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Structural examination of some polychlorinated 2-phenoxyphenols by 1H and 13C nuclear magnetic resonance

✍ Scribed by Bo Nordén; Ulf Edlund; Carl-Axel Nilsson


Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
465 KB
Volume
13
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

Carbon‐13 NMR spectra of some polychlorinated 2‐phenoxyphenols have been obtained. The substituent chemical shifts obtained by varying the chlorine substitution pattern of one ring are very similar to those reported for the corresponding diphenyl ethers. Thus, the replacement of a 2‐chlorine atom by a hydroxyl group only induces minor shielding changes at the adjacent aryl moiety and the ^13^C chemical shift changes are mainly determined by the preferred conformations governed by the steric demand of the ortho substituents. An ^1^H NMR/IR study revealed an equilibrium between intermolecular aggregates and intramolecular OH…π species in the concentration interval 2‐0.005 M. Any hydrogen bonding effects on ^13^C NMR shieldings are, therefore, minor compared to shielding variations caused by steric perturbations.


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