The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
------O-------
| |
CH_{2}OR·CHOR·CH·CHOR·CHOR·CHOR
in which the R represents a complex phenol-acid like tannic acid, or
digallic acid. These acids are derivatives of the common phenols, whose
constitution will be brought to mind by the following series of formulas:
Ordinary phenol Pyrocatechol Resorcinol Hydroquinone
/\ /\ /\ /\
/ \ / \ / \ / \
| |OH | |OH | |OH | |OH
| | | |OH | | HO| |
\ / \ / \ / \ /
\/ \/ \/ \/
OH
Pyrogallol Oxyhydroquinone Phloroglucinol
OH OH OH
/\ /\ /\
/ \ / \ / \
| |OH | |OH | |
| |OH | | HO| |OH
\ / \ / \ /
\/ \/ \/
OH
These phenols themselves do not occur as constituents of tannins, although
they are often found in other glucosides, gums, etc. The following
mono-carboxyl acid derivatives of these phenols are, however, found both
free and in glucoside formation as constituents of many of the common
tannins.
_Pyrocatechuic acid_, derived from pyrocatechol, represented by the
formula,
OH
/\
/ \
| |OH
| |
\ /
\/
COOH
_Gallic acid_, derived from pyrogallol, and represented by the formula,
OH
/\
/ \
HO| |
HO| |COOH
\ /
\/
COOH
In most of the common tannins, however, the characteristic acids are
oxy-derivatives of the so-called "tannon" group, represented by the
formula, C_{6}H_{5}·CO·O·C_{6}H_{5}. For example, _digallic acid_, which is
a constituent of many common tannins, is a tetra-oxy, mono-carboxyl
derivative of this group, having the structural formula,
/\ /\
/ \ / \
HO| |--CO·O--| |COOH
HO| | HO| |
\ / \ /
\/ \/
OH OH
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