Title
The mass spectral rearrangements of aryl propenyl sulfones. An electron impact induced smiles type rearrangement
Document Type
Article
Publication Date
1-1-1977
Abstract
The mass spectral behavior of trans‐1‐arylsulfonyl‐2‐arylsulfenyl‐propenes, trans‐1‐arylsulfonyl‐2‐arylsulfinyl‐propenes and trans‐1, 2‐(arylsulfonyl)‐propenes was examined. A Smiles type rearrangement was present in the sulfonyl‐sulfides, but was completely absent in the trans‐1‐arylsulfonyl‐2‐arylsulfinyl‐propenes and trans‐1, 2‐(arylsulfonyl)‐propenes. Vinyl migration to the sulfone oxygen predominates over aryl migration in all of the compounds studied. The mass spectra of the cis and trans isomers of 1‐p‐tolylsulfenyl‐2‐p′‐tolysulfonyl‐propene and 1, 2‐(p‐tolylsulfonyl)‐propene are also described. Copyright © 1977 Heyden & Son Ltd.
Publication Title
Organic Mass Spectrometry
Recommended Citation
Hill, C.,
Thyagarajan, B.,
Bates, D.,
&
Spangler, R.
(1977).
The mass spectral rearrangements of aryl propenyl sulfones. An electron impact induced smiles type rearrangement.
Organic Mass Spectrometry,
12(6), 379-386.
http://doi.org/10.1002/oms.1210120608
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/3806