Infrared studies of chromones—I Carbonyl and hydroxyl regions |
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Authors: | R. D. H. Murray and P. H. McCabe |
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Affiliation: | Chemistry Department, University of Glasgow, Glasgow, W.2 U.K. |
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Abstract: | Quantitative IR solution data in carbon tetrachloride and chloroform are recorded for the CO and OH regions of 31 chromones. In the 1580–1700 cm−1 region, 5-hydroxychromones show three main maxima, the two of highest frequency, at 1663 ± 3 cm−1 and 1630 ± 5 cm−1 in CCl4 (1661 ± 2 cm−1 and 1627 ± 5 cm−1 in CHCl3), being sufficiently intense as to possess high CO character. Typically, 5-alkoxychromones exhibit two intense maxima in this region, 1663 ± 3 cm−1 and 1613 ± 7 cm−1 in CCl4 (1657 ± 2 cm−1 and 1608 ± 12 cm−1 in CHCl3). Diagnostically useful changes in contour and principal peak positions can be seen for substituted and annellated 5-hydroxychromones. In the 2500–3650 cm−1 region, the stretching frequencies of OH groups at the most commonly encountered positions (C-5, C-7, and 2-CH2OH) in natural chromones, are identified. |
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