Xylidine scarlet, although at the time of its introduction the only true
azo-scarlet likely to come into competition with cochineal, was still
somewhat on the orange side. The cumidine dye would obviously be nearer
the desired shade. To meet this want, cumidine had to be made on a large
scale, but here practical difficulties interposed themselves. The quantity
of cumene in the light oil is but small, and it is associated with other
hydrocarbons which are impurities from the present point of view, and from
which it is separated only with difficulty. A new source of the base had
therefore to be sought, and here again we find chemical science
ministering to the wants of the technologist.
It was explained in the last chapter that aniline and similar bases can be
methylated by heating their dry salts with methyl alcohol under pressure.
In this way dimethylaniline is made, and dimethyltoluidine or
dimethylxylidine can similarly be prepared. Now it was shown by Hofmann in
1871, that if this operation is conducted at a very high temperature, and
under very great pressure, the methyl-alcohol residue, _i.e._ the
methyl-group, does not replace the amidic hydrogen or the hydrogen of the
ammonia residue, but the methylation takes place in another way, resulting
in the formation of a higher homologue of the base started with. For
example, by heating aniline salt and pure wood-spirit to a temperature
considerably above that necessary for producing dimethylaniline, toluidine
is formed. In a similar way, by heating xylidine hydrochloride and methyl
alcohol for some time in a closed vessel at about 300 deg. C. cumidine is
produced. Hofmann's discovery was thus utilized in 1882, and by its means
the base was manufactured, and cumidine scarlet, very similar in shade to
cochineal, became an article of commerce.
Public-domain text, read in full here on John Shaqi.
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