Description
2-Bromo-7-methoxy-9H-carbazole (CAS No. 200878-50-8) is a high-purity heterocyclic organic compound with the molecular formula C13H10BrNO. This brominated carbazole derivative features a methoxy substituent at the 7-position, making it a valuable intermediate in pharmaceutical and materials science research. With a molecular weight of 276.13 g/mol, it exhibits excellent stability under standard laboratory conditions. This compound is supplied as a fine, off-white to light yellow crystalline powder, ensuring consistent performance in synthetic applications. Ideal for Suzuki coupling, Buchwald-Hartwig amination, and other palladium-catalyzed reactions, it is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity. Store in a cool, dry place away from light to maintain integrity.
Properties
- CAS Number: 200878-50-8
- Complexity: 260
- IUPAC Name: 2-bromo-7-methoxy-9H-carbazole
- InChI: InChI=1S/C13H10BrNO/c1-16-9-3-5-11-10-4-2-8(14)6-12(10)15-13(11)7-9/h2-7,15H,1H3
- InChI Key: AHKGUQOMPCEFCL-UHFFFAOYSA-N
- Exact Mass: 274.99458
- Molecular Formula: C13H10BrNO
- Molecular Weight: 276.13
- SMILES: COC1=CC2=C(C=C1)C3=C(N2)C=C(C=C3)Br
- Topological: 25
- Monoisotopic Mass: 274.99458
- Synonyms: 2-bromo-7-methoxy-9H-carbazole, 200878-50-8, 833-575-9, MFCD19288761, SCHEMBL10165568, SY234369, DB-104385, B5517, CS-0214132, T70525
Application
2-Bromo-7-methoxy-9H-carbazole serves as a key building block in the synthesis of optoelectronic materials, particularly for organic light-emitting diodes (OLEDs) and photovoltaic devices. Its bromine moiety enables efficient cross-coupling reactions to construct conjugated polymers with tailored electronic properties. Researchers also utilize it to develop carbazole-based pharmaceuticals, including kinase inhibitors and antimicrobial agents. The methoxy group enhances solubility for streamlined processing in solution-phase chemistry.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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