The scientific development of the history of this phenol dye is full of
interest, but we can only give it a passing glance. Its interest lies
chiefly in the circumstance that it is related to magenta, as was first
pointed out by Caro and Wanklyn in 1866. In fact they obtained rosolic
acid from magenta by the action of nitrous acid on the latter. We now know
that a diazo-salt is first formed under these circumstances, and that the
decomposition of this unstable compound in the presence of water gives
rise to the rosolic acid. Later researches have shown that by heating
rosolic acid with ammonia it is converted into rosaniline. It is also
known that the commercial corallin, like the commercial magenta, is a
mixture of closely related colouring-matters. The close analogy between
magenta and rosolic acid was further shown by Caro in 1866. In the same
way that Hofmann found that magenta could not be produced by the oxidation
of _pure_ aniline, Caro found that a mixture of phenol and cresol was
necessary for the production of rosolic acid when inorganic oxidizers were
used. It is indeed this series of investigations upon the phenol
dyes--investigations which have been taken part in not only by the
chemists named, but also by Graebe, Dale and Schorlemmer, and the
Fischers--which led up to the discovery of the constitution of the
colouring-matters of the rosaniline group, and, through this, to the
far-reaching industrial developments of the discovery as traced in the
last chapter. It is evident, from what has been said, that rosolic acid
and its related colouring-matters are members of the triphenylmethane
group. They are in fact the hydroxylic or acid analogues of the
amido-containing or basic dyes of the rosaniline series.
In the fragrant blossom of the meadowsweet (_Spiraea ulmaria_) there is
contained an acid which is found also as an ether in the oil of
wintergreen (_Gautheria procumbens_). This is salicylic acid, a white
crystalline compound which has been known to chemists since 1839. In 1860
Kolbe prepared the sodium salt of this acid by passing carbon dioxide gas
into phenol in which metallic sodium had been dissolved. It was found
subsequently that the same transformation was brought about by heating the
dry sodium salt of carbolic acid in an atmosphere of carbon dioxide. This
process of Kolbe's is now worked on a manufacturing scale for the
preparation of artificial salicylic acid. The acid and its salts and
ethers find numerous applications as antiseptics, for the preservation of
food, and in pharmacy.
Public-domain text, read in full here on John Shaqi.
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