239-01-0

Basic information

• Product Name: 11H-BENZO[A]CARBAZOLE
• Synonyms: 11H-BENZO[A]CARBAZOLE;1,2-Benzcarbazole;1,2-benzocarbazole;11-Azachrysofluorene;Benzo[a]carbazole;NSC 403640;NSC 60421
• CAS NO: 239-01-0
• Molecular Formula: C₁₆H₁₁N
• Molecular Weight: 217.27
• EINECS: 205-945-4
• Mol File: 239-01-0.mol
• Article Data: 66

Chemical Properties

• Melting Point: 266℃
• Boiling Point: 456℃
• Flash Point: 208℃
• Appearance: /
• Density: 1.277
• Vapor Pressure: 4.5E-08mmHg at 25°C
• Refractive Index: 1.8230 (estimate)
• PKA: 17.00±0.30(Predicted)
• CAS DataBase Reference: 11H-BENZO[A]CARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 11H-BENZO[A]CARBAZOLE(239-01-0)
• EPA Substance Registry System: 11H-BENZO[A]CARBAZOLE(239-01-0)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RTECS: DE7025000
• Hazardous Substances Data: 239-01-0(Hazardous Substances Data)

Usage

Safety Profile

Questionable carcinogen withexperimental tumorigenic data. When heated todecomposition it emits toxic fumes such as NOx.

InChI:InChI=1/C16H11N/c1-2-6-12-11(5-1)9-10-14-13-7-3-4-8-15(13)17-16(12)14/h1-10,17H

Upstream product

• 21064-48-2 8,9,10,11-tetrahydro-7H-benzo[a]carbazole 
• 98154-49-5 1-(naphthalen-1-yl)-1H-benzo[d][1,2,3]triazole 
• 855226-93-6 5-chloro-8,9,10,11-tetrahydro-7H-benzo[a]carbazole 
• 92858-86-1 1-azido-2-phenyl-naphthalene 
• 92858-88-3 2-(2-azidophenyl)naphthalene 
• 64-17-5 ethanol 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 83160-35-4 3,4-dihydro-1H-naphthalen-2-one phenylhydrazone 
• 221011-94-5 7-hydroxy-7-<1-(phenylsulfonyl)-3-(hydroxymethyl)indol-2-yl>hept-1-ene 
• 221011-96-7 3-(5-hexenyl)-4-(phenylsulfonyl)-4H-furo<3,4-b>indole 
• 221011-98-9 C₂₂H₂₁NO₃S 
• 221011-95-6 1-(phenylsulfonyl)-2(1-hydroxy-6-hexenyl)indole-3-carboxaldehyde 
• 221011-97-8 1,2,3,4-tetrahydro-11-(phenylsulfonyl)-11H-benzocarbazole 
• 89241-34-9 1-(phenylsulfonyl)-3-(hydroxymethyl)indole-2-carboxaldehyde 

Downstream Products

• 1437280-83-5 (4-{11H-benzo[a]carbazol-11-yl}phenyl)boronic acid 
• 1437280-15-3 C₄₄H₂₉N₃ 
• 1437280-82-4 11-(4-bromophenyl)-11H-benzo[a]carbazole 

Relevant articles and documents

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Efficient synthesis of 1,2,3,4-tetrahydro-11H-benzo[a]carbazole and its regioselective oxidation

Carbazole derivative 4 was synthesized in an efficient three-step sequence and its further oxidation with dichlorodicyanoquinone gave selectively 4-oxo-1,2,3,4-tetrahydro-11H-benzo[a]carbazole 3. Georg Thieme Verlag Stuttgart.

Behavior of oxotetrahydrobenzo[b]- and [c]thiophenes and their α-hydroxymethylene derivatives in the fischer indole synthesis

We described an approach to thienocarbazoles via a Fischer indole synthesis starting directly from oxotetrahydrobenzo[b]- and [c]thiophenes or from their α-hydroxymethylene derivatives with a Japp-Klingemann reaction to make the hydrazones which are cyclised under acidic conditions.

Novel D-π-A benzocarbazole dyes with simple structures for efficient dye-sensitized solar cells

Three benzocarbazole dyes were synthesized with N-butylbenzocarbazole as the electron donor, benzene, furan and thiophene as π-bridge, and cyanoacrylic acid as the electron acceptor. Their photophysical properties and photovoltaic performance were investigated and compared among three π-bridges. The incorporation of thiophene or furan unit favors intramolecular charge transfer through reducing the energy gap and improving the molecular conjugation due to their electron-rich properties and small volume compared with benzene unit. On the other hand, weakening coplanarity of dye with benzene bridge contributes to the antiaggregation and accordingly increase VOC, though decreases photo-generated current. Among three dyes, dye with furan bridge achieves the optimal photovoltaic performance 7.67% due to the highest JSC 15.45 mA cm?2.

Visible-light-driven Cadogan reaction

Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

COMPOSITION, ORGANIC OPTOELECTRONIC DEVICE, AND DISPLAY DEVICE

A composition including a first compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and a second compound represented by Chemical Formula 3, an organic optoelectronic device, and a display device are related. In Chemical Formula 1 to Chemical Formula 3, each substituent is the same as described in the specification.