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NMR spectral studies of dimedone-aldehyde adducts Part 1. 1H and 13C NMR spectral studies of dimedone

✍ Scribed by Richard J. Cremlyn; Alan G. Osborne; Joanne F. Warmsley

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
651 KB
Volume
52
Category
Article
ISSN
1386-1425

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✦ Synopsis

A detailed study of the 270 MHz IH and 67 MHz ~C NMR spectra of dimedone is reported. JcH coupling constants for the keto and enol forms are presented. In CDCI~ solution, the C-4 and C-6 carbons of the bulk polymeric enol tautomer are equivalent, with an averaged coupling to C-2, whilst they appear to be magnetically different in the individual monomeric enol and enolic forms. In dry DMSO-d6 solution, dimedone exists almost exclusively as the enol tautomer, the C-1/C-3 and C-4/C-6 carbons being magnetically different.

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