Studies in mass spectrometry. Part XXIII. The mass spectra of dimethyl esters: methoxy-migrations in the mass spectra of dimethyl esters
- 1 January 1968
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 202-209
- https://doi.org/10.1039/j39680000202
Abstract
A series of saturated linear dimethyl diesters [MeO2C·[CH2]n·CO2Me, n= 1–8 or 12], hitherto only examined by low resolution mass spectroscopy, have been examined using a high resolution instrument. An important decomposition mode for M– CO2Me and M– CH2CO2Me ions is loss of keten with associated methoxy-migration. In this manner, ions with compositions corresponding to those normally derived from saturated aliphatic ether groupings are generated. Carbonium ion-stabilising substitutents in substituted dimethyl succinates and glutarates in general enhance the abundance of the rearrangement ions, which frequently are among the most abundant in the spectra.Keywords
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