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Spectres IR, dans la région ν(CO), d'halogénocyclohexanones et de leurs analogues α,α′-deutériés implications conformationnelles

Authors
Journal
Spectrochimica Acta Part A Molecular Spectroscopy
0584-8539
Publisher
Elsevier
Publication Date
Volume
24
Issue
9
Identifiers
DOI: 10.1016/0584-8539(68)80164-3

Abstract

Abstract I.R. spectra of sixteen halogeno cyclohexanones and α,α′ deutero derivatives have been studied in the 1700–1800 cm −1 frequency range. For some halogenoketones; namely cis 2,6-dichloro cyclohexanone, trans 2-bromo-5-methyl cyclohexanone, 2-bromo cyclohexanone and 2-chloro cyclohexanone, the observed behaviour is not the same for the hydrogenated and deuterated compound. It seems that the ν(CO) region of hydrogenated compounds is “anomalous”. For the two first compounds cited above, a Fermi resonance between fundamental ν(CO) and the fist harmonic of a low frequency band seems a good explanation. In the case of bromo- and chloro cyclohexanone, the explanation is not clear but it remains that a conformational justification alone is insufficient to explain the ν(CO) region of the hydrogenated compounds but sufficient for the deuterated compounds.

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