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Acetone chemical ionization studies III–displacement reactions in alkyl acetates
Author(s) -
Vairamani M.,
Saraswathi M.,
Siva Kumar K. V.
Publication year - 1992
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210270107
Subject(s) - acetone , chemistry , solvolysis , chemical ionization , bicyclic molecule , alkyl , mass spectrometry , ion , ionization , mass spectrum , medicinal chemistry , organic chemistry , chromatography , hydrolysis
Acetone chemical ionization mass spectra of acyclic, cyclic and bicyclic alkyl acetates were studied. In addition to the formation of [M + H] + , [M + 43] + and [M + 59] + ions, ions corresponding to displacement by acetone were also observed. The results suggest that the displacement by acetone follows an S N 1‐like mechanism in the source of the mass spectrometer. Similarity between solution‐phase solvolysis reactions and gas‐phase displacement reactions was observed with bicyclic alkyl acetates, 2‐phenylethyl acetate and cyclooctyl acetate.