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The use of ion‐molecule reactions in the mass spectrometric location of double bonds
Author(s) -
FerrerCorreia A. J. V.,
Jennings K. R.,
Sharma D. K. Sen
Publication year - 1976
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.1210110812
Subject(s) - double bond , chemistry , olefin fiber , methylene , molecule , ether , reagent , mass spectrometry , conjugated system , polyatomic ion , ion , carbon fibers , photochemistry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , chromatography , composite number , polymer , materials science , composite material
Abstract A method for the location of the positions of carbon‐carbon double bonds using high pressure mass spectrometry is proposed. A known olefinic molecular ion reacts with a second, unknown olefin to form a four‐centre complex, which fragments with retention of the structural identity of methylene and substituted methylene groups to eliminate a new olefin molecule and to form an unsaturated ion from which the position of the double bond in the unknown olefin can be inferred. Vinyl methyl ether proved to be a convenient reagent gas and its molecular ion undergoes the required reaction with several classes of olefinic compound. Conjugated dienes and unsaturated compounds containing electronegative groups do not undergo this reaction.