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Structure and ring-chain tautomerism of 2-hydroxy-5-methyl-3,4-benzocinnamaldehyde

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The previously undescribed 2-hydroxy-5-methyl-3,4-benzocinnamaldehyde was synthesized. A cyclic 2-hydroxy-2H-chromene structure in the crystalline state and in nonpolar solvents was established for it by IR, UV, and PMR spectroscopy. It is shown that transition to a polar solvent leads to the establishment of a tautomeric ring-chain equilibrium, the position of which is determined by the type of solvent.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 610–613, May, 1982.

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Andreeva, I.M., Bondarenko, E.M., Medyantseva, E.A. et al. Structure and ring-chain tautomerism of 2-hydroxy-5-methyl-3,4-benzocinnamaldehyde. Chem Heterocycl Compd 18, 455–458 (1982). https://doi.org/10.1007/BF00526075

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  • DOI: https://doi.org/10.1007/BF00526075

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