Fragmentation of IsomericN-Quinolinylphthalimides on Electron Impact Ionization
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Abstract:
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.Keywords:
Fragmentation
Collision-induced dissociation
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.
Fragmentation
Metastability
Cleavage (geology)
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The electron impact mass spectra of some 1-(2-furyl)- and 1-(2-thienyl)-2-(2-benzothiazolyl) ethenes have been recorded and the identity of various ions in the mass spectra established. The compounds examined (1-10) exhibit two main fragmentation routes. On one hand, fragmentation of the furan and thiophene nuclei and the formation of cyclopropenylethyne cations with very significant abundance and on the other hand, fragmentation of the benzothiazole nuclei on characteristic pathways. Compounds 6-10 also show two additional fragmentation routes.
Fragmentation
Benzothiazole
Furan
Polyatomic ion
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Fragmentation
Polyatomic ion
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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.
Fragmentation
Collision-induced dissociation
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Abstract The electron impact and chemical ionization mass spectra of a series of N ,N′, ‐diaryl ureas have been compared. The electron impact mass spectra indicate rearrangements leading to two pairs of aromatic amines and isocyanates, either as ions or molecules. The chemical ionization mass spectra showed the formation of protonated amines and isocyanates via rearrangement.
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Abstract The mass spectra of α‐arylamino‐β‐hydroxycrotonic acid anilides and their O ‐methyl and O ‐ethyl ethers have been determined and the characteristic fragmentation pathways are discussed. The proposed fragmentation patterns are supported by the appropriate metastables and deuterium labelling.
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Abstract The methane chemical ionization mass spectra of N ‐carbonyldihdrazones of 2,4‐diacetylresorcinol were recorded. The protonated molecular ion was found to be of variable abundance and was often accompanied by [M + 29] + and [M + 41] + ions. Electron impact mass spectra displayed weak molecular ions and were characterized by the scission of a NN bond and subsequent loss of XCONH and XCONHNH 2 .
Polyatomic ion
Bond cleavage
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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.
Fragmentation
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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.
Fragmentation
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.
Fragmentation
Collision-induced dissociation
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