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.)
The principal results relating to s.fluoresceïn which have been
reached in this work may be briefly summarized as follows.
Orthosulphobenzoic acid acts on resorcin at a temperature of
about 180° giving off water and forming a substance analogous
to fluoresceïn but having the CO group replaced by SO_{2}.
This substance sulphonfluoresceïn crystallizes from water
in light yellow monoclinic crystals having the composition
C_{19}H_{12}O_{6}S+2H_{2}O. It is very soluble in alcohol and water
and with difficulty in ether. It does not melt under 250° but above
300° melts with decomposition. It shows in alkaline solution
a clear green fluorescence. It acts as an acid, decomposing
carbonates and forming salts, the Ba salt having the composition
C_{19}H_{13}O_{7}SBa. It forms an acetyl compound when boiled
with acetic anhydride. It forms substitution products with Br,
probably the dibrom-product most easily. It forms a compound with
H_{2}SO_{4}, probably a substitution product, whose composition was
not determined. It is reduced by zinc dust and KOH to a colorless
substance analogous to fluoresceïn.
Finally in terms of the prevalent theory the substance itself may be
represented thus--
H H ┌─
C O C │
╱ ╲ ╱ ╲ ╱ ╲ │ OH
(HO)C C C C(HO) │ ╱
│ │ │ │ │ C_{6}H_{3}
HC C C CH │ ╲
╲ ╱ ╲ ╱ ╲ ╱ │ O
C C C = C ──┤ ╱
H ╱ ╲ H │ C_{6}H_{3}
HC ╱ ╲ │ ╲
╱ ╲ ╱ ╲ │ OH
HC C O │
│ │ ╱ │ C_{6}H_{4}SO_{2}
HC C ╱ │ ╱
╲ ╱ ╲ ╱ │ O
C SO_{2} │
H └─
End of the Project Gutenberg EBook of On Sulphonfluoresceïn and some of it
Derivatives, by C. Willard Hayes
Public-domain text, read in full here on John Shaqi.
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