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Communication | Regular issue | Vol 19, No. 8, 1982, pp.1427-1429
Published online, 1st January, 1970
DOI: 10.3987/R-1982-08-1427
Diazaarynes: 3,4- and 4,5-Didehydropyridazine by Electron Impact and Thermolytic Fragmentation of the Corresponding Dicarboxylic Anhydrides

Francesco De Sio, Stefano Chimichi, Rodolfo Nesi, and Lucia Cecchi

*CNR, Centro di Studio Sulla Chimica e la Struttura dei Composti Eterociclici e lolo Applicazioni, c/o Dipartimento di Chimica Organica “Ugo Schiff”, Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy


The new hetarynes (1) and (2) have been advanced as intermediates in the vapour phase both for the electron impact and the pyrolytic fragmentation pattern of pyridazine-3,4- and 4,5-dicarboxylic acid anhydrides (10) and (11), respectively. The presence of a peak at m/e 78 in the mass spectra of these compounds, as well as the formation of the diazanaphthalenes (12) and (13), respectively, from their thermolysis in benzene, appeared to support this proposal.