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Chemical ionization mass spectra of some 2‐norbornyl derivatives
Author(s) -
Jelus Barbara L.,
Dalrymple David L.,
Michnowicz John,
Munson Burnaby
Publication year - 1978
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.1210130309
Subject(s) - 2 norbornyl cation , chemistry , ion , chemical ionization , steric effects , ionization , mass spectrum , decomposition , electron ionization , abundance (ecology) , hydrogen , computational chemistry , analytical chemistry (journal) , photochemistry , medicinal chemistry , stereochemistry , organic chemistry , fishery , biology
Chemical ionization mass spectra of exo ‐ and endo ‐2‐norbornanols and their phenylurethane derivatives have been obtained with several reactant ions. Small differences are noted in the abundances of norbornyl and [M+H] + ions for the phenylurethane derivatives: more norbornyl ions with the exo compounds. Relative rate constants for decomposition of [M+H] + ions, k exo / k endo ≅ 1‐2. No evidence was found for s̀‐participation in the decomposition of these ions. The i ‐C 4 H 10 chemical ionization spectrum of endo ‐2‐norbornanol contains a much greater abundance of [M‐H] + ions than the i ‐C 4 H 10 chemical ionization spectrum of exo ‐2‐norbornanol. This difference presumably results from steric hindrance toward attack of the endo hydrogen.