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.)
COOC₂H₅ COOC₂H₅
/ /
III. C₆H₃——SO₂OC₂H₅ + C₂H₅OH = C₆H₃——SO₂OH + (C₂H₅)₂O
\ \
NO₂ NO₂
[15] Am. Ch. Journ. XI--281.
Kastle, it will be observed, gave the symmetrical formula to this
mixture of chlorides. Several acid etherial salts were made, and a
series of the neutral salts of various metals described by him.
The action of pure symmetrical chloride was studied in the same general
manner to see if the resulting products would be the same as those
formed from the mixed chlorides.
1. Action of Methyl Alcohol upon the Symmetrical chloride.
A portion of the chloride was dissolved in methyl alcohol, and the
solution boiled until a drop added to cold water gave no precipitate,
of unchanged chloride. The alcohol was then distilled off, and the
thick syrup remaining, diluted with water. This solution was
neutralized with barium carbonate and filtered. On cooling, the barium
salt crystallized in shining mica-like plates, or in yellowish needles
corresponding accurately with those described by Kastle. They gave the
following analytical results.
0.2664 gram lost 0.0211 gram at 150°, and gave 0.0870 gram BaSO₄.
[ COOCH₃ ]
[ / ]
Cal. for [C₆H₃——SO₂O ] Ba + 3H₂O
[ \ ]
[ NO₂ ]2
Found
H₂O = 7.79 7.88
[anhydrous salt] Ba = 20.85 20.85
2. In like manner the barium ethyl salt was made. It also agreed
perfectly with Kastle’s description, crystallizing in fine, colorless
needles, forming in tufts from a not too concentrated solution. In case
it is necessary to concentrate these solutions, it is of advantage
to add a small quantity of alcohol to the solution as this prevents
any great amount of saponification, which otherwise takes place to a
noticeable extent.
Analysis.
I. 0.2824 gram lost 0.0276 gram at 180°, and gave 0.0860 gram BaSO₄.
II. 0.2655 gram lost 0.0262 gram at 190°, and gave 0.0815 gram BaSO₄.
[ COOC₂H₃ ]
[ / ]
Cal. for [C₆H₃——SO₂O ] Ba + 4H₂O.
[ \ ]
[ NO₂ ]2
Found.
I II
H₂O = 9.51 9.77 9.86
Ba = 20.00 19.84 20.02
Kastle also found that by dissolving the mixed chlorides in alcohol
in the cold, and allowing the solution to evaporate, there separated
after a time, crystals of the chloride of the acid etherial salt of
paranitroorthosulphobenzoic acid whose formation and composition are
represented in equation I.
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.
Join the Discussion
Join the discussion
Sign in to leave a comment or review.
Sign InorCreate an account