Mass Spectroscopy of Organic Compounds

McCormick, Andrew (1966) Mass Spectroscopy of Organic Compounds. PhD thesis, University of Glasgow.

Abstract

The mass spectra of twelve dihydro-1,3-benzothiazines and six dihydro-1,3-benzoxazines are recorded. A brief discussion of the particular fragmentations of a few of these is given. The majority of the compounds have a substituted phenyl group on the 2-position of the oxazine or thiazine ring. These compounds fragment in a characteristic fashion in the mass spectrometer which can be described as a retro-Diels-Alder reaction. The relative abundances of the ions produced by this are related to the electron donating power of the substituents on the 2-phenyl group and the conclusion is reached that the phenyl ring opens on electron impact - which is in contrast to the findings of previous workers who studied the effect of substituents on the electron-impact-induced dissociation of aromatic ketones. A study of the relative rates of formation of ions produced by the retro-Diels-Alder reaction reveals that this is a two-step process and that a different bond is initially broken in the two series of compounds.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Keywords: Organic chemistry, Analytical chemistry
• Date of Award: 1966
• Depositing User: Enlighten Team
• Unique ID: glathesis:1966-77191
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 14 Jan 2020 09:16
• Last Modified: 14 Jan 2020 09:16
• URI: https://theses.gla.ac.uk/id/eprint/77191