3,6-Dibromo-9-(3,5-dimethylphenyl)-9H-carbazole TCI D5421

Chemical Identity

CAS No.: 1873364-08-9
PubChem: CID 129319319·SID 354335135
Formula: C20H15Br2N
Molecular weight: 429.16 g/mol
Purity: >97.0%(HPLC)(N)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 3,6-dibromo-9-(3,5-dimethylphenyl)carbazole
SMILES: CC1=CC(=CC(=C1)N2C3=C(C=C(C=C3)Br)C4=C2C=CC(=C4)Br)C
InChIKey: ASACIWHKQZICTN-UHFFFAOYSA-N

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TCI D5421, or 3,6-Dibromo-9-(3,5-dimethylphenyl)-9H-carbazole, is a substituted carbazole compound prepared as a building block for semiconductor materials. Its carbazole core carries two bromine atoms at the 3 and 6 positions, while the nitrogen atom is bonded to a symmetrical 3,5-dimethylphenyl group. In materials chemistry laboratory workflows, this compound serves as a monomer or precursor that is ready to be introduced into transition-metal-catalysed coupling reactions in order to construct larger conjugated structures in a planned and repeatable manner.

The property that makes this material attractive is its structural symmetry. The methyl groups occupying both meta positions on the phenyl ring produce a molecule with a balanced shape, so that the resulting derivatives tend to display clean and easily interpreted spectroscopic characteristics. Meta substitution also places the methyl groups away from the N-aryl bond, so the steric hindrance is smaller than that of the ortho isomer, while still contributing to solubility in organic solvents. The two bromine atoms at the 3 and 6 positions keep the direction of chain growth well defined, while the carbazole core contributes electron-rich character.

In Indonesian laboratories, this compound is typically encountered in materials chemistry and organic electronics research groups at universities and research institutes, where carbazole derivatives are assembled step by step into larger conjugated frameworks. It is normally handled in small quantities on the bench, weighed out for coupling reactions, and used together with the catalysts, ligands, and dry solvents that such reactions require. Its role is that of a defined starting material within a planned synthetic route rather than an end product in itself.

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Building Blocks for Organic Semiconductor 2026-03-24 · p. 21

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Synthesis of conjugated polymers — the two bromine atoms at the 3 and 6 positions act as defined reactive handles, letting chain growth proceed in a predictable direction during metal-catalysed polymerisation.
Organic semiconductor material development — the electron-rich carbazole core contributes the electronic character sought in building blocks intended for organic electronic materials research.
Transition-metal-catalysed coupling reactions — the dibrominated carbazole is ready to be introduced directly into cross-coupling chemistry, serving as the halogenated partner in the bond-forming step.
Preparation of carbazole-based small molecules — the compound functions as a precursor that can be elaborated into larger conjugated structures in a planned and repeatable synthetic sequence.
Structure–property studies of carbazole derivatives — the symmetrical 3,5-dimethylphenyl substituent yields derivatives with clean, easily interpreted spectroscopic characteristics, which assists comparison between related compounds.

Brand	TCI
CAS number	1873364-08-9
Molecular formula	—
Purity	—
Category	Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks
Pack sizes	available in the pack sizes listed by the manufacturer for this catalogue item
Physical form	—
Storage	store according to the conditions stated on the manufacturer's label and safety data sheet

Product code: D5421

Store the compound in its original tightly closed container, in a cool, dry, and well-ventilated place away from direct sunlight, heat sources, and incompatible chemicals. Amber glass or the manufacturer's supplied container is suitable, and the cap should be resealed promptly after each weighing to limit exposure to moisture and air. Handle the material in a fume hood while wearing a laboratory coat, safety glasses, and chemical-resistant gloves. Avoid raising or inhaling dust when weighing the solid. Always consult the manufacturer's safety data sheet before use, and dispose of residues and contaminated consumables through the laboratory's chemical waste channel rather than the ordinary waste stream.

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