Mass spectrometry in structural and stereochemical problems–CLXXXIX: Electron‐impact induced fragmentations and rearrangements of alkoxycyclohexanol trimethylsilyl ethers and alkoxycyclohexyl trimethylsilanes

作者: Robin T. Gray , John Diekman , G. L. Larson , W. K. Musker , Carl Djerassi

DOI: 10.1002/OMS.1210030802

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摘要: In view of the current interest in electron-impact induced rearrangements both trimethylsilyl derivatives and bifunctionalized cyclohexanes, mass spectral properties several alkoxycyclohexanol ethers alkoxycyclohexyl trimethylsilanes have been investigated. Using deuterium labeling, basic fragmentation modes incurred upon ethanol ether were elucidated. The major peaks spectrum this simple occur also those title compounds, latter fragments having formed by interaction two functional groups. Thus initial rearrangement ion 103 (e) from electron bombardment 4-ethoxycyclohexanol 2-ethoxycyclohexyl trimethylsilane corresponds to [M CH3] ether. Its further has studied using high resolution metastable measurements, scope between alkoxy groups, when silicon is attached oxygen carbon, determined. addition, origin every ‘characteristic’ fragment elucidated on basis each corresponding peak spectra labeled specifically with deuterium. Peaks derived ionization functionalities compound observed, although majority ions series seem be directed fragmentations associated moiety.

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