A Further Investigation of the Symmetrical Chloride of Paranitroorthosulphobenzoic AcidHenderson, William Edwards
Science
A Further Investigation of the Symmetrical Chloride of Paranitroorthosulphobenzoic Acid
Henderson, William Edwards
Ortho-sulfobenzoic acid; Thesis (Ph. D.)
The habit of the crystals differs very much according to the
conditions of crystallization. Not infrequently almost perfectly
formed crystals of the simplest form—the oblique octahedron—were
obtained though for the most part the form was much more complicated,
pinacoid and dome faces, together with basal planes being prominent.
As a rule, the crystals were not suitable for crystallographic work,
as the faces are usually uneven and the edges rounded. By proper
precautions however, good ones were obtained, and measurements of these
will be found in this dissertation when it appears in print.
The size of some of the crystals obtained was unusual for substances
of this class. One crystal obtained with no special precautions, save
letting a solution of the chloride stand undisturbed for several days,
in a rather cool place measured 3 × 2.5 × 1.5 cm., and weighed 11.2
grams. The crystals are quite compact, their density being abut 1.85.
They melt at 98° (uncorr.) The chloride is quite stable in crystalline
condition. Even in moist air the crystals were unchanged, and retained
their lustre as long as they were in my possession.
An analysis for chlorine gave the following results.
.2200 gram gave .2212 gram AgCl.
COCl
/
Cal. for C₆H₃——SO₂Cl
\
NO₂
Found.
Cl = 24.94 24.83
V. The Action of Benzene and Aluminium Chloride on the Symmetrical
Chloride of Paranitroorthosulphobenzoic Acid.
Hollis[14] in his study of the action of these reagents upon the
unsymmetrical chloride, tested their action upon one portion of the
symmetrical chloride, and found the products to be identical in the two
cases. A few experiments were made in confirmation of these results,
and the same products, in general, were obtained. It was observed
however that the reactions differ in the relative ease with which
they are brought about. In the case of the symmetrical chloride, the
reaction is a much more vigorous one. On adding aluminium chloride to
a solution of the symmetrical chloride, in benzene, action begins
at once the temperature of the hand, and very little external heat,
and that only in the latter stages of the operation, is needful for
the completion of the reaction. The application of much heat converts
all of the product into thick tarry substances from which nothing
satisfactory could be obtained.
[14] Inaug. Diss. J. H. Univ. 1896.
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