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Mass spectra of substituted and annelated benzofurazan-1-oxides

✍ Scribed by Leonard K. Dyall

Publisher: John Wiley and Sons
Year: 1989
Tongue: English
Weight: 407 KB
Volume: 24
Category: Article
ISSN: 1076-5174
DOI: 10.1002/oms.1210240705

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✦ Synopsis

Electron impact positive ion spectra of ten substituted or annelated benzofurazan-l-oxides are reported. While most of the molecular ions lose either NO' + NO', or NO' + CO, some also lose CO as an initial fragment. One of the fragmentation pathways for 4-methylbenzofurazan-l-oxides involves initial THO loss.

With the annelated benzofurazan-l-oxides (naphtho[l,2-clfurazan oxide and quioolo[3,4-c~furazan oxide), loss of N,O, is followed by a retro-Diels-Alder elimination of butadiyne or propynenitrile, respectively from the aryne radical cation. In the case of quinolo[5,6;c]furazan oxide, loss of N,O, from the molecular ion must be followed by substantial rearrangement to enable the observed loss of propynenitrile to take place.

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