Gasphasen-Reaktionen, 58 [1, 2]. β-Chlorethylazid: HCl-Eliminierung und Pyrolyse
Gas phase reactions, 58 [1, 2]. β-chloroethyl ezide: HCl elimination and pyrolysis
- The HCl elimination from β-chloroethyl azide (1-azido-2-chloroethane) over potassium tert. butanolate at 350 K in a low pressure flow system is optimized using PE spectroscopic real-time gas analysis. The highly explosive vinyl azide formed can be purified by cool-trapping the by-products. Its subsequent and virtually hazard-free pyrolysis yields 2H-azirine, which can be isolated at temperatures below 240 K. In contrast, the direct pyrolysis of β-chloroethyl azide requires temperatures above 710 K and results in a simultaneous split-off of both HCl and N2, yielding acetonitrile as the main thermolysis product. No intermediates such as β-chloroethanimine or ketenimine are observed, a result which is interpreted in terms of chemical activation.
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| Author: | Hans BockGND, Ralph DammelGND |
|---|---|
| URN: | urn:nbn:de:hebis:30:3-799755 |
| DOI: | https://doi.org/10.1515/znb-1987-0309 |
| ISSN: | 1865-7117 |
| ISSN: | 0932-0776 |
| Parent Title (German): | Zeitschrift für Naturforschung, B |
| Publisher: | Verlag der Zeitschrift für Naturforschung |
| Place of publication: | Tübingen |
| Document Type: | Article |
| Language: | German |
| Date of Publication (online): | 2014/06/02 |
| Year of first Publication: | 1987 |
| Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
| Release Date: | 2024/01/11 |
| Tag: | 2H-Azirine; Gas Phase Dehydrochlorination; Ketene Imine; Vinyl Azide; β-Chloroethyl Azide |
| Volume: | 42.1987 |
| Issue: | 3 |
| Page Number: | 7 |
| First Page: | 301 |
| Last Page: | 307 |
| Institutes: | Biochemie, Chemie und Pharmazie / Biochemie und Chemie |
| Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| Sammlungen: | Universitätspublikationen |
| Licence (German): |  Creative Commons - Namensnennung-Nicht kommerziell-Keine Bearbeitung 3.0 |
