**The mass spectral retro __Diels__‐__Alder__‐reaction: 1,2,3,4‐tetrahydrocarbazole** 1,2,3,4‐Tetrahydrocarbazole undergoes a retro __Diels__‐__Alder__‐reaction under electron impact. C(2) and C(3) are eliminated as ethylene. This is shown by measuring the deuterated derivatives **1a**, **1b** and
Beitrag zur massenspektrometrischen retro-Diels-Alder-Reaktion: 1,2,3,4-Tetrahydrophenanthren. 35. Mitteilung über massenspektrometrische Untersuchungen
✍ Scribed by Sonja Huggenberg; Manfred Hesse
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- German
- Weight
- 452 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
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.
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## Abstract The mass spectral decomposition of the 1‐tetralol derivatives **2, 3** and **4** in view of the retro __Diels‐Alder__ reaction is investigated, for which deuterated derivatives, high resolution data and metastable peaks were used. By these studies it follows that the decyclisation react