Studies in Mass Spectrometry. Double Hydrogen Migration in Adducts of p-Benzoquinone with Bi-1-cycloalken-1-yls under Electron Impact

Joseph Deutsch; Asher Mandelbaum

doi:10.1021/ja01045a039

Studies in Mass Spectrometry. Double Hydrogen Migration in Adducts of p-Benzoquinone with Bi-1-cycloalken-1-yls under Electron Impact

Joseph Deutsch
, Asher Mandelbaum

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

The retro-Diels-Alder fragmentation of the adducts (I) of p-benzoquinone with bi-1-cyclohexen-1-yl and with related dienes under electron impact is accompanied by double hydrogen migration. Examination of the mass spectra of deuterium-labeled adducts revealed that the two migrating atoms are attached at positions 8 and 9. A possible mechanism is suggested.

Original language	English
Pages (from-to)	4809-4813
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	91
Issue number	17
DOIs	https://doi.org/10.1021/ja01045a039
State	Published - Aug 1969
Externally published	Yes

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title = "Studies in Mass Spectrometry. Double Hydrogen Migration in Adducts of p-Benzoquinone with Bi-1-cycloalken-1-yls under Electron Impact",

abstract = "The retro-Diels-Alder fragmentation of the adducts (I) of p-benzoquinone with bi-1-cyclohexen-1-yl and with related dienes under electron impact is accompanied by double hydrogen migration. Examination of the mass spectra of deuterium-labeled adducts revealed that the two migrating atoms are attached at positions 8 and 9. A possible mechanism is suggested.",

author = "Joseph Deutsch and Asher Mandelbaum",

year = "1969",

month = aug,

doi = "10.1021/ja01045a039",

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AU - Mandelbaum, Asher

PY - 1969/8

Y1 - 1969/8

N2 - The retro-Diels-Alder fragmentation of the adducts (I) of p-benzoquinone with bi-1-cyclohexen-1-yl and with related dienes under electron impact is accompanied by double hydrogen migration. Examination of the mass spectra of deuterium-labeled adducts revealed that the two migrating atoms are attached at positions 8 and 9. A possible mechanism is suggested.

AB - The retro-Diels-Alder fragmentation of the adducts (I) of p-benzoquinone with bi-1-cyclohexen-1-yl and with related dienes under electron impact is accompanied by double hydrogen migration. Examination of the mass spectra of deuterium-labeled adducts revealed that the two migrating atoms are attached at positions 8 and 9. A possible mechanism is suggested.

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Studies in Mass Spectrometry. Double Hydrogen Migration in Adducts of p-Benzoquinone with Bi-1-cycloalken-1-yls under Electron Impact

Abstract

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