Protonated ethanol and its neutral counterparts

Collisionally activated dissociation and neutralization-reionization experiments reveal that protonation of ethanol leads to two distinct isomers, the classical ion CH 3CH 2OH + 2 and the proton-bound complex C 2H 4…H +…OH 2. The neutral counterpart of the latter is unstable, whereas that of the for...

Full description

Saved in:
Bibliographic Details
Published in:Journal of the American Society for Mass Spectrometry 1991-12, Vol.2 (6), p.459-463
Main Authors: Wesdemiotis, Chrysostomos, Fura, Aberra, McLafferty, Fred W.
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Mass spectrometry
Organic chemistry
Reactivity and mechanisms
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Collisionally activated dissociation and neutralization-reionization experiments reveal that protonation of ethanol leads to two distinct isomers, the classical ion CH 3CH 2OH + 2 and the proton-bound complex C 2H 4…H +…OH 2. The neutral counterpart of the latter is unstable, whereas that of the former can be produced in a bound state if the CH 3CH 2OH + 2 precursor ion is formed under low ion source pressure conditions and, thus, with higher internal energies. This suggests that there are substantial differences in the geometries of CH 3CH 2OH + 2 and the hypervalent CH 3CH 2OH 2 ·. This provides only a partial explanation for unusual isotope effects; C 2H 5OD 2 ·, CH 3CD 2OD 2 ·, and CD 3CH 2OD 2 · are substantially more stable than C 2D 5OD 2 · and C 2H 5OH 2 ·.
ISSN:1044-0305
1879-1123
DOI:10.1016/1044-0305(91)80031-2