A Further Investigation of the Symmetrical Chloride of Paranitroorthosulphobenzoic Acid — John Shaqi
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.)
Analysis of the substance gave the following results:
I. 0.1627 gram gave 0.3398 gram CO₂ and 0.0510 gram H₂O.
II. 0.1999 gram gave 0.4180 gram CO₂ and 0.0600 gram H₂O.
III. 0.2649 gram gave 0.1561 gram BaSO₄.
COOC₆H₅
/
Cal. for C₆H₃——SO₂OC₆H₅
\
NO₂ Found.
I II III
C = 57.14 56.97 57.03 ——
H = 3.26 3.47 3.33 ——
S = 8.02 —— —— 8.09
This substance melts at 119° (uncorr).
It possesses properties similar to those of the diphenyl etherial
salt of orthosulphobenzoic acid described by Saunders. It is
insoluble in water, and is unaffected by hydrochloric acid or aqueous
alkali. On heating for a short time with alcoholic potash, the
needles were transformed into a voluminous precipitate. This was
filtered off, dissolved in water, and hydrochloric acid was added.
On cooling, characteristic crystals of the acid potassium salt of
paranitroorthosulphobenzoic separated.
Analysis.
0.1392 gram lost 0.009 gram at 150° and gave 0.0385 gram K₂SO₄.
COOH
/
Cal. for C₆H₃——SO₂OK + H₂O
\
NO₂
Found.
H₂O = 5.95 H₂O = 6.51
K = 13.65 K = 13.35
No attempt was made to isolate the corresponding intermediate
chlor-etherial salt of the composition
COOC₆H₅
/
C₆H₃——SO₂Cl
\
NO₂
or its acid as was done by McKee[21] in his work on the analogous
etherial salt of orthosulphobenzoic acid.
[21] Am. Ch. Journ. XVIII-799
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