Ozonolysis of naphthoquinones—I
1958; Elsevier BV; Volume: 4; Issue: 3-4 Linguagem: Inglês
10.1016/0040-4020(58)80043-5
ISSN1464-5416
Autores Tópico(s)Chemical Reaction Mechanisms
ResumoAbstract During ozonisation of 1:4-naphthoquinone in chloroform at −5 to −8° about 70 per cent undergoes anomalous ozonolysis forming phenylglyoxal- o -carboxylic acid and probably carbon monoxide. The remaining 30 per cent forms a normal ozonide which rearranges to a mixed anhydride of formic acid and phenylglyoxal- o -carboxylic acid. Sodium iodide reduction of the normal ozonide produces o -phenylenediglycolaldehyde. An intramolecular benzoin condensation of this substance is discussed.
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