This subject, the main results and principles of which have now been
elucidated, may well be closed with a reference to an interesting case
of enantiomorphism and optical activity which the author has himself
investigated,[15] and which is very similar to the case of the tartaric
acids. It had been previously shown[16] by P. F. Frankland and W. Frew,
that when calcium glycerate was submitted to the fermenting action of
the _Bacillus ethaceticus_ one-half only of the glyceric acid was
destroyed, and that the remaining half was optically active, rotating
the plane of polarisation to the right.
Now glyceric acid,
CH_{2}.OH
|
CH.OH,
|
COOH
has manifestly one so-called asymmetric carbon atom (that is, a carbon
atom the four valencies of which are satisfied by attachment to four
different monad elements or groups), that belonging to the CHOH group.
There are consequently two possible arrangements of the molecule in
space, probably corresponding to the two optically active varieties,
namely, those represented, as far as is possible in one plane, as below,
the asymmetric carbon atom (not shown in the graphic representation)
being supposed to be at the centre of the tetrahedron, which is usually
taken to represent a carbon atom with its four valencies.
[Illustration]
Dextro-glyceric acid itself proved to be an uncrystallisable syrup, but
the calcium salt, Ca(C_{3}H_{5}O_{4})_{2}.2H_{2}O, was obtained in
crystals sufficiently well-formed to permit of a complete
crystallographic investigation, which the author undertook by friendly
arrangement with Prof. Frankland. Although the acid itself is
dextro-rotatory, aqueous solutions of the calcium salt are lævo-rotatory
to the extent of –12.09 units of “specific rotation” for sodium light.
The crystals were colourless well-formed prisms which proved to be of
monoclinic symmetry, the best individuals being formed by very slow
evaporation of the aqueous solution. They were terminated at both ends
by pyramid and dome faces, and sometimes grew to the length of a
centimetre. The actual crystal elements found after a full series of
measurements were as under:—
CALCIUM DEXTRO-GLYCERATE.
_Crystal system_: monoclinic.
_Class of Monoclinic System_: sphenoidal or monoclinic-hemimorphic.
_Habit_: prismatic.
_Monoclinic axial angle_: β=69° 6′.
_Ratio of axes_: _a_ : _b_ : _c_ = 1.4469 : 1 : 0.6694.
_Forms observed_:
_a_ = {100}, _c_ = {001}, _r′_ = {̄201}, _p_ = {110},
_m_ = {011}, _o_ = {111} _s_ = {̄1̄11}, _n_ = {̄2̄11}.
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