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Evidence for one bromine participation in the expulsion of the other from 1,2‐dibrominated compounds
Author(s) -
Pechine J. M.
Publication year - 1971
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.1210050609
Subject(s) - bromine , halogen , chemistry , cis–trans isomerism , medicinal chemistry , organic chemistry , stereochemistry , alkyl
Analysing the stereoisomeric effect on mass spectra for three pairs of geometric isomers (meso and racemic 2,3 dibromobutanes, cis and trans 1,2 dibromocyclohexanes and cis and trans dibromocyclopentanes) it is suggested that the [M—Br] ion formation is facilitated by participation of the other bromine, this participation being maximum when the two halogens are trans or diaxial. The particular bromine character and the analogy with solution chemistry are emphasized.