Abstract
The structure of the intermediate formed in the ion-molecule reaction of 1,3-butadiene and vinyl methyl ether has been determined by stabilizing the intermediate in a high-pressure chemical ionization source, isolating the intermediate by using the first stage of mass analysis of a tandem mass spectrometer, and finally acquiring its mass spectrum by using collision-activated decomposition (CAD) spectroscopy and the second stage of mass analysis. The structure of the intermediate is demonstrated to be acyclic by comparing its CAD spectrum with CAD spectra of several isomeric C7H12O reference compounds. This conclusion is in contrast to previous low-pressure ion cyclotron resonance (ICR) and present Fourier transform mass spectrometry (FTMS) experiments, which are interpreted in terms of a cycloaddition. These two interprtations are reconciled by invoking a two-step reaction mechanism in which an acyclic intermediate is initially formed. This intermediate ultimately cyclizes, unless it is intercepted by stabilizing collisions.
| Original language | English |
|---|---|
| Pages (from-to) | 6575-6579 |
| Number of pages | 5 |
| Journal | Journal of the American Chemical Society |
| Volume | 106 |
| Issue number | 22 |
| DOIs | |
| State | Published - 1984 |