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The electron-impact induced loss of CHNO from 1,3-bis-(3-m-tolyl-1,2,4-oxadiazol-5-yl)hexafluoropropane

✍ Scribed by J. L. Cotter; Hilary Dickinson

Publisher: John Wiley and Sons
Year: 1969
Tongue: English
Weight: 92 KB
Volume: 2
Category: Article
ISSN: 1076-5174
DOI: 10.1002/oms.1210021215

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✦ Synopsis

High resolution mass measurement established that the m/e 425 peak in the mass spectrum of 1,3-bis-(3-m-tolyI-l,2,4-oxadiazol-5-yl)hexafluoropropane corresponds to [M -CHNO]. This peak is absent from the mass spectrum of thepara isomer.

ALTHOUGH the principal electron-impact fragmentations of the meta and para isomers of (I) closely resemble those of the fluorine-containing 1,2,4-oxadiazoles

reported previously,l the peak at m/e 425 [M -431 in the mass spectrum of the meta substituted compound is absent from that of its para isomer. High resolution mass measurement of m/e 425 showed that it corresponded to the loss of CHNO from the molecular-ion. A possible mechanism for the formation of the ion at m/e 425 is shown in Scheme 1. Presumably, in the case of the para isomer the methyl group is unfavourably situated to allow a similar transfer of a hydrogen atom.

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