Bulletin of the Korean Chemical Society

  • 제10권3호
  • /
  • Pages.273-278
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  • 1989
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Theoretical Studies on the Gas-phase Reaction of Methyl Formate with Anions$^\dag$

  • 발행 : 1989.06.20
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초록

The gas-phase reactions of methyl formate with anions, $-NH_2,\;-OH,\;-CH_2CN$, are studied theoretically using the AM1 method. Stationary points are located by the reaction coordinate method, refined by the gradient norm minimization and characterized by the determination of Hessian matrix. Potential energy profiles and the stationary point structures are presented for all conceivable processes. Four reaction paths are found to be possible: formyl proton and methyl proton abstractions, carbonyl addition, and $S_N2$ process. For the most basic anion $-NH_2$ the proton abstraction path is favored, while in other case, $OH\;and\;-CH_2CN$, the carbonyl addition paths are favored. In all cases the $S_N2$ process is the most exothermic, but due to the relatively high activation barrier the process can be ruled out.

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피인용 문헌

  1. Theoretical studies on the gas-phase pyrolysis of acetic anhydride and diacetyl sulphide vol.3, pp.5, 1989, https://doi.org/10.1002/poc.610030502