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Beitrag zur massenspektrometrischen retro‐Diels‐Alder ‐Reaktion: 1,2,3,4‐Tetrahydrophenanthren. 35. Mitteilung über massenspektrometrische Untersuchungen
Author(s) -
Huggenberg Sonja,
Hesse Manfred
Publication year - 1980
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19800630819
Subject(s) - chemistry , fragmentation (computing) , ethylene , diels–alder reaction , mass spectrum , medicinal chemistry , ion , stereochemistry , photochemistry , organic chemistry , computer science , operating system , catalysis
Contribution to the Mass Spectral retro‐Diels‐Alder Reaction: 1,2,3,4‐Tetrahydrophenanthrene [1,4‐ 13 C]‐1,2,3,4‐Tetrahydrophenanthrene (1) was synthesized starting from [1,4‐ 13 C]‐succinic acid. The mass spectral behavior (EI./MS., 70eV) of 1 is very similar to that of tetraline [2] concerning its loss of ethylene from the molecular ion. Similarly the fragmentation reaction of the synthetic precursors, ketones 7 and 8 , seems to partly undergo a carbon rearrangement reaction prior to the elimination of ethylene which is unlike to the behavior of α‐tetralone.