Abstract
The detailed mechanism of formation of protonated dimethyl ether in ionized gaseous methanol has been investigated with a flowing afterglow-triple quadrupole instrument. The structures and unimolecular decomposition reactions of isomeric cluster ions related to those observed in ionized methanol have been examined as models for the proposed bimolecular reaction intermediates. Results from isotope labeling experiments provide evidence for backside nucleophilic attack in the reaction between CH 3OH + 2 and CH 3OH, producing (CH 3) 2OH + and H 2O. Collision-induced dissociation of the protonated methanol dimer and trimer results in both desolvation and formation of protonated dimethyl ether, the latter presumably via rearrangement of the collisionally activated proton-bound cluster ion to the backside displacement precursor. Both CH 3OH) 2H + and (CH 3OH) 3H + undergo inefficient but exothermic bimolecular displacement reactions with CH 3OH, producing (CH 3) 2OH + (CH 3OH) and CH 3) 2OH + (CH 3OH) 2, respectively.
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