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Elektronenstruktur und physikalisch‐chemische Eigenschaften von Azo‐Verbindungen. Teil XII: Protonierung des m ‐Dimethylaminophenyl‐azo‐azulens
Author(s) -
Gerson F.
Publication year - 1963
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19630460403
Subject(s) - chemistry , protonation , azulene , proton , conjugate , absorption spectroscopy , medicinal chemistry , nitrogen , spectroscopy , absorption (acoustics) , photochemistry , organic chemistry , ion , mathematics , mathematical analysis , physics , quantum mechanics , acoustics
The absorption spectra of m ‐dimethylaminophenyl‐azo‐azulene in weakly acid solutions have been recorded and the possible structures of its first conjugate acid discussed. In contrast to its p ‐isomer, the compound is protonated mostly on the amino nitrogen, although a measurable amount of the azonium cation is also present. Chemical shifts of the amino methyl protons have been used to demonstrate the difference in protonation of the p ‐ and m ‐isomers. The proton resonance results are in qualitative agreement with the conclusions drawn from the absorption spectra in the visible region.