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Conformational equilibria of (E)-6-bromo-7-hydroxy-3,7-dimethyl-2-octene

✍ Scribed by M. E. van Dommelen; L. J. M. van de Ven; H. M. Buck; J. W. de Haan

Book ID
104588325
Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
468 KB
Volume
100
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

The ^1^H NMR spectral parameters of the title compound have been determined in cyclohexane‐d~12~ and p‐dioxane‐d~8~ solutions by means of high‐frequency NMR. The results are interpreted in terms of conformational equilibria.

Linear Electric Field (LEF) effects may play a major role in explaining the differences between the ^13^C NMR chemical shifts of the title compound and those of the model (E)2,6‐dimethyl‐2,6‐octadiene. Some preliminary calculations of the LEF‐induced shifts are presented, as well as the problems involved in the recognition of the LEF contributions to the experimental shift differences.

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In the title compound, C 13 H 15 BrO 3 , all non-H atoms lie on a mirror plane, except for two CH 2 groups which are disordered equally on the two sides of the plane. ## Litte ´rature associe ´e Pour le contexte ge ´ne ´ral du travail, voir: Kasibhatla et al.