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Extensive skeletal rearrangements in 2-(2-nitrophenyl)benzoxazole on electron impact

✍ Scribed by D. V. Ramana; T. R. Gopinathan Kartha

Publisher: John Wiley and Sons
Year: 1984
Tongue: English
Weight: 140 KB
Volume: 19
Category: Article
ISSN: 1076-5174
DOI: 10.1002/oms.1210190911

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✦ Synopsis

The facile interaction of the nitro group with the side-chain in aromatic orthodisubstituted compounds on electron impact is very well documented in the literature;'-3 but little is known concerning the ortho interaction of the nitro group in heterocyclic apmatic compounds. The mass spectrum of 2-(2-nitrophenyl)benzoxazole (1) is re-ported4 to contain, among others, intense peaks at m/z 134 and 168. These authors have proposed a spiro intermediate, formed by the migration of an oxygen from the nitro group to the azomethine carbon, for m/z l 4 0 ( 1 8 ) L m/z 139(20) m/z 104 (100) m/z 106 ( 8 1 ) *I *I m / z 76 (49) m / z 78 (60 1

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