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Conversion of acetamido- and nitro-substituted ortho-azidonitro derivatives of 2,3,4,5-tetrahydrobenzo [b][1,4]dioxocin to the corresponding furoxans and furazans in the gas phase

โœ Scribed by Ioannis M. Takakis; Phaedon M. Hadjimihalakis; Michael L. Gross; Roger N. Hayes; George W. Haas


Book ID
102559510
Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
428 KB
Volume
28
Category
Article
ISSN
1076-5174

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โœฆ Synopsis


azido-&nitrobenzo[ b ]

[ 1,4] dioxocin derivatives furnished, after elimination of nitrogen, the corresponding nitro and acetamido dioxocino-annelated benzofuroxans. Further loss of oxygen from the latter afforded the corresponding benzofurazans. It was shown in two cases that these processes occur primarily upon electron impact ionization, without excluding some small fraction undergoing a thermal degradation process. The proposed fragmentation patterns are supported by high-resolution and mass-analyzed ion kinetic energy spectroscopic data. Similar work on the unsubstituted 6,7-dihydro[ 1,4j dioxin01 2,3-f]-and 7,8-dihydro-6H-I 1,4ldioxepino12,3-fI-2,1,3-benzoxadiazole 1 -oxide reveal that loss of oxygen from the molecular ion to furnish the corresponding benzofurazans is the result of electron impact ionization (at least in part).


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