Description

Benzo[a]carbazole (CAS No. 239-01-0) is a high-purity polycyclic aromatic hydrocarbon (PAH) with the molecular formula C₁₆H₁₁N. This heterocyclic organic compound, also known by its IUPAC name 11H-benzo[a]carbazole, features a fused carbazole and benzene ring structure, making it an essential intermediate in organic synthesis and materials science. Its rigid planar architecture and electron-rich nitrogen center enable applications in optoelectronics, photovoltaics, and as a building block for advanced organic semiconductors. Available in crystalline form with ≥98% purity (HPLC), this compound is ideal for researchers developing luminescent materials, charge-transport layers, or studying PAH reactivity. Each batch is rigorously analyzed by GC-MS and NMR to ensure consistency for sensitive applications. Store under inert atmosphere at 2-8°C to maintain stability.

Properties

• CAS Number: 239-01-0
• Complexity: 287
• IUPAC Name: 11H-benzo[a]carbazole
• InChI: InChI=1S/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
• InChI Key: MYKQKWIPLZEVOW-UHFFFAOYSA-N
• Exact Mass: 217.089149355
• Molecular Formula: C16H11N
• Molecular Weight: 217.26
• SMILES: C1=CC=C2C(=C1)C=CC3=C2NC4=CC=CC=C34
• Topological: 15.8
• Monoisotopic Mass: 217.089149355
• Synonyms: 11H-Benzo[a]carbazole, 239-01-0, 1,2-Benzocarbazole, 1,2-Benzcarbazole, 11-Azachrysofluorene, BENZO(A)CARBAZOLE, Benzo[a]carbazole, 11H-Benzo(a)carbazole, EINECS 205-945-4, 3Y3SPE26QX, NSC 403640, BRN 0155940, NSC-60421, NSC-403640, 5-20-08-00456 (Beilstein Handbook Reference), 205-945-4, Benzocarbazole, MFCD00215939, 67526-84-5, CHEMBL1173622, C16H11N, WLN: T D6 B566 CMJ, UNII-3Y3SPE26QX, 1,2-Benzocarbazole; 11-Azachrysofluorene; Benzo[a]carbazole; NSC 403640; NSC 60421, benzo[1,2]carbazole, benzo[3,4]carbazole, 1,2-Benzo-carbazole, 11H-?Benzo[a]?carbazole, SCHEMBL70151, SCHEMBL70791, 11H-benzo[a]carbazole, 99%, SCHEMBL11147152, SCHEMBL14964628, SCHEMBL15902823, SCHEMBL17063440, SCHEMBL17063441, DTXSID80946694, NSC60421, BDBM50322599, NSC403640, AKOS024329811, AS-57456, DA-29865, PD179288, SY234275, B4635, CS-0012573, NS00041489, Y10638, Q27258199

Application

Benzo[a]carbazole serves as a key precursor in synthesizing organic light-emitting diodes (OLEDs) due to its efficient hole-transport properties. Researchers utilize it to develop novel photoconductive materials for xerography and organic photovoltaic devices. Its planar structure makes it valuable as a DNA intercalation probe in biochemical studies. The compound also functions as a model PAH in environmental research on combustion byproducts.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H411 (50%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P391, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2 (100%)
• Aquatic Chronic 2 (50%)

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