Description

3-Bromo-9-methyl-9H-carbazole (CAS No. 91828-08-9) is a high-purity brominated carbazole derivative with the molecular formula C₁₃H₁₀BrN. This compound is a versatile intermediate in organic synthesis, particularly in the development of advanced materials such as organic semiconductors, photoconductors, and optoelectronic devices. Its rigid carbazole core and bromine substituent make it an excellent building block for cross-coupling reactions (e.g., Suzuki, Stille, or Buchwald-Hartwig) to construct complex π-conjugated systems. Available in >98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure consistency in research and industrial applications. Ideal for researchers in materials science, pharmaceuticals, and agrochemicals seeking to modify electronic properties or enhance molecular frameworks.

Properties

• CAS Number: 91828-08-9
• Complexity: 243
• IUPAC Name: 3-bromo-9-methyl-carbazole
• InChI: InChI=1S/C13H10BrN/c1-15-12-5-3-2-4-10(12)11-8-9(14)6-7-13(11)15/h2-8H,1H3
• InChI Key: HQENVGAILUHBND-UHFFFAOYSA-N
• Exact Mass: 258.99966
• Molecular Formula: C13H10BrN
• Molecular Weight: 260.13
• SMILES: CN1C2=C(C=C(C=C2)Br)C3=CC=CC=C31
• Topological: 4.9
• Monoisotopic Mass: 258.99966
• Synonyms: 3-bromo-9-methyl-9H-carbazole, 91828-08-9, DTXSID50369558, DTXCID60320594, 805-186-4, 3-bromo-9-methylcarbazole, 9H-Carbazole, 3-bromo-9-methyl-, MFCD00276495, 3-bromo-9-methyl-carbazole, SCHEMBL1923381, HQENVGAILUHBND-UHFFFAOYSA-N, AKOS016339766, AS-2031, SY290562, DB-079182, CS-0096047, D75715

Application

3-Bromo-9-methyl-9H-carbazole is widely used as a key precursor in the synthesis of organic light-emitting diodes (OLEDs) and hole-transporting materials due to its electron-rich carbazole core. It serves as a building block for polymers and small molecules in photovoltaic applications, enhancing charge carrier mobility. Researchers also employ it in pharmaceutical intermediates for its potential bioactivity modulation.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)

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