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carbazole
Sign in to saveAlso known as dibenzopyrrole, diphenylenimide, diphenylenimine, dibenzo[b,d]pyrrole, 9-azafluorene, 9H-carbazole, 9H-CARBAZOLE
Carbazole is an aromatic heterocyclic organic compound. It has a tricyclic structure, consisting of two six-membered benzene rings fused on either side of a five-membered nitrogen-containing ring. The compound's structure is based on the indole structure, but in which a second benzene ring is fused onto the five-membered ring at the 2–3 position of indole (equivalent to the 9a–4a double bond in carbazole, respectively).
Chemical data
- Formula
- C12H9N
- Molecular weight
- 167.21 g/mol
- IUPAC name
- 9H-carbazole
- SMILES
- C1=CC=C2C(=C1)C3=CC=CC=C3N2
- InChIKey
- UJOBWOGCFQCDNV-UHFFFAOYSA-N
- XLogP
- 3.7
- Polar surface area
- 15.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
25,723 papers- 7H-Dibenzo[c,g]carbazole: Metabolic pathways and toxicity.Chemico-biological interactions · 2020
- A Review on Carbazole and Its Derivatives as Anticancer Agents From 2013 to 2024.Chirality · 2025
- The neuroprotective potential of carbazole in traumatic brain injury.Brain injury · 2025
- Anticancer carbazole alkaloids and coumarins from Clausena plants: A review.Chinese journal of natural medicines · 2017
- Carbazole.IARC monographs on the evaluation of carcinogenic risks to humans · 1999
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 167.073
Show 10 more facts
- found in taxon
- Clausena excavata
- topic's main category
- Category:Carbazoles
- chemical formula
- C₁₂H₉N
- Commons category
- Carbazole
- canonical SMILES
- C1=CC=C2C(=C1)C3=CC=CC=C3N2
- subject has role
- carcinogen
- melting point
- 246.2
- described by source
- Encyclopædia Britannica 11th edition
- ionization energy
- 7.57
- boiling point
- 354.70
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- History
- Production
- Natural Occurrence
- Applications
- See also
- References
- External links
Carbazole is an aromatic heterocyclic organic compound. It has a tricyclic structure, consisting of two six-membered benzene rings fused on either side of a five-membered nitrogen-containing ring. The compound's structure is based on the indole structure, but in which a second benzene ring is fused onto the five-membered ring at the 2–3 position of indole (equivalent to the 9a–4a double bond in carbazole, respectively).
Carbazole is a constituent of tobacco smoke.
Excerpted from Wikipedia’s “carbazole” article, available under the CC BY-SA 4.0 licence.