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S N 2 reactions in the gas phase. Structure of the transition state
Author(s) -
Dougherty Ralph C.,
Dalton J.,
David roberts J.
Publication year - 1974
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.1210080109
Subject(s) - halide , chloromethane , chemistry , alkyl , ion , mass spectrum , sn2 reaction , gas phase , delocalized electron , mass spectrometry , ionization , electron ionization , photochemistry , inorganic chemistry , medicinal chemistry , organic chemistry , catalysis , chromatography
The alkylhalide‐halide association ions, [RX 2 ] − that are observed in the negative chemical ionization mass spectra of alkyl halides appear to be directly related to the corresponding S N 2 transition states in solution. ‘Frontside’ association of halide ions with bridgehead alkyl halides does not occur in our system. The Change in heats and entropies of association for the chloromethane series is consistent with delocalization in the [RX] 2 − ions.