| Autor: |
Bowen, R. D., Gallagher, R. T., Meyerson, S. |
| Zdroj: |
Journal of the American Society for Mass Spectrometry; February 1996, Vol. 7 Issue: 2 p205-208, 4p |
| Abstrakt: |
The recent proposal that ionized phytyl methyl ether [C16H33(CH3)C=CHCH2OCH3+·] undergoes an allylic rearrangement to ionized isophytyl methyl ether [CH2=CHC(C16H33)(CH3)OCH3+·] before elimination of an alkyl radical is discussed. Both literature precedent and new results in which the structure of the [M-C16H33·]+fragment ion is established by comparison of its collision-induced dissociation mass spectrum with the spectra of isomeric C5H9O+ions of known structure are inconsistent with this proposal. The forma Hon of CH3CH=CHCH=O+CH3by loss of a ?-alkyl substituent without skeletal isomerization rather than CH2=CHC(CH3)=O+CH3after allylic rearrangement is explained in terms of a mechanism that involves two 1,2-H shifts, followed by s-cleavage of the resultant ionized enol ether, C16H33(CH3)CH-CH=CHOCH3+·. |
| Databáze: |
Supplemental Index |
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