Phenylazoacetoacetanilide and its related compounds have the hydrazone structure. The phenylazoacetoacetic acid ethylester, for example, forms an intramolecular hydrogen bond between a ketone group and a hydrazone group in the solid state and in non-polar solvents. The electronic absorption spectra exhibit three groups of bands—A,B and C—D. The effects upon the spectra of the intramolecular hydrogen bond and of the π-p conjugation at the carboxylic acid amide group have been discussed.
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Yoshiharu Yagi (1963) studied this question.
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