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
In 1874 the conception of atomic grouping received a remarkable
development by the publication of two memoirs—one by Van ’t Hoff, and
the other by Le Bel—which served to connect molecular structure with
optical activity. Confining their attention to carbon compounds, they
inferred that all optically active substances contained at least one
multivalent atom, united to other atoms or groups, so as to form in
space an unsymmetrical arrangement. Van ’t Hoff regarded the carbon
atom as occupying the centre of a tetrahedron, to the summits of which
its valencies were directed. If different groupings are attached to
these summits, the structure is _asymmetrical_, and is optically
active. The two forms of lactic acid, for example, may be represented
by the following space formulæ:
[Illustration]
It will be seen from an inspection of the figures that the one is the
image-form of the other, and, no matter how they are turned, they are
not superposable; they are right- and left-handed, or, as it is termed,
enantiomorphs.
There is no fundamental distinction between the hypothesis of Van ’t
Hoff and Le Bel as to the effect of asymmetry on optical behaviour. Le
Bel regards the effect of asymmetry simply as a necessary consequence
of the presence of four dissimilar groupings, and as independent of
valency and the geometrical form of the molecule.
[Illustration: JACOBUS HENRICUS VAN ’T HOFF.]
It was surmised by Pasteur that every liquid or solid in solution
showing optical activity, if crystallisable, would be found to manifest
hemihedral faces; but this has not been generally established.
Further, it does not always happen that an optically active substance
in solution is so when solid. Lastly, optical activity may be latent
even in asymmetric carbon compounds if dextro- or lævo-modifications
are present in equal proportions, as in racemic acid. Such compounds
are, in fact, termed “racemic,” or _racemoids_; and they may be
separated occasionally by crystallisation, as in Pasteur’s method with
the tartrates; or as shown by him by the action of the racemoid upon
another optically active substance; or, lastly, by taking advantage
of the specific action (specific assimilation) of organisms—Pasteur’s
so-called biochemical method.
It is a physiological fact of great interest that the behaviour of
enantiomorphs towards the animal organism is frequently markedly
different. Lævo-tartaric acid administered to guinea-pigs is found to
be twice as poisonous as the dextro-acid; dextro-asparagine possesses
a sweet taste, but lævo-asparagine is tasteless; lævo-nicotine is more
poisonous than the dextro-alkaloid.
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