Interaction and rearrangement of trimethylsilyloxy functional groups. The structural significance of the  m/e  147 ion in the mass spectra of trimethylsil steroidal ethers | Zendy

Sloan Sharon | Zendy; Harvey D. J. | Zendy; Vouros Paul | Zendy

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Interaction and rearrangement of trimethylsilyloxy functional groups. The structural significance of the m/e 147 ion in the mass spectra of trimethylsil steroidal ethers

Author(s) -

Sloan Sharon,

Harvey D. J.,

Vouros Paul

Publication year - 1971

Publication title -

organic mass spectrometry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.475

H-Index - 121

eISSN - 1096-9888

pISSN - 0030-493X

DOI - 10.1002/oms.1210050705

Subject(s) - chemistry , steric effects , trimethylsilyl , cleavage (geology) , stereochemistry , mass spectrum , ion , ring (chemistry) , medicinal chemistry , organic chemistry , geotechnical engineering , fracture (geology) , engineering

Requirements for trimethylsilyloxy group interaction and rearrangement are discussed. It is evident that formation of the m/e 147 ion is a function of the stereochemistry, steric hindrance and separation of the trimethylsilyloxy groups and reflects the stereochemistry of the steroid itself. It is postulated that ring cleavage is not necessarily a prerequisite for the formation of this ion. The occurrence of the m/e 147 ion can be structurally informative in trimethylsilyl derivatives of steroidal alcohols.

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