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A feature of the fragmentation mechanism of exo ‐2‐norbornyl chloride. Stereoselective hydrogen atom abstraction revealed by metastable ion studies
Author(s) -
Holmes J. L.,
McGillivray D.
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.1210051111
Subject(s) - 2 norbornyl cation , chemistry , norbornene , metastability , fragmentation (computing) , ion , hydrogen atom abstraction , deuterium , chloride , hydrogen atom , hydrogen , hydrogen chloride , photochemistry , computational chemistry , stereochemistry , inorganic chemistry , atomic physics , organic chemistry , polymerization , physics , alkyl , computer science , operating system , polymer
The position of deuterium in the products of the addition of HCL and DCI to exo 5, 6‐ d 2 norbornene has been determined mass spectrometrically by measuring metastable ion abundances. The results show a stereo‐selective hydrogen atom abstraction when the molecular ion of exo ‐2‐norbornyl chloride fragements by loss of a chloroethyl radical.