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Mass spectra of aryl substituted oxazolidones

✍ Scribed by Robert A. Auerbach; David L. Von Minden; C. A. Kingsbury

Publisher
John Wiley and Sons
Year
1970
Tongue
English
Weight
469 KB
Volume
4
Category
Article
ISSN
1076-5174

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✦ Synopsis

The mass spectra of several 4,5-disubstituted-2-oxazolidones and several related N-methyl derivatives have been determined. Fragmentation has been found to be a function of three factors:

(1) the size of the alkyl function at C-5, (2) the location of the aryl substituent, and (3) replacement of N-H by N-CH3. In particular, aryl or bulky alkyl groups substituted at C-5 result in protonated aldehyde derived from hydrogen rearrangement from nitrogen. With other substituents, the most intense ions are nitrogen containing fragments. In the latter case the fragmentation pathway has been elucidated with the aid of metastable peaks observed using defocusing techniques.

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