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Abstract

The infra-red absorption band arising from the C=O stretching vibration has probably been more extensively studied than any other, and a good deal is now known of the factors which influence its frequency and its intensity. In both cases the frequency of the carbonyl absorption is determined almost wholly by the Nature of its immediate environment, and the structure of the rest of the molecule is of little importance unless it is such as to give rise to chelation or some similar effect. Thus the carbonyl frequency shifts away from the normal position in αβ-unsaturated materials and in carbonyl compounds with strongly electronegative substituents on the α-carbon atom, whilst in cyclic ketones the frequency shift and its direction are related to the degree of strain of the ring. Frequency shifts due to chelation and to mutual interference effects can also be considerable in some cases. However, in each of these cases the extent of the frequency shift to be expected is known, and the new range of frequencies falls within comparatively narrow limits. It is therefore often possible to identify the presence of a carbonyl group, and at the same time obtain a considerable amount of data as to the nature of its environment, by the study of the position and intensity of this one band.

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Bellamy, L.J. (1975). Aldehydes and Ketones. In: The Infra-red Spectra of Complex Molecules. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-6017-9_9

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