The infrared spectra of some esters, lactones, carbonates, ketones and aldehydes in methanol and t-amyl alcohol have been determined. With few exceptions, they showed either two carbonyl peaks separated by 15∼27cm−1 or a broad carbonyl peak shifted by 9∼19cm−1from the wave number as determined in carbon tetrachloride. The relative intensities of the two bands are independent of the concentration. Some possible explanations for this phenomenon have been discussed, and as a result these doublet carbonyl bands have been attributed to the mono-hydrogen-bonded carbonyl and the di-hydrogen-bonded carbonyl.
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Hiroshi Minato (1963) studied this question.
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