Volume 251, 2024

Reaction dynamics of the methoxy anion CH3O with methyl iodide CH3I

Abstract

Studying larger nucleophiles in bimolecular nucleophilic substitution (SN2) reactions bridges the gap from simple model systems to those relevant to organic chemistry. Therefore, we investigated the reaction dynamics between the methoxy anion (CH3O) and iodomethane (CH3I) in our crossed-beam setup combined with velocity map imaging at the four collision energies 0.4, 0.7, 1.2, and 1.6 eV. We find the two ionic products I and CH2I, which can be attributed to the SN2 and proton transfer channels, respectively. The proton transfer channel progresses in a previously observed fashion from indirect to direct scattering with increasing collision energy. Interestingly, the SN2 channel exhibits direct dynamics already at low collision energies. Both the direct stripping, leading to forward scattering, and the direct rebound mechanism, leading to backward scattering into high angles, are observed.

Graphical abstract: Reaction dynamics of the methoxy anion CH3O− with methyl iodide CH3I

Associated articles

Article information

Article type
Paper
Submitted
10 Dec 2023
Accepted
07 Feb 2024
First published
16 Feb 2024
This article is Open Access
Creative Commons BY license

Faraday Discuss., 2024,251, 573-586

Reaction dynamics of the methoxy anion CH3O with methyl iodide CH3I

T. Gstir, D. Sundelin, T. Michaelsen, A. Ayasli, D. Swaraj, J. Judy, F. Zappa, W. Geppert and R. Wester, Faraday Discuss., 2024, 251, 573 DOI: 10.1039/D3FD00164D

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