2})_{3} + H_{2}O
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 formulae, where R
denotes the acid radicle:--
_Monoglyceride_:--
CH_{2}OR CH_{2}OH
| |
(alpha) CHOH and (beta) CHOR
| |
CH_{2}OH CH_{2}OH
_Diglyceride_:--
CH_{2}OR CH_{2}OR
| |
(alpha) CHOH and (beta) CHOR
| |
CH_{2}OR CH_{2}OH
According to the relative proportions of fatty acid and glycerol used,
and the temperature to which they were heated, Berthelot succeeded in
preparing mono-, di- and triglycerides of various fatty acids.
Practically all the oils and fats used in soap-making consist of
mixtures of these compounds of glycerol with fatty acids, which
invariably occur in nature in the form of triglycerides.
It was formerly considered that the three acid radicles in any naturally
occurring glyceride were identical, corresponding to the formula--
CH_{2}OR
|
CHOR
|
CH_{2}OR
where R denotes the acid radicle. Recent work, however, has shown the
existence of several so-called _mixed glycerides_, in which the
hydroxyls of the same molecule of glycerol are displaced by two or
sometimes three different acid radicles.
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