Carbazole

Structural formula
General
Surname	Carbazole
other names	Dibenzopyrrole; Dibenzo [ b , d ] pyrrole; Diphenyleneimine; 9-azafluorene;
Molecular formula	C 12 H 9 N
Brief description	beige odorless solid
External identifiers / databases
EC number	201-696-0
ECHA InfoCard	100.001.542
PubChem	6854
ChemSpider	6593
DrugBank	DB07301
Wikidata	Q424003
properties
Molar mass	167.21 g mol −1
Physical state	firmly
density	1.1 g cm −3
Melting point	244-246 ° C
boiling point	355 ° C
solubility	practically insoluble in water (0.1 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 351-410
	P: 281-273
	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 The outdated designation dibenzopyrrole is derived from this.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 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f Entry on carbazole in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[alfa-2] Data carbazole at AlfaAesar, accessed on 15 December 2010 ( PDF )(JavaScript required) .

[Dean-3] George W. Gokel: Dean's Handbook of Organic Chemistry , McGraw-Hill 2004, ISBN 0-07-137593-7 , p. 1.50

[test-4] Carbazole: The Electric Gasoline? ( Memento of March 30, 2012 in the Internet Archive ), June 30, 2011.

[SPON-771516-5] Tom Grünweg: Alternative fuel carbazole: magic fuel from the gas pump. In: Spiegel Online . June 30, 2011, accessed December 3, 2015 .