Mass spectrometry in structural and stereochemical problems. CCXV. Behavior of phenyl-substituted .alpha.,.beta.-unsaturated ketones upon electron impact. Promotion of hydrogen rearrangement processes

1972 ◽  
Vol 37 (5) ◽  
pp. 776-789 ◽  
Author(s):  
R. J. Liedtke ◽  
A. F. Gerrard ◽  
J. Diekman ◽  
Carl. Djerassi
Keyword(s):  
Mass Spectrometry ◽  
Electron Impact ◽  
Unsaturated Ketones ◽  
Alpha Beta ◽  
Rearrangement Processes ◽  
Hydrogen Rearrangement

Mass Spectrometry in Structural and Stereochemical Problems. CCXVII. Electron Impact Promoted Fragmentation of O-Methyl Oximes of some α,β-Unsaturated Ketones and Methyl Substituted Cyclohexanones

1972 ◽  
Vol 50 (17) ◽  
pp. 2776-2785 ◽  
Author(s):  
Younus M. Sheikh ◽  
Raymond J. Liedtke ◽  
A. M. Duffield ◽  
Carl Djerassi
Keyword(s):  
Mass Spectrometry ◽  
Electron Impact ◽  
High Resolution Mass Spectrometry ◽  
Unsaturated Ketone ◽  
Deuterium Labeling ◽  
Oxime Ether ◽  
Ether Group ◽  
Unsaturated Ketones ◽  
Carbonyl Derivatives ◽  
Mass Spectrometric Fragmentation

Deuterium labeling and high resolution mass spectrometry have been utilized to delineate the modes of mass spectrometric fragmentation of O-methyl oximes of α,β-unsaturated ketones and methyl substituted cyclohexanones. α,β-Unsaturated ketone and 2- and 4-methylcyclohexanone O-methyl oxime ether derivatives fragment upon electron impact in a manner reminiscent of the carbonyl derivatives from which they were prepared. However, several fragmentation sequences characteristic of the O-methyl oxime ether group were observed.

Electron impact studies. XXXI. Skeletal-rearrangement fragments in the mass spectra of anils

1968 ◽  
Vol 21 (8) ◽  
pp. 2021 ◽  
Author(s):  
JH Bowie ◽  
RG Cooks ◽  
JW Fisher ◽  
T McL Spotswood
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Electron Impact ◽  
Mass Spectra ◽  
General Type ◽  
High Resolution Mass Spectrometry ◽  
Aromatic Aldehydes ◽  
Skeletal Rearrangement ◽  
Rearrangement Processes ◽  
Resolution Mass

Skeletal-rearrangement fragments are observed in the mass spectra of all anils derived from aromatic aldehydes. The rearrangement processes have been studied by high-resolution mass spectrometry and in certain cases by deuterium labelling. All processes are of the general type [ABC]+ → [AC]+ +B.

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