Mass spectral study of isomeric benzoxazolinones by electron ionisation

Prabhakar, S. ; Gawali, B. B. ; Bhalerao, U. T. ; Vairamani, M. (1997) Mass spectral study of isomeric benzoxazolinones by electron ionisation European Journal of Mass Spectrometry, 3 (1). pp. 49-54. ISSN 1469-0667

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The electron impact mass spectra of isomeric dihydrofurobenzoxazolinones, (1–3), hydroxy (2-methyl-2-propenyl)benzoxazolinones (4–5) and (2-methyl-2- propenyloxy)benzoxazolinones (6–7) are studied. The mass spectra of 1–3 show differences in the relative abundance of an ion at m/z 163. A mechanism involving the heteroatom of the benzoxazolinone ring which is para to the oxygen of the dihydrofuran ring has been proposed to explain the results. The mass spectra and collision-induced dissociation spectra of molecular ions of 4 and 5 are similar to those of 1 and 2, respectively, suggesting the rearrangement of 4 and 5 to 1 and 2, respectively, in the source of the mass spectrometer. The fragmentation of 6 and 7 supports the proposition of dihydrofuran ring opening in 1–3. The fragmentation of 6 and 7 is different in comparison to 4 and 5, suggesting that 6 and 7 do not rearrange to 4and 5, respectively, either before or after ionisation.

Item Type:Article
Source:Copyright of this article belongs to IM Publications.
Keywords:Isomeric Benzoxazolinones; EI Mass Spectra; Heteroatomeffect; Comparison With Solution Phase
ID Code:93799
Deposited On:25 Jul 2012 07:41
Last Modified:25 Jul 2012 07:41

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