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High resolution mass spectrometry—V: Cyclic esters of aliphatic α‐hydroxy acids
Author(s) -
Goulden J. D. S.,
Millard B. J.
Publication year - 1969
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.1210020904
Subject(s) - fragmentation (computing) , chemistry , hydrogen atom , carbon atom , ring (chemistry) , mass spectrometry , hydrogen , fast atom bombardment , ion , fission , mass spectrum , carbon fibers , polyatomic ion , stereochemistry , medicinal chemistry , organic chemistry , group (periodic table) , materials science , physics , chromatography , quantum mechanics , composite number , computer science , neutron , composite material , operating system
The main fragmentation sequences of glycollide and its homologues are initiated by fission of a COO bond, leading to the formation of fragment ions of low, m / e , such as [R 1 CO] + and [CR 1 R 2 CCO] + . When a hydrogen atom is present on a ring carbon atom, 1,3 hydrogen migration occurs to produce [CHR 2 OH] + . In case where a ring carbon atom carries an alkylchain ⩾ C 2 H 5 , a McLafferty rearrangement occurs with the adjacent carbonyl group. When both ring carbon atoms are dimethyl substituted, a 1,4 hydrogen migration must be invoked to account for the observed fragmentation sequence.