Synthetic Tannins, Their Synthesis, Industrial Production and ApplicationGrasser, Georg
Science
Synthetic Tannins, Their Synthesis, Industrial Production and Application
Grasser, Georg
Tannins
Nierenstein [Footnote: _Ber._, 1910, 43, 628.] also succeeded in
converting tannin into carboethoxytannin, the latter on saponification
yielding crystalline, inactive digallic acid. On acetylating pentacetyl
leucotannin with acetyl chloride a hexacetyl derivative (M.P. 159° C.)
is obtained, the strychnine salt of which is resolved into both of the
active components. This proves the presence of digallic acid and
leucotannin in tannin lev. pur. Schering investigated by Nierenstein.
The latter author [Footnote: Liebig's _Ann._, 1912, 386, 318; 388, 223.]
later considered tannin to be polydigalloylleucodigallic acid anhydride
and the simplest tannin to be a digalloylleucodigallic acid
anhydride. This view, however, would not stand subsequent criticisms,
being in disagreement with the earlier observations of molecular weight
and acidic properties of tannin. Manning [Footnote: _Ibid._, 1912, 34,
918.] believed to have isolated a pentethylester of the pentagalloyl
glucoside from tannin, but this was shown to be the ethyl ester of
gallic acid.
Feist [Footnote: _Ber._, 1912, 45, 1493.] had arrived at the conclusion
that tannin was a glucose compound, and maintained that tannin from
Turkish galls was a compound of glucogallic acid combined as an ester
with 2 molecules gallic acid. But Fischer and Strauss [Footnote:
_Ibid._, 1912, 45, 3773.] synthetically prepared a glucoside of gallic
acid exhibiting differences from Feist's preparation which were so great
that the latter no longer could be considered a single glucoside of
gallic acid.
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