History of Chemistry, Volume 2 (of 2): From 1850 to 1910Thorpe, T. E. (Thomas Edward)
History
History of Chemistry, Volume 2 (of 2): From 1850 to 1910
Thorpe, T. E. (Thomas Edward)
Chemistry -- History
and _camphor_, which Dumas first showed to have the composition
C10H16O, should be closely allied in constitution, and that it ought
to be readily possible to effect their mutual transformation. The
constitution of camphor was long one of the standing problems of
organic chemistry, and dozens of formulæ have been suggested at
various times during the last twenty years in explanation of its
structure. That it contained a benzene nucleus seemed to be proved
by the ease with which it yielded toluene, cymene, and other benzene
homologues. The first real insight into its structure was gained
when Bredt ascertained the constitution of _camphoronic acid_, C6H11
(CO2H)4—a product, together with _camphoric acid_, of the oxidation
of camphor—which he found broke up into trimethylsuccinic acid and
_iso_butyric acid, and the structure of which was established by Perkin
and J. F. Thorpe.
The result of the Japanese monopoly has been to greatly enhance the
price of natural camphor; during the last ten years it has practically
trebled. This has naturally stimulated endeavours to prepare this
substance by synthetical means. _Artificial camphor_ is now made from
_pinene_ by transforming the hydrocarbon into bornyl chloride by the
action of hydrochloric acid. From this _camphene_ is prepared; by
treatment with glacial acetic acid it forms _isobornyl acetate_. On
hydrolysis this is transformed into _isoborneol_, which by oxidation
yields _camphor_, differing from the naturally occurring variety only
in the fact that it is optically inactive. All so-called aromatic
compounds are not necessarily cyclic systems, for it has been
recognised within the past few years that some of the most valuable
natural perfumes, such as that of the rose, lavender, and orange
blossom, lemon-grass, geranium, ylang-ylang, neroli, etc., owe their
characteristic aroma to the presence of terpenes and camphors, which
are not strictly benzenoid or cyclic compounds, but “ruptured rings”
behaving like open-chain or aliphatic substances. To judge from past
experience, it may confidently be stated that, now the constitution
of these substances is understood, their synthetical preparation on
an industrial scale is practicable. The discovery by Cahours in 1844
that _oil of wintergreen_ is substantially methyl salicylate led to
its artificial production from synthetically prepared salicylic acid.
Sir William Perkin in 1868 effected the synthesis of _coumarin_, the
aromatic principle in woodruff and hay. Fittig and Mielck in 1869
synthesised _heliotropin_, and in 1871 Tiemann and Haarmann obtained
_vanillin_, the characteristic aromatic body in the vanilla pod, by
synthetic means, and established its manufacture on a commercial scale.
The chemical nature of the characteristic odoriferous substances in oil
of cumin, anise, rue, cinnamon, heliotrope, jasmine, violet, parsley,
etc., has now been established and some of them are made industrially.
Public-domain text, read in full here on John Shaqi.
Reviews
Reviews
No reviews yet
Be the first to share your thoughts on this work.
Elsewhere in the archive
Join the Discussion
Join the discussion
Sign in to leave a comment or review.
Sign InorCreate an account