1999
DOI: 10.1002/(sici)1097-0231(19990415)13:7<559::aid-rcm522>3.0.co;2-q
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Mass spectrometry of aliphatic azides

Abstract: OH are reported. Molecular ions of these compounds are observed. The fragmentation mechanisms observed for each compound are discussed.

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Cited by 10 publications
(14 citation statements)
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“…This result is consistent with a decomposition pathway involving the ejection of N 2 established using photoelectron and matrix isolation infrared spectroscopic measurements 3–5. The fragment ion a resulting from expulsion of N 2 is observed for all compounds except 3 , which may be due to decarboxylation of the imine HNCHCO 2 H 7. The second main fragmentation pathway is the cleavage of the CC bond, and in this pathway the influence of the substituent is of significant importance.…”
Section: Resultssupporting
confidence: 87%
See 1 more Smart Citation
“…This result is consistent with a decomposition pathway involving the ejection of N 2 established using photoelectron and matrix isolation infrared spectroscopic measurements 3–5. The fragment ion a resulting from expulsion of N 2 is observed for all compounds except 3 , which may be due to decarboxylation of the imine HNCHCO 2 H 7. The second main fragmentation pathway is the cleavage of the CC bond, and in this pathway the influence of the substituent is of significant importance.…”
Section: Resultssupporting
confidence: 87%
“…Mass spectrometry was chosen as one of the techniques with potential to characterize them, investigating the sequences and mechanisms of fragmentation. The relative lack of publications dealing with the mass spectrometric behaviour of azides on the one hand, and our interest in mass spectral fragmentation pathways on the other, prompted us to synthesize and investigate some aliphatic azides as part of studies on their decomposition in the gas phase3–5,7 and on surfaces 8…”
mentioning
confidence: 99%
“…For the azide functional group, facile fragmentation has precedence in small molecule analogs, including the thermal fragmentation of phenyl azides by expulsion of N 2 to generate reactive nitrene intermediates,24 as well as analogous fragmentation pathways in the mass spectra of low molecular weight aryl25 and aliphatic azides 26…”
Section: Resultsmentioning
confidence: 99%
“…One of the powerful techniques for the structural characterization of these compounds is MS, which in addition to the thermal stability, allowed to investigate the sequences and mechanisms of fragmentation. In the literature, there is a small number of papers, which are based on the studies by MS; as far as we know, electron ionization MS has been successfully applied to characterize some simple aliphatic 22,23 and aromatic azides. 24 These NMR results combined with MS gives a full insight into structure and dynamics of samples under investigation.…”
Section: Introductionmentioning
confidence: 99%