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Studies on olefins. IX—proton NMR study of some CH2CR1R2 and CHR3CR1R2 alkenes

✍ Scribed by Frans H. A. Rummens; John S. Lomas; Bernard Tiffon; Claude Coupry; Nicole Lumbroso-Bader

Publisher: John Wiley and Sons
Year: 1982
Tongue: English
Weight: 407 KB
Volume: 19
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270190110

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✦ Synopsis

Abstract

The proton NMR spectra of 2,3,4,4‐tetramethyl‐3‐t‐butylpent‐1‐ene rotarners have been completely assigned by low temperature NOE measurements. Chemical shifts and cis and trans allylic coupling constants are unambiguously determined. It is shown that other 2‐substituted propenes can be assigned on the basis of the coupling constants, but not from the chemical shift data. In 1,2‐disubstituited propenes, however, the transoid coupling constant falls in the range of the cisoid coupling constant values of the 2‐substituted propenes. Coupling constants cannot, therefore, be used in the 1,2‐disubstituted propene series as a criterion for determining structure.

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