Abstract

Conformations and configurations were assigned to several aldehyde and ketone oxime O methyl ethers from analysis of their 60-Mc. NMR spectra. Interpretation of the data from the cis-isomers (methoxy cis to hydrogen) of the aldehyde derivatives in terms of rotamers I and II, whereby a single bond eclipses the double bond, led to the following conclusions: For α-mono-substituted derivatives, when R was varied from methyl to t-butyl, ΔH° for I → II varied from +390 to +4,5000 cal/mole. A similar range was obtained for α,α,-disubstituted derivatives. Interpretation of the data from the trans-isomers led to the conclusion that, whereas I is the only significant rotamer for α,α-disubstituted derivatives, for α-mono-substituted I and III are equally important.

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