The Reaction of CH3+ with D2

Harrison, Alex G.; Keyes, B. G.

doi:10.1139/v73-191

Cited by 11 publications

(4 citation statements)

References 6 publications

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“…(J Am SocMass Spectrom 1994,5,282-291) M ass spectrometric studies on hydrogendeuterium (HID) exchange reactions in solution have been used for structure elucidation' [1,2]. Kinetic studies on isotopic methane-hydrogen and methane-deuterium systems have demonstrated the feasibility of HID exchanges in the gas phase [3][4][5]. Presumably, the reactant ions involved for the exchange reactions include Ht, D;, CHt, CD;, CHi, CDt, CHt, and CD~.…”

mentioning

confidence: 99%

Mechanistic study of hydrogen/deuterium exchange between [M - 1]⁻ ions of chlorinated benzenes and D₂O or ND₃

Ghan

Enke

1994

J. Am. Soc. Mass Spectrom.

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Low-energy collisions between [M - 1](-) ions derived from the three isomers of dichlorobenzene and deuterated water and ammonia are found to produce distinctive hydrogen/ deuterium (H/D) exchange reaction product patterns. The predominant products observed for p-, m-, and o-dichlorobenzene are 1, 2, and 3 sequential deuterium exchanges, respectively. The reactivity is substantially higher for D2O than ND3 We postulate a mechanism that involves the formation of a five-membered-ring intermediate. The intermediate is thought to be initiated by the attack of ND3 or D2O at the localized negative charge site on the aromatic ring. A successful exchange is followed by the relocation of the charge site to the adjacent carbon. Ion products with higher degrees of deuterium substitution than the expected predominant products of their corresponding isomers are believed to be the results of isomerization of the reactant ions occurring in the ion source. The proposed mechanism fuily explains the observed product spectra derived from al1 the isomers of chlorinated benzenes. The trends for the formation of various H/D exchange products represented by the sweated product-time plots based on the proposed mechanism compare well with the similar trends obtained from the experimental product-pressure plots. The reaction is useful for the mass spectrometric differentiation of chlorobenzene isomers.

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confidence: 99%

Mechanistic study of hydrogen/deuterium exchange between [M - 1]⁻ ions of chlorinated benzenes and D₂O or ND₃

Ghan

Enke

1994

J. Am. Soc. Mass Spectrom.

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“…nziq 33 and, at higher pressures, ~q 32 in the HZ CI of HC02C2D5 suggests that there is a slob exchange of the C2D5+ ion with HZ, similar to the known exchange reaction of CH3-with DZ (9). The m 'q 28 product (C2H4+) is -6-87, of the total ionization at low H2 pressures and decreases rapidly in importance with increasing H2 pressure.…”

Section: Chet??iccil Ionizntio~z Of' E R L~~l Forr?~c~tementioning

confidence: 81%

The hydrogen and methane chemical ionization mass spectra of some formate esters

Harrison¹,

Tsang²

1976

Can. J. Chem.

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The H2 and CH, chemlcal ionization mass spectra of formate esters up to the but11 formates have been determined. Deuterium labelling of the ester and deuterated reagent gases have been used to establish reaction mechanisms. The major fragnientation reactions of the protonated molecular ion areReaction (a) is the dominant fragmentation for methyl formate. ( b ) is the dominant fragmentation for ethyl formate, while (c) is the dominant fragmentation for higher formate esters. The results show that the relative importance of the fragmentation routes cannot be predicted from the enthalpy of reaction of ground state HC02R.H+ but are determined by the fragmentation rate coefficients averaaed over the appropriate internal enerev distribution of the excited L A .-.

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“…The addition of phenylium ions to hydrogen molecules has some precedent in the formation of a collision complex between methyl cations CH3+ and D2 that is sufficiently long lived for the hydrogens and deuteriums to become equivalent. 21 In our experiments CeHs4" ions are produced both by electron impact and by dehalogenation of halobenzenes by gaseous Bronsted acids. The reactivity of CeHs4 does not seem to depend on its mode of formation, suggesting that the same electronic state is formed in both processes, and with similar internal energies.…”

Section: Discussionmentioning

confidence: 94%

Phenylium (C6H5+) ion-molecule reactions studied by ion cyclotron resonance spectroscopy

Speranza¹,

Sefcik²,

Henis³

et al. 1977

J. Am. Chem. Soc.

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The Reaction of CH₃⁺ with D₂

Abstract: The exchange reaction between CH3+ and D2 leading to CH2D+ and CHD2+ is shown to proceed through a collision complex in which the hydrogens and deuteriums become equivalent. The rate coefficient for reaction of CH3+ with D2 is 6.1 ± 0.1 × 10−10 cm3 molecule−1 s−1.

Cited by 11 publications

References 6 publications

Mechanistic study of hydrogen/deuterium exchange between [M - 1]⁻ ions of chlorinated benzenes and D₂O or ND₃

Mechanistic study of hydrogen/deuterium exchange between [M - 1]⁻ ions of chlorinated benzenes and D₂O or ND₃

The hydrogen and methane chemical ionization mass spectra of some formate esters

Phenylium (C6H5+) ion-molecule reactions studied by ion cyclotron resonance spectroscopy

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The Reaction of CH3+ with D2

Abstract: The exchange reaction between CH3+ and D2 leading to CH2D+ and CHD2+ is shown to proceed through a collision complex in which the hydrogens and deuteriums become equivalent. The rate coefficient for reaction of CH3+ with D2 is 6.1 ± 0.1 × 10−10 cm3 molecule−1 s−1.

Cited by 11 publications

References 6 publications

Mechanistic study of hydrogen/deuterium exchange between [M - 1]− ions of chlorinated benzenes and D2O or ND3

Mechanistic study of hydrogen/deuterium exchange between [M - 1]− ions of chlorinated benzenes and D2O or ND3

The hydrogen and methane chemical ionization mass spectra of some formate esters

Phenylium (C6H5+) ion-molecule reactions studied by ion cyclotron resonance spectroscopy

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The Reaction of CH₃⁺ with D₂

Mechanistic study of hydrogen/deuterium exchange between [M - 1]⁻ ions of chlorinated benzenes and D₂O or ND₃

Mechanistic study of hydrogen/deuterium exchange between [M - 1]⁻ ions of chlorinated benzenes and D₂O or ND₃