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NMR–spectroscopic investigation of o-nitrosobenzoic acid

✍ Scribed by Klaus Schaper

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
260 KB
Volume
46
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The synthesis of o‐nitrosobenzoic acid 2 has been known for more than 100 years, and the photochemical preparation from o‐nitrobenzaldehyde 1 became a textbook example for [1,5]‐hydrogen shifts. However, neither the ^1^H–NMR spectra nor the ^13^C{^1^H}–NMR of this compound have been reported so far. This fact can most likely be attributed to the monomer–dimer equilibrium of the nitrosobenzoic acid, which leads to rather complex, concentration‐dependent NMR spectra. In this paper, we report a thorough investigation of these spectra. In the ^13^C‐{^1^H}‐NMR spectra, all 21 lines could be assigned to the monomeric form, the E‐dimer, and the Z‐dimer. Copyright © 2008 John Wiley & Sons, Ltd.

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