Skeletal rearrangement processes of aromatic azoxy-compounds on electron impact

1967 ◽  
pp. 284 ◽  
Author(s):  
J. H. Bowie ◽  
G. E. Lewis ◽  
R. G. Cooks
1968 ◽  
Vol 21 (8) ◽  
pp. 2031 ◽  
Author(s):  
JH Bowie ◽  
SO Lawesson ◽  
BS Larse ◽  
GE Lewis ◽  
G Schroll

The negative-ion mass spectra of aromatic azoxy compounds, nitrones, and N-oxides exhibit pronounced molecular ions and simple fragmentation processes. No skeletal-rearrangement fragments are produced upon electron impact, in marked contrast to those exhibited in the positive-ion spectra of these compounds.


1968 ◽  
Vol 21 (8) ◽  
pp. 2021 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
JW Fisher ◽  
T McL Spotswood

Skeletal-rearrangement fragments are observed in the mass spectra of all anils derived from aromatic aldehydes. The rearrangement processes have been studied by high-resolution mass spectrometry and in certain cases by deuterium labelling. All processes are of the general type [ABC]+ → [AC]+ +B.


1970 ◽  
Vol 23 (2) ◽  
pp. 307 ◽  
Author(s):  
AP Gara ◽  
RA Massy-Westropp ◽  
JH Bowie

The mass spectra of acyl phosphoranes exhibit peaks which arise by P-O bond formation. The problem of thermal against electron impact rearrangement is considered and the rearrangements have been studied by deuterium labelling. The formation of the fluorenyl cation (m/e 165) has also been investigated.


1967 ◽  
Vol 20 (8) ◽  
pp. 1601 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
GE Lewis

The mass spectra of 15 aromatic azoxy compounds are reported and discussed. The spectra exhibit pronounced molecular ions, and fragmentation modes which are produced by both simple cleavage and complex skeletal reorganization processes.


1969 ◽  
Vol 22 (3) ◽  
pp. 563 ◽  
Author(s):  
JH Bowie ◽  
RKMR Kallury ◽  
RG Cooks

The mass spectra of substituted isoxazoles are reported and discussed. The spectra of isoxazoles are strikingly different from those of oxazoles because the initial fragmentations of isoxazoles involve N-O bond fission. Specific skeletal-rearrangement processes are observed in many spectra, and it is proposed that they proceed through azirine and oxazole intermediates. Certain fragmentations have been studied by deuterium labelling. The hydrogens attached to an isoxazole ring do not randomize with the hydrogens of the methyl and phenyl substituents.


1967 ◽  
Vol 20 (12) ◽  
pp. 2669 ◽  
Author(s):  
GM Badger ◽  
JH Bowie ◽  
JA Elix ◽  
GE Lewis ◽  
UP Singh

The mass spectra of a series of [18]annulene derivatives are reported and discussed. The majority of fragmentation modes exhibited in these spectra are produced by well-defined skeletal reorganization. In the case of one compound, all the observed fragmentations occur as the result of skeletal rearrangement processes. This appears to be the first reported example of such a phenomenon.


1967 ◽  
Vol 20 (4) ◽  
pp. 689 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
P Jakobsen ◽  
S Lawesson ◽  
G Schroll

The mass spectra of representative series of simple alkyl acetoacetates, alkyl acetothioacetates, and some unsaturated esters derived from unsaturated alcohols or phenols are reported and discussed. The fragmentation schemes have been established by high resolution measurements, appropriate metastable ions, and by deuterium and 18O labelling. Many of the spectra show significant skeletal rearrangement fragments arising from either loss of carbon monoxide or carbon dioxide.


1996 ◽  
Vol 45 (8) ◽  
pp. 1917-1920
Author(s):  
V. P. Maryin ◽  
Yu. A. Andrianov ◽  
V. I. Faerman

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