4‐Hydroxycoumarin/2‐hydroxychromone tautomerism: Infrared spectra of 3‐substituted‐2‐13c‐4‐hydroxycoumarins

By isotopic replacement of the carbonyl carbon with 13C, the CO stretching frequency was identified as the highest frequency strongly absorbing band in the 1550–1750 cm−1 region of the infrared spectra of several 3-substituted 4-hydroxycoumarins and 3-substituted 4-alkoxycoumarins. The compounds selected for study were either known to crystallize as the coumarin tautomeric form by x-ray diffraction studies or were congeners of such compounds. The carbonyl band varied from 1664 cm−1 in inter- or intramolecularly hydrogen bonded derivatives to 1718 cm−1.

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