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New orange dyes: nitroderivatives of sulfonefluorescein
TLDR
In this article, the nitration of a hydroxyxanthene dye sulfonefluorescein was reported and the orange dyes were identified as 4,5-dinitro and (probably) 2,4,5,7-tetranitro sulfone fluoresceins.Abstract:
In this paper, the nitration of a hydroxyxanthene dye sulfonefluorescein is reported. The orange dyes thus obtained are identified as 4,5-dinitro and (probably) 2,4,5,7-tetranitro sulfonefluoresceins. The spectral and acid-base properties, interaction with lysozyme, and behavior in surfactant solutions are examined using visible spectroscopy, LDI-ToF, and MALDI-ToF. The xanthene moiety of the dyes is stable against protonation, whereas at high pH values created by NaOH, the rupture of the pyrone cycle readily occurs. Further nucleophilic attack on the central carbon atom results in formation of the carbinolic structure.read more
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Journal ArticleDOI
Protolytic Equilibria in Organized Solutions: Ionization and Tautomerism of Fluorescein Dyes and Related Indicators in Cetyltrimethylammonium Chloride Micellar Solutions at High Ionic Strength of the Bulk Phase
TL;DR: In this paper, a new classification of fluoresceins is developed based on the nature of tautomerism of the anions of the dyes, which are divided into four groups according to their ability to form lactone anions.
Journal ArticleDOI
4,5-Dinitrosulfonefluorescein and related dyes: Kinetics of reversible rupture of the pyran ring and their interaction with lysozyme
Journal ArticleDOI
Towards understanding of stepwise acid-base dissociation in systems inclined to tautomerism: Nitro derivatives of fluorescein in dimethyl sulfoxide
TL;DR: In this paper , the thermodynamic pKa values for 8 dyes were determined using the spectrophotometric method in buffer solutions and compared with the data for 12 earlier examined compounds; the Ka1/Ka2 ratio varies within an extremely wide range of 0.2 to 4×107.
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