ISSN:
0951-4198
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Physics
Notes:
Ions of the form [alkyl ether…\documentclass{article}\pagestyle{empty}\begin{document}$ \mathop {\rm H}\limits^ + $\end{document}…alcohol] have been generated in the ion-source of a VG ZAB 2F mass spectrometer and studied in the 2nd field-free region. The metastable ions only give the protonated alkyl ether fragment if there is no tertiary carbon in the α position of the oxygen atoms. If there is a tertiary carbon, the formation of protonated ether competes with other processes involving the elongation of the O—Cα (tertiary) bond(s). With tertiary alcohols and nontertiary ethers, this elongation leads to a terbody complex in which the tertiary carbocation is solvated by the ether and a molecule of water or, if the ether contains one tertiary group, a terbody complex is formed where the tertiary carbocation is solvated by two molecules of alcohol. Furthermore, a permutation between tertiary groups is observed when both ether and initial alcohol bear such substituents. Most probably, the formation of terbody complexes competes with other mechanisms, concerted processes, for instance.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/rcm.1290040307
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