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Nuclear magnetic resonance studies on geometrical isomers of paraldehyde and other substituted trioxanes

1965; Elsevier BV; Volume: 16; Issue: 1 Linguagem: Inglês

10.1016/0022-2852(65)90093-7

1096-083X

J. L. Jungnickel, C. A. Reilly,

Chemical Synthesis and Analysis

The cis-cis and the cis-trans geometrical isomers of the cyclic trimer of acetaldehyde have been identified by means of their hydrogen nuclear magnetic resonance spectra. Ordinary paraldehyde has been found to be the cis-cis isomer with equatorial methyl groups. This is called the β-isomer. In addition, the α-isomer and six other substituted trioxanes have been investigated. The NMR spectra of these six were analyzed satisfactorily assuming a “chair” conformation for the ring and a cis-cis arrangement of substituents.