Fragmentation mechanism of novel compounds: 3,3‐dichloro‐1‐[2‐(2,2‐dichloro‐1‐oxoethylthio)phenyl]‐4‐(4‐methoxyphenyl)‐4‐(1‐phenylvinyl)‐2‐azetidinone and its derivatives
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Abstract Electron impact mass spectra of five new compounds are reported. Under electron impact conditions all five compounds yielded abundant fragment ions and lower abundances of molecular ions. Apart from the expected i ‐and α‐cleavages, three additional unusual fragmentation processes were observed. The proposed fragmentation mechanisms were supported by D‐labeling experiments, accurate mass measurements, and mass‐analyzed ion kinetic energy spectrometry. Copyright © 2001 John Wiley & Sons, Ltd.Keywords:
Fragmentation
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Collision-induced dissociation
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The mass spectra of stereoisomers of five 4-dimethylaminocyclohexanol derivatives were recorded under electron ionization, and fragmentation patterns were elucidated by exact mass measurements and metastable ion analysis.The mass spectra showed differences in relative intensities of molecular ions between cis and trans isomers. The most characteristic feature of the mass spectral behavior of the compounds was fragmentation reaction, based on ionization of dimethylamino or hydroxyl groups.
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Polyatomic ion
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The electron impact ionization mass spectra of the p-carboxyphenylsulfonylamide (1), p-carbomethoxyphenylsulfonylamide (2), p-methoxyphenylsulfonylamide (3) and p-fluorophenylsulfonylamide (4), of O,O-diphenyl-thiophosphoric acid, are discussed and interpreted, based on accurate mass measurements and metastable ion analysis. The fragmentation pattern shows common features for all compounds. Some cleavage processes specific to the radicals bonded to the aryl site are observed in each spectrum. © 1998 John Wiley & Sons, Ltd.
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Metastability
Cleavage (geology)
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Abstract The potent endectocide 23‐( O ‐methyloximino)‐F28249α and related compounds were identified and characterized by mass spectrometry. The fragmentation pathway of 23‐( O ‐methyloximino)‐F28249α was identified by its high‐resolution mass spectrum and the electron impact unit mass spectra of its homologs. This fragmentation pathway is presented and discussed.
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Abstract The 70 eV electron impact mass spectra of twelve 5‐ and 3‐substituted thiophene‐2‐carboxamides are discussed with the aid of exact mass measurements and labelling experiments. All mass spectra exhibit pronounced molecular ions. Some isomeric 5‐ and 3‐substituted title compounds can be differentiated by mass spectrometry. The fragmentation is influenced by a strong ‘ ortho ‐effect’ which activates the NH 3 elimination. In the other cases the most important fragmentation is NH 2 ˙ loss, followed by CO elimination.
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Characteristics of mass spectra of isomeric tetradecadien-1-ols were investigated by electron impact mass spectrometry, and mass spectral fragmentation pathways were proposed based on collision-induced dissociation experiments and mass-analyzed ion kinetic energy spectrometry. Copyright © 1999 John Wiley & Sons, Ltd.
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Collision-induced dissociation
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Abstract 3‐Substituted‐2‐acylaminoindazoles 2 were prepared via oxidative cyclization of o ‐aminoaryl ketone acylhydrazones 1 with iodosobenzene diacetate. Their electron ionization mass spectra were recorded and in addition to the molecular ions show common fragmentation pathways corresponding to the [M‐N 2 ] + , [M‐NHCOX] + and [M‐COX] + ions, with some influence on the skeletal fragmentation by different substituents.
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Polyatomic ion
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Abstract 2,3‐Dimethyl‐4‐arylazoisoxazol‐5‐ones and 2‐methyl‐3‐phenyl‐4‐aryiazoisoxazol‐5‐ones undergo considerable fragmentation on electron impact. The base peaks in the mass spectra are at mass 56 and 118 respectively attributed to the N ‐methylacetonitrile cation and the N ‐methylbenzonitrile cation.
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The isomeric 2-, 3-, 5-, 6- and 8-quinolinylphthalimides give rise to different electron impact ionization mass spectra, which permit easy distinction. The specific fragmentation process are rationalized in terms of proximity effects and stabilization of cyclic ion structures. Collision-induced dissociation spectra were used to support the proposed ion structures of major fragment ions.
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Collision-induced dissociation
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The isomeric 2-, 3-, 5-, 6- and 8-quinolinylphthalimides give rise to different electron impact ionization mass spectra, which permit easy distinction. The specific fragmentation processes are rationalized in terms of proximity effects and stabilization of cyclic ion structures. Collision-induced dissociation spectra were used to support the proposed ion structures of major fragment ions.
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Collision-induced dissociation
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Fragmentation
Collision-induced dissociation
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