The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
Glycerol is, however, a trihydric alcohol, i.e., it contains three
replaceable (OH) groups. Its formula is C_{3}H_{5}(OH)_{3}, or
CH_{2}OH·CHOH·CH_{2}OH. Hence, three molecules of a monobasic acid are
required to replace all of its (OH) groups.
For example,
C_{2}H_{5}OH + HOOC·C_{17}H_{35} = CH_{2}OOC·C_{17}H_{35}
| |
CHOH + HOOC·C_{17}H_{35} = CHOOC·C_{17}H_{35} + 3H_{2}O
| |
C_{2}H_{5}OH + HOOC·C_{17}H_{35} = CH_{2}OOC·C_{17}H_{35}
It is theoretically possible, of course, to replace either one, two, or
three of the (OH) groups in the glycerol with acid radicals, thus
producing either mono-, di-, or triglycerides. If the primary alcohol
groups in the glycerine molecule are designated by (1) and the secondary
one by (2), thus, CH_{2}OH(1)·CHOH(2)·CH_{2}OH(1), it is conceivable
that there may be either (1) or (2) monoglycerides, either (1, 1) or (1,
2) diglycerides, or a triglyceride, depending upon which of the (OH)
groups are replaced. Compounds of all of these types have been produced
by combinations of glycerol with varying proportions of organic acids
under carefully controlled conditions; and all of them found to possess
fat-like properties. All natural fats are triglycerides, however. Most
natural fats are mixtures of several different triglycerides in each of
which the three (OH) groups of the glycerol has been replaced by the
same organic acid radical, as in the example of stearin shown above. But
recent investigations have shown that some of the common animal fats,
and perhaps some plant oils, may be made up of mixed glycerides, i.e.,
those in which the different (OH) groups have been replaced by different
acid groups, as oleo-stearin, oleo-stearo-palmitin, etc.
THE ACIDS WHICH OCCUR IN NATURAL FATS
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