Journal of the Chemical Society - Faraday Transactions p. 1305 - 1309 (1996)
Update date:2022-08-16
Topics:
Fairley, David A.
Scott, Graham B. I.
Freeman, Colin G.
Maclagan, Robert G. A. R.
McEwan, Murray J.
The C2H2 · H3O+ product of the ion-molecule association reaction between H3O+ and C2H2 is found to consist of a ca. 50 : 50 mixture of two isomeric ions. These two isomeric ions are identified in a selected ion flow tube, by their different proton transfer behaviour with the neutral reagents C2H5Br, 4-fluorotoluene, CH3OH and benzene, as protonated vinyl alcohol, CH2CHOH2+ and either protonated acetaldehyde, CH3CHOH+ or the electrostatic complex H3O+ · C2H2. These conclusions are supported by Gaussian G2 level calculations based on ab initio molecular orbital theory, which are applied to calculate the proton affinities of CH3CHO, CH2CHOH, oxirane and acyclic CH2OCH2. Reaction rate coefficients and product ratios are also reported for the reactions of specific C2H5O+ isomers, viz: CH3CHOH+, CH3OCH2+ and CH2OHCH2+ with CH3OH, 4-fluorotoluene and C6H6. The implications of the current results to the interstellar synthesis of CH3CHO are discussed briefly.
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