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Spectra and photolysis of the 1‐oxides of the pyridinecarboxylic acids and pyridinecarboxamides
Author(s) -
Caswell Lyman R.,
Lee Florence C.,
Creagh Linda T.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090315
Subject(s) - chemistry , photodissociation , vicinal , deoxygenation , aqueous solution , photochemistry , oxide , ultraviolet , spectral line , absorption (acoustics) , absorption spectroscopy , inorganic chemistry , organic chemistry , catalysis , physics , quantum mechanics , astronomy , acoustics
Abstract The ultraviolet absorption spectra of aqueous and alcoholic solutions of the pyridinemono‐carboxylic acids and amides, of the vicinal pyridinedicarboxylic acids, and of the 1‐oxides of these compounds, were measured and qualitatively interpreted. The photolysis of the 1‐oxides in aqueous solution resulted principally in their deoxygenation. Photolysis of picolinamide 1‐oxide also gave a rearrangement product, 1‐formyl‐2‐pyrrolecarboxamide. The photolyses of the 2‐ and 4‐monosubstituted 1‐oxides were somewhat faster than those of the 3‐substituted 1‐oxides. The experimental results are discussed in terms of possible hydrogen‐bonding effects.