1979
DOI: 10.1002/oms.1210140402
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Formation and stability of gaseous tolyl ions

Abstract: Collisional acthation mass spectra confirm that tolyl ions can be produced from a variety of CH,C.&Y compounds. High pnrity 0-, mand ptolyl ions are prepared by chemical ionization of the corresponding fluorides (Y=F) as proposed by Harrison. In electron ionization of CW3C,&Y formation of the more stable tropylium and benzyl ionic isomers usually accompanies that of the 0-, m-and p-tolyl ions. Isomerhation of low energy [CH3C&€hY]+ * to [Y-methylenecyclohexadienel+' is proposed to account for most [benzyll+ fo… Show more

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Cited by 47 publications
(7 citation statements)
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“…The In the previous work", 23 where pure Tr' was generated by removing Bz' from the [C7H7]' mixture, this was accomplished using an excess of toluene in the ion source, since toluene reacts with Bz' with a bimolecular rate constant of 4 x lo-'' cm3/molecule s (see Eqn (3)).26 Assuming ideal gas behavior:…”
Section: Cht" Trmentioning
confidence: 99%
“…The In the previous work", 23 where pure Tr' was generated by removing Bz' from the [C7H7]' mixture, this was accomplished using an excess of toluene in the ion source, since toluene reacts with Bz' with a bimolecular rate constant of 4 x lo-'' cm3/molecule s (see Eqn (3)).26 Assuming ideal gas behavior:…”
Section: Cht" Trmentioning
confidence: 99%
“…Earlier studies focused on the structure of C 7 H 7 + products and the kinetics of the unimolecular dissociations. [1][2][3][4][5][6][7][8][9][10][11] Those reactions have been known to have two competing pathways [1][2][3][4][5][6][7][8][9] and the structures of C 7 H 7 + products have been known to be benzyl, tropylium, and tolyl cations. 5,6,[10][11][12][13] The widely accepted two channel mechanisms include direct C-X bond cleavage channel I leading to the formation of the tolyl ions and lower energy barrier channel II which leads to the formation of either the benzyl cations or tropylium cations or both.…”
Section: Introductionmentioning
confidence: 99%
“…[1][2][3][4][5][6][7][8][9][10][11] Those reactions have been known to have two competing pathways [1][2][3][4][5][6][7][8][9] and the structures of C 7 H 7 + products have been known to be benzyl, tropylium, and tolyl cations. 5,6,[10][11][12][13] The widely accepted two channel mechanisms include direct C-X bond cleavage channel I leading to the formation of the tolyl ions and lower energy barrier channel II which leads to the formation of either the benzyl cations or tropylium cations or both. [1][2][3][4][5][6][7][8] However, the energetics and mechanisms of the structural rearrangements of C 7 H 7 + product ions following the formation of the ions have not been well established, [10][11][12][13] which has made it difficult to draw well-establish picture of the two-channel mechanisms even with such extensive experimental studies.…”
Section: Introductionmentioning
confidence: 99%
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“…A "pure" population of tolyl cations can be generated by methane chemical ionization (Cl) of 3-£Iuorotoluene [3][4][5]. The ions observed in the methane CI mass spectrum of this compound in an ion trap mass spectrometer are listed in Table 1.…”
mentioning
confidence: 99%