On Sulphonfluoresceïn and Some of Its DerivativesHayes, C. W. (Charles Willard)
Science
On Sulphonfluoresceïn and Some of Its Derivatives
Hayes, C. W. (Charles Willard)
Sulfonefluorescein; Thesis (Ph. D.)
2. 2.75 gr. of sulphinide was sealed up in a tube with pure conc. HCl
and heated two hours to 150°. On cooling nothing separated; the liquid
was evaporated to dryness giving 3.2 gr of acid and ammonium
chloride. The reaction taking place here may be represented thus:
CO COOH
╱ ╲ ╱
C_{6}H_{4} NH + 2H_{2}O + HCl = C_{6}H_{4} + NH_{4}Cl.
╲ ╱ ╲
SO_{2} SO_{2}OH
3. A more convenient method for obtaining the acid than either of
the above, is to heat the sulphinide with conc. HCl on the water
bath for two days. Then evaporate to dryness and dissolve the
residue in a small quantity of water. If the sulphinide contained
any para-sulphamide, as is usually the case, this will be left
undissolved and most of the NH_{4}Cl will crystallize on standing.
This solution by slow evaporation deposits large colorless crystals
of the free acid.
This acid is soluble in about two parts of cold water, very
difficultly soluble in absolute alcohol and almost completely
insoluble in ether. It does not melt under 250° but considerably
above that it melts, at first apparently without change and then
with slight sublimation of a very deliquescent substance, probably
the anhydride.
Two determinations of the S. made by Mr. A. F. Linn, gave the
following results.
I ·1358 gr substance gave ·1855 gr BaSO_{4} representing 15·72% S.
II ” ” ” ” ” ”
COOH
╱
Calculated for the formula C_{6}H_{4} = 15·84% S.
╲
SO_{2}OH
[Illustration]
A crystallographic examination of the acid showed it to belong to the
orthorhombic system. Axial ratio: a: b: c = ·8507: 1: ·8121.
Planes. Ρ and αΡὰ.
┌─
┌─ │ Edge X = 131° 8'
│ Ρ ^ Ρ ─┤ ” Y = 82° 18'
│ │ ” Z = 118° 40'
Angles measured ─┤ └─
│
│ Ρ ^ αΡὰ = 114° 38'
└─
The crystals are up to 8 mm in length. The pyramidal faces are
generally etched so that the image is poor.
Sulphonfluoresceïn.
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