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http://dx.doi.org/10.18419/opus-1135
Autor(en): | Effenberger, Franz Koch, Markus Streicher, Willi |
Titel: | Nucleophile Substitution von Nitrit in Nitrobenzolen, Nitrobiphenylen und Nitronaphthalinen |
Sonstige Titel: | Nucleophilic substitution of nitrite in nitrobenzenes, nitrobiphenyls and nitronaphthalenes |
Erscheinungsdatum: | 1991 |
Dokumentart: | Zeitschriftenartikel |
Erschienen in: | Chemische Berichte 124 (1991), S. 163-173. URL http://dx.doi.org./10.1002/cber.19911240125 |
URI: | http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-43860 http://elib.uni-stuttgart.de/handle/11682/1152 http://dx.doi.org/10.18419/opus-1135 |
Zusammenfassung: | Aromatic compounds, accessible only by multistep procedures, can be synthesized easily by nucleophilic substitution of nitrite in nitrobenzenes, nitrobiphenyls, and nitronaphthalenes. Thus, meta-substituted phenols 3, 4, and 7 are obtained from 1,3-dinitrobenzene (1) and meta-substituted nitrobenzenes 6, as well as 3,5-disubstituted phenols 10 and 5-substituted resorcinol derivatives 11 from 3,5-disubstituted nitrobenzenes 9. The unsymmetrically substituted nitrobiphenyls 13, 15, 17, 19, 21, 23, 24, and 26 are also available by nitrite exchange from the corresponding easily accessible dinitrobiphenyls 16, 18, 20, 22, and 25. A nitrite exchange with nucleophiles is easily possible in the 1,5-disubstituted naphthalenes 29, 34, while in the case of the 1,8-disubstituted naphthalenes 31, 36 only the chloro derivative 36 undergoes this exchange under much stronger conditions in low yield. |
Enthalten in den Sammlungen: | 03 Fakultät Chemie |
Dateien zu dieser Ressource:
Datei | Beschreibung | Größe | Format | |
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eff206.pdf | 1,2 MB | Adobe PDF | Öffnen/Anzeigen |
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