Kinetic energy release and ion structure: [C6H6O]+˙

Maquestiau, A.; Flammang, Robert; Glish, Gary L.; Laramee, J. A.; Cooks, R. Graham

doi:10.1002/oms.1210150305

Cited by 23 publications

(7 citation statements)

References 11 publications

(1 reference statement)

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“…The study of Li and Harrison35 verified this conclusion. They also proved that MIKE spectra might cause severe discrimination against detection of lowenergy fragment ions in high-energy CID experiments, which probably explains the results of Maquestiau et al 15 Our results were in agreement with the loosely proton-bound bimolecular complex b. CID mass spectra showed that the [M + 591' ions decomposed by collisional excitation, forming solely protonated amines. No peaks corresponding to the elimination of water were observed in any spectrum, although the [M + 59 -IS]' ion peak was present in the acetone CI mass spectrum of every primary amine.…”

Section: Monoaminessupporting

confidence: 88%

Ion—Molecule Reactions of Simple Amines with Carbonyl Compounds in the Gas Phase. An Experimental and Theoretical Study of Enamine Formation

1996

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Ion–molecule reactions of mono‐ and diamines with acetone and pentan‐3‐one were investigated under chemical ionization, using the carbonyl compound as reagent gas. To check the reactivity of different plasma ions, the reactions of selected ions with neutral butylamine were carried out under low pressure in the cell of a Fourier transform ion cyclotron resonance mass spectrometer. All the primary monoamines gave rise to the nucleophilic addition–elimination reaction product, formed by the reaction of the protonated ketone dimer with a neutral amine. Protonated ketone monomers gave rise only to protonated amines; no addition–elimination products were observed. The structure of the nucleophilic addition–elimination product ion was independent of the structure of the amine but depended considerably on the structure of the ketone. Comparison of the collision‐induced dissociation mass spectra of the product ions with those of authentic protonated imines showed that, with acetone as reagent gas, only protonated imines were formed. However, when the size and branching of the ketone increased, enamine formation became clearly more favourable. The formation of protonated amines and enamines must take place through different mechanisms because theoretical calculations show that a high energy barrier is separating them from each other, making isomerization improbable. A striking difference between the spectra of diamines and monoamines was the considerable importance of the product ion of the nucleophilic addition–elimination reaction in the case of diamines. This difference might be due to the possibility for ring–chain tautomerism, although the product ions seem to decompose through the open‐chain form, after the manner of protonated 1,3‐dimethyl‐1,3‐diazolidine.

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Section: Monoaminessupporting

confidence: 88%

Ion—Molecule Reactions of Simple Amines with Carbonyl Compounds in the Gas Phase. An Experimental and Theoretical Study of Enamine Formation

1996

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“…Ions at m_/z 167 produced at high temperatures are expected to have the structure of ionized carbazole 13. This is also confirmed by the comparison of the appropriate spectra.…”

Section: M_/g 183 Ionssupporting

confidence: 54%

Flash‐vacuum pyrolysis of nitroarylbenzotriazoles. A tandem mass spectrometry study

Maquestiau

Flammang-Barbieux

Flammang

et al. 1988

Bulletin des Soc Chimique

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Tandem mass spectrometry (MS/MS) has been applied to investigate the behaviour of 1‐(2‐nitrophenyl)benzotriazole [8] upon flash‐vacuum pyrolysis (FVP) conditions. Above 500°, 8 is pyrolyzed to give a mixture of 1‐nitrocarbazole [11], 1‐hydroxycarbazole [12] and carbazole [13] Under similar conditions, 2‐(2‐nitrophenyl) benzotriazole [9] appears to be more stable; it is however partially isomerized into 8 at high temperatures. Aza analogs of 8, like 1‐(2‐nitro‐4‐pyridyl) benzotriazole [10] also loose nitrogen above 500° to give a mixture of 1‐nitro‐3‐azacarbazole [19], 1‐hydroxy‐3‐azacarbazole [16] and 3‐azacarbazole [17].

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“…Irradiation with light from excimer lasers has recently become a new tool for the study of electronically excited molecules.1 In order to generate UV emission from fragments of stable molecules either the absorption of more than one laser photon is essential or the parent molecule must be weakly bound. Fluorescences occurring at wavelengths shorter than the photolyzing excimer laser light definitely indicate the occurrence of multiphoton processes.2 Recently, we have begun a search for vacuum-UV and UV emissions from simple molecules generated by ArF excimer laser photolysis at 193.3 nm.2"5 During these investigations we have observed strong NH (ND) ( 3 -* 3 ") fluorescence when photolyzing ammonia.5 This emission was found to occur in a 7 Presented in part at the International Symposium on Chemical Kinetics Related to Atmospheric Chemistry, Tsukuba, Japan, June, 1982. l Present address: Fa. Buck, Mozartstr.…”

Section: Introductionmentioning

confidence: 99%