Scientific American Supplement, No. 288, July 9, 1881Various
Science
Scientific American Supplement, No. 288, July 9, 1881
Various
Science -- Periodicals
From a chemical point of view cananga oil has become interesting because
of the information given by Gal,[1] that it contains benzoic acid, no
doubt in the form of a compound ether. So far as I, at the moment,
remember the literature of the essential oils, this occurrence of
benzoic acid in plants stands alone,[2] although in itself it is not
surprising, and probably the same compound will yet be frequently
detected in the vegetable kingdom. As it was convenient to test the
above statement by an examination I induced Herr Adolf Convert,
a pharmaceutical student from Frankfort-On-Main, to undertake an
investigation of ilang-ilang oil in that direction. The oil did not
change litmus paper moistened with alcohol. A small portion distilled
at 170° C.; but the thermometer rose gradually to 290°, and at a still
higher temperature decomposition commenced. That the portions passing
over below 290° had a strong acid reaction already indicated the
presence of ethers. Herr Convert boiled 10 grammes of the oil with 20
grammes of alcohol and 1 gramme of potash during one day in a retort
provided with a return condenser. Finally the alcohol was separated by
distillation, the residue supersaturated with dilute sulphuric acid, and
together with much water submitted to distillation until the distillate
had scarcely an acid reaction. The liquid that had passed over was
neutralized with barium carbonate, and the filtrate concentrated, when
it yielded crystals, which were recognized as nearly pure acetate. The
acid residue, which contained the potassium sulphate, was shaken with
ether; after the evaporation of the ether there remained a crystalline
mass having an acid reaction which was colored violet with ferric
chloride. This reaction, which probably may be ascribed to the account
of a phenol, was absent after the recrystallization of the crystalline
mass from boiling water. The aqueous solution of the purified
crystalline scales then gave with ferric chloride only a small
flesh-colored precipitate. The crystals melted at 120° C. In order
to demonstrate the presence of benzoic acid Herr Convert boiled the
crystals with water and silver oxide and dried the scales that separated
from the cooling filtrate over sulphuric acid. 0.0312 gramme gave upon
combustion 0.0147 gramme of silver, or 47.1 per cent. The benzoate of
silver contains 46.6 per cent, of metal; the crystals prepared from the
acid of ilang-ilang oil were, therefore, benzoate of silver. For the
separation of the alcoholic constituent, which is present in the form of
an apparently not very considerable quantity of benzoic ether, far more
ilang-ilang oil would be required than was at command.
[Footnote 1: _Comptes Rendus_, lxxvi. (1873), 1428, and abstracted in
the _Pharmaceutical Journal_ [3], iv., p. 28; also in _Jahresbericht_,
1873, p. 431.]
[Footnote 2: Overlooking Peru balsam and Tolu balsam.]
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