Open AccessCharacterization of the C3H6O+· ion from 2-methoxyethanol. Mixture analysis by dissociation and neutralization—reionization
Author(s) -
Michael J. Polce,
Chrys Wesdemiotis
Publication year - 1995
Publication title -
journal of the american society for mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.961
H-Index - 127
eISSN - 1879-1123
pISSN - 1044-0305
DOI - 10.1016/1044-0305(95)00504-8
Subject(s) - chemistry , dissociation (chemistry) , mass spectrometry , ion , tandem mass spectrometry , oxetane , isomerization , collision induced dissociation , polyatomic ion , analytical chemistry (journal) , fragmentation (computing) , chemical ionization , ionization , photochemistry , organic chemistry , chromatography , catalysis , computer science , operating system
The C3H6O(+·) ion formed upon the dissociative ionization of 2-methoxyethanol is identified by a combination of several tandem mass spectrometry methods, including metastable ion (MI) characteristics, collisionally activated dissociation (CAD), and neutralization-reionization mass spectrometry (NRMS). The experimental data conclusively show that 2-methoxyethanol molecular ion, namely, HOCH2CH2OCH 3 (+·) , loses H2O to yield mainly the distonic radical ion ·CH2CH2OCH 2 (+) along with a smaller amount of ionized methyl vinyl ether, namely, CH2=CHOCH 3 (+·) . Ring-closed products, such as the oxetane or the propylene oxide ion are not observed. The proportion of ·CH2CH2OCH 2 (+) increases with decreasing internal energy of the 2-methoxyethanol ion, which indicates a lower critical energy for the pathway leading to this product than for the competitive generation of CH2=CHOCH 3 (+·) . The present study also uses MI, CAD, and NRMS data to assess the structure of the distonic ion(+) (CH3)CHOCH2· (ring-opened ionized propylene oxide) and evaluate its isomerization proclivity toward the methyl vinyl ether ion.