Electron impact studies. XII. Mass spectra of substituted imidazoles

1967 ◽  
Vol 20 (8) ◽  
pp. 1613 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
S Lawesson ◽  
G Schroll

The mass spectra of 37 imidazoles are reported and discussed. The spectra exhibit pronounced molecular ions and characteristic fragmentation patterns. The fragmentation modes have been substantiated by deuterium labelling, exact mass measurements, and appropriate metastable ions. Skeletal rearrangement fragments are rare in these spectra; consequently mass spectrometry is useful for structure elucidation of imidazoles.

1968 ◽  
Vol 21 (5) ◽  
pp. 1247 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
GE Gream ◽  
MH Laffer

The mass spectra of a series of a-diketones are reported and discussed. Fragmentation patterns have been substantiated by exact mass measurements, metastable ions, and in two cases, by deuterium labelling studies. The McLafferty rearrangement is not observed in the spectra of aliphatic α-diketones; fragmentation proceeds by α-cleavage. The fragmentation modes of those cyclic α-diketones studied depend largely on the ring size. Molecular ions are observed in all spectra.


1967 ◽  
Vol 20 (6) ◽  
pp. 1179 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
RH Prager ◽  
HM Thredgold

The mass spectra of 34 acridones have been determined and interpreted with the aid of both high-resolution measurements and deuterium labelling studies. The spectra contain pronounced molecular ions and are free of skeletal rearrangement fragments. The fragmentation patterns are dependent on the nature and position of substituents, and therefore mass spectrometry can be a useful aid to structure determination in this class of naturally occurring compounds.


1971 ◽  
Vol 49 (9) ◽  
pp. 1367-1371 ◽  
Author(s):  
J. W. ApSimon ◽  
J. D. Cooney

The mass spectra of seven cyclic N-nitrosamines were examined for characteristic fragmentation patterns. Accurate mass measurements on three of the compounds indicated that the M-17 and M-30 peaks resulted from molecular ion losses of •OH and •NO respectively. The loss of • OH was rationalized in terms of a McLafferty-type rearrangement.


1973 ◽  
Vol 26 (7) ◽  
pp. 1577 ◽  
Author(s):  
JW Clark-Lewis ◽  
CN Harwood ◽  
MJ Lacey ◽  
JS Shannon

The chemical ionization mass spectra of a series of tricyclic flavanoid compounds have been examined using isobutane and hydrogen as reagent gases and the fragmen- tation modes have been correlated systematically in terms of structure. The technique produces simple fragmentation patterns and abundant metastable ions. The use of deuterium as reagent gas reveals the influence of extraneous water on the spectra and facilitates the interpretation of the fragmentation pathways. The fragment ions appear to arise from isomeric progenitors protonated at different sites in the molecules.


1966 ◽  
Vol 19 (9) ◽  
pp. 1619 ◽  
Author(s):  
JH Bowie

The mass spectra of some 2-cyclohexen-1-ones, tetralones, and indanones have been investigated. The characteristic fragmentation processes, substantiated by appropriate metastable peaks, exact mass measurements, and in some cases by deuterium labelling studies, greatly facilitate the determination of both the type of system and the position of substituents on that system.


1967 ◽  
Vol 20 (7) ◽  
pp. 1403 ◽  
Author(s):  
IRC Bick ◽  
JH Bowie ◽  
GK Douglas

The mass spectra of a series of alkaloids of the spermatheridine group, together with those of their alkoxy derivatives, are reported and discussed. The characteristic fragmentation processes, substantiated by appropriate metastable peaks, exact mass measurements, and in some cases by deuterium labelling, facilitate the location of substituents in the tetracyclic system. A structure for moschatoline is deduced from a consideration of the mass spectra of its derivatives.


1967 ◽  
Vol 20 (12) ◽  
pp. 2677 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
PF Donaghue ◽  
JA Halleday ◽  
HJ Rodda

The mass spectra of substituted pyridazines, phthalazines, and related compounds are reported and discussed. Molecular ions are a prominent feature of all the spectra, and fragmentation modes may be usefully correlated with both the type of heterocycle and its substitution pattern. Fragmentation patterns have been substantiated by extensive high resolution studies and appropriate metastable ions.


1966 ◽  
Vol 19 (9) ◽  
pp. 1627 ◽  
Author(s):  
JH Bowie ◽  
DW Cameron

The mass spectra of 11 quercetagetin derivatives are reported and discussed. The spectra are generally simple and amenable to analysis. 4 number of fragmentation processes have been substantiated by exact mass measurements, appropriate metastable ions, and deuterium labelling.


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.


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