Conclusions
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1.
The kinetics of the tautomeric conversions of monoazo-substituted chromotropic acids in aqueous solution have been studied by the temperature-jump method. In acid solution the quinone hydrazone equilibrium is established in < 10−5 sec; in alkaline solution, in <10−3 sec.
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2.
Tautomeric transitions proceed by a dissociative mechanism via acid-base catalysis, and in alkaline solution at pH < 11 are also catalyzed by H2O molecules.
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3.
It has been shown by pulse photolysis that in alkaline solution the azo-substituted chromotropic acids can undergo cis-trans photoisomerization. Cis-trans transitions do not take place in acid medium because of the formation of a quasiaromatic ring that stabilizes the trans form.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 544–549, March, 1986.
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Pogonin, V.I., Petrova, T.V., Pugachev, V.L. et al. Kinetics of the tautomeric conversions of monoazo-substituted chromotropic acids in solution. Russ Chem Bull 35, 494–499 (1986). https://doi.org/10.1007/BF00953212
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DOI: https://doi.org/10.1007/BF00953212