Molecule/radical reactions prior to ionization under negative chemical ionization conditions

Stöckl, Dietmar; Budzikiewicz, H.

doi:10.1002/oms.1210170807

Cited by 54 publications

(23 citation statements)

References 24 publications

(4 reference statements)

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“…All this indicates that in the reaction of C 60 with ketone 1, the latter itself should be involved as a hydrogen donor. However, protium atoms are also present in the products of the reaction between C 60 with 1-d 6 (for example, in the 739 Da ion, and for method B in the 755, and 759 Da ones). The hydrogen incorporation takes place in the course of the reaction of C 60 with perfuoroketone 3 as well.…”

Section: Resultsmentioning

confidence: 99%

“…They were used without any additional purification unless otherwise specified. Commercial grade preparation of acetone (1) was distilled in argon, while that of acetone-d 6 (1-d 6 ) was not additionally purified. Commercial grade acetophenone (2) was also distilled in argon.…”

Section: Methodsmentioning

confidence: 99%

“…Phenylacetone (5) kindly given by Professor Belousov was distilled in vacuum. A distilled in vacuum sample of dibenzyl ketone (6) and distilled one of phenyl trifluoromethyl ketone (7) were kindly presented by Drs. Khodak and Gorunov, respectively.…”

Section: Methodsmentioning

confidence: 99%

“…Its molecular ion should most probably decompose with the loss of water to furnish the C 60 C(CH 3 ) 2 +• radical cation (m/z 762) registered in the spectra. To make a choice between these structures, the reaction was performed with ketone 1-d 6 . The broadened singlet from paramagnetic derivatives of C 60 (g=2.0026) was registered in the EPR spectra, and the mass spectra showed the peak at m/z 762 to be shifted to the m/z 768 position (Figure 3d) thus excluding the second, oxygen containing, structure.…”

Section: Reactions Of C 60 With Ketones In Solutionmentioning

confidence: 99%

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Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C₆₀ and C₇₀ with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C₆₀ with Several Ketones in Solution

Shilova

Lyakhovetsky

Belokon

et al. 2011

J. Am. Soc. Mass Spectrom.

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Our previous investigations showed that homolytic reactions of C 60 with a number of perfluoroorganic and organomercury(II) compounds occurring under electron impact (EI) in the ionization chamber (IC) of a mass spectrometer could predict the reactivity of C 60 towards these compounds in solution or solid state. To expand the scope of this statement, C 60 and C 70 have been reacted with ketones RCOR 1 , where R and R 1 are alkyl, aryl, benzyl, and CF 3 , in an IC under EI to yield products of the addition of R · and R 1 · radicals to the fullerenes, paramagnetic ones being stabilized by hydrogen addition and loss. Experimental evidence in support of a mechanism involving homolytic dissociation of ketone molecules via superexcited states to afford these radicals that react with the fullerenes at the IC surface has been obtained. As anticipated, the reactions between C 60 and several ketones conducted in solution under UV irradiation have afforded Me-, Ph-, and CF 3 -derivatives of C 60 . However, some other products have been identified by mass spectrometry and their formation is reasonably explained. When decalin has been employed as a solvent, decalinyl derivatives of the fullerene have been found among the products and the (9-decalinyl)fullerenyl radical has been registered by EPR. Thus, incomplete but reasonable conformity of the results of the reactions of fullerenes with ketones in an IC under EI with those of the reactions of the same reagents in solution under UV irradiation has been demonstrated, and the former results can predict the latter ones to a reasonable extent.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Reactions Of C 60 With Ketones In Solutionmentioning

confidence: 99%

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Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C₆₀ and C₇₀ with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C₆₀ with Several Ketones in Solution

Shilova

Lyakhovetsky

Belokon

et al. 2011

J. Am. Soc. Mass Spectrom.

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“…Moreover, this type of the ionization chamber (IC) reactions is of a particular interest since such reactions are less dependent on solvent than the ionic processes and can be transferred to solution more easily. Certainly, homolytic bimolecular reactions occurring in ICs including those with fullerenes as reagents have been reported [10][11][12][13][14][15][16][17][18]. However, the amount of such examples is considerably less than of the examples of ion/molecule reactions.…”

Section: Introductionmentioning

confidence: 99%

Interaction of Fullerenes with Organosilanes in the Ionization Chamber of a Mass Spectrometer under Electron Impact and the Reaction of C₆₀with Tetraphenylsilane in Solution under UV Irradiation

Lyakhovetsky

Shilova

Плешкова

et al. 2016

Journal of Spectroscopy

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C60was shown to react with organosilanes Me4Si, Ph2SiH2, Ph2MeSiH, Ph4Si, andα-naphthylphenylmethylsilane in the electron ionization ion source of a mass spectrometer with the transfer of the corresponding organic radicals (Me, Ph, andα-naphthyl) from the silanes to the fullerene. The reactions were accompanied by hydrogen addition to some products and hydrogen loss from them. C70reacted with Me4Si analogously. A reaction mechanism involving homolytic dissociation of the silanes under electron impact to the corresponding organic radicals, which react further with C60at the surface of the ionization chamber of the mass spectrometer to give the respective adducts, was offered. A mechanistic study of the reaction of C60with Me4Si supported it. No silicon containing derivatives of the fullerenes were found. C60reacted with Ph4Si in solution under UV irradiation in a similar fashion furnishing phenyl derivatives of the fullerene. These results provide an additional support to the hypothesis formulated earlier thatthe homolytic reactive mass spectrometry of fullerenes (the reactions of fullerenes with other species in the ionization chambers of mass spectrometers and their mass spectral monitoring)can predict the reactivity of them toward the same reagents in solution to a significant extent.

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Electron monochromator-mass spectrometer instrument for negative ion analysis of electronegative compounds

Laramee

Mazurkiewicz

Berkout

et al. 1996

Mass Spectrom. Rev.

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Molecule/radical reactions prior to ionization under negative chemical ionization conditions

Cited by 54 publications

References 24 publications

Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C₆₀ and C₇₀ with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C₆₀ with Several Ketones in Solution

Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C₆₀ and C₇₀ with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C₆₀ with Several Ketones in Solution

Interaction of Fullerenes with Organosilanes in the Ionization Chamber of a Mass Spectrometer under Electron Impact and the Reaction of C₆₀with Tetraphenylsilane in Solution under UV Irradiation

Electron monochromator-mass spectrometer instrument for negative ion analysis of electronegative compounds

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Molecule/radical reactions prior to ionization under negative chemical ionization conditions

Cited by 54 publications

References 24 publications

Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C60 and C70 with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C60 with Several Ketones in Solution

Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C60 and C70 with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C60 with Several Ketones in Solution

Interaction of Fullerenes with Organosilanes in the Ionization Chamber of a Mass Spectrometer under Electron Impact and the Reaction of C60with Tetraphenylsilane in Solution under UV Irradiation

Electron monochromator-mass spectrometer instrument for negative ion analysis of electronegative compounds

Contact Info

Product

Resources

About

Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C₆₀ and C₇₀ with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C₆₀ with Several Ketones in Solution

Homolytic Reactive Mass Spectrometry of Fullerenes: Interaction of C₆₀ and C₇₀ with Ketones in the Electron Impact Ion Source of a Mass Spectrometer and the Comparison of Results with Those of Photochemical Reactions of C₆₀ with Several Ketones in Solution

Interaction of Fullerenes with Organosilanes in the Ionization Chamber of a Mass Spectrometer under Electron Impact and the Reaction of C₆₀with Tetraphenylsilane in Solution under UV Irradiation