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13C NMR spectra of non-labelled and 15N-mono-labelled azo dyes

✍ Scribed by Antonín Lyčka; Dobroslav Šnobl; Vladimír Macháček; Miroslav Večeřa

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
408 KB
Volume
15
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

^13^C NMR spectra of four types of azo coupling products from benzenediazonium chloride have been measured and interpreted, viz. hydrazo compounds with an intramolecular hydrogen bond (3‐methyl‐1‐phenylpyrazole‐4,5‐dione 4‐phenylhydrazone), azo compounds without an intramolecular hydrogen bond (4‐hydroxyazobenzene), azo compounds with an intramolecular hydrogen bond (2‐hydroxy‐5‐tert‐butylazobenzene) and an equilibrium mixture of both the tautomers of 1‐phenylazo‐2‐naphthol. The absolute values of the J(^15^N^13^C) coupling constants have been determined by recording the spectra of the ^15^N isotopomers, and have been used, in some cases, for ^13^C signal assignment. A relationship has been found between the chemical shifts of the C‐1′ to C‐4′ carbons of the phenyl group (from the benzenediazonium ion) or the ^1^J(^15^N^13^C) coupling constant, and the composition of the tautomeric mixture.

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