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13C and 17O NMR study of methoxy groups in chlorinated Di- and trimethoxybenzenes

✍ Scribed by J. Knuutinen; E. Kolehmainen


Publisher
John Wiley and Sons
Year
1990
Tongue
English
Weight
275 KB
Volume
28
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

^13^C and ^17^O NMR data [chemical shifts and ^1^J(CH) values] for the methoxy groups in isomeric 1,2‐, 1,3‐ and 1,4‐dimethoxybenzenes, 1,2,3‐trimethoxybenzenes and most of their chlorinated derivatives and some related brominated compounds were measured for CDCl^3^ solutions. The ^17^O NMR chemical shifts show up to 60 ppm dispersion. Comparison between the compounds with and without adjacent chlorine atoms (2,6‐di‐ and 2,4,6‐tri‐substitution) also showed a clear methoxy carbon chemical shift change. The number and position of the chlorine atoms in the aromatic ring give small but observable effects on the ^17^O NMR chemical shifts of the methoxy group if it is coplanar with the aromatic plane. Similarly, the degree and nature of the substitution have a minor effect (about 1 Hz) on the ^1^J(CH) direct coupling values.


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