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The structure and mechanism of formation of C5H9O+ from ionized phytyl methyl ether
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UNSPECIFIED (1996) The structure and mechanism of formation of C5H9O+ from ionized phytyl methyl ether. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 7 (2). pp. 205-208. ISSN 1044-0305
Full text not available from this repository.Abstract
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 formation of CH3CH=CHCH=O+CH3 by loss of a gamma-alkyl substituent without Skeletal isomerization rather than CH2=CHC(CH3)=O+CH3 after allylic rearrangement is ex plained in terms of a mechanism that involves two 1,2-H shifts, followed by sigma-cleavage of the resultant ionized enol ether, C16H33(CH3)CH-CH = CHOCH3+..
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry Q Science > QC Physics |
| Journal or Publication Title: | JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY |
| Publisher: | ELSEVIER SCIENCE INC |
| ISSN: | 1044-0305 |
| Date: | February 1996 |
| Volume: | 7 |
| Number: | 2 |
| Number of Pages: | 4 |
| Page Range: | pp. 205-208 |
| Publication Status: | Published |
| URI: | http://wrap.warwick.ac.uk/id/eprint/19028 |
Data sourced from Thomson Reuters' Web of Knowledge
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