Carbazole
Structural formula | ||||||||||||||||||||||
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General | ||||||||||||||||||||||
Surname | Carbazole | |||||||||||||||||||||
other names |
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Molecular formula | C 12 H 9 N | |||||||||||||||||||||
Brief description |
beige odorless solid |
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properties | ||||||||||||||||||||||
Molar mass | 167.21 g mol −1 | |||||||||||||||||||||
Physical state |
firmly |
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density |
1.1 g cm −3 |
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Melting point |
244-246 ° C |
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boiling point |
355 ° C |
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solubility |
practically insoluble in water (0.1 g l −1 at 20 ° C) |
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safety instructions | ||||||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Carbazole is a heterocyclic chemical compound that is formally derived from pyrrole by adding two benzo groups. The outdated designation dibenzopyrrole is derived from this. The empirical formula of carbazole is C 12 H 9 N. It can also be viewed as a nitrogen analogue of fluorene , from which the name 9-azafluorene results.
Carbazole is found in coal tar and petroleum ; it can be synthesized thermally or photochemically by oxidative ring closure from diphenylamine . Synthesis via the diazotization of N- phenyl-1,2-diaminobenzene and elimination of nitrogen, the so-called Graebe-Ullmann synthesis, is also possible.
The carbazole derivative N -Ethylcarbazol is as a carrier for the storage of hydrogen in vehicles in the discussion.
literature
- Martin Feise: About some new carbazole derivatives. Dissertation, Göttingen 1907.
Individual evidence
- ↑ a b c d e f Entry on carbazole in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
- ↑ Data carbazole at AlfaAesar, accessed on 15 December 2010 ( PDF )(JavaScript required) .
- ↑ a b George W. Gokel: Dean's Handbook of Organic Chemistry , McGraw-Hill 2004, ISBN 0-07-137593-7 , p. 1.50
- ↑ Carbazole: The Electric Gasoline? ( Memento of March 30, 2012 in the Internet Archive ), June 30, 2011.
- ↑ Tom Grünweg: Alternative fuel carbazole: magic fuel from the gas pump. In: Spiegel Online . June 30, 2011, accessed December 3, 2015 .