3,6-Dibromo-9-(3,4-dimethylphenyl)-9H-carbazole TCI D5420

Chemical Identity

CAS No.: 1786404-06-5
PubChem: CID 129319320·SID 468591345
Formula: C20H15Br2N
Molecular weight: 429.16 g/mol
Purity: >98.0%(HPLC)(N)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 3,6-dibromo-9-(3,4-dimethylphenyl)carbazole
SMILES: CC1=C(C=C(C=C1)N2C3=C(C=C(C=C3)Br)C4=C2C=CC(=C4)Br)C
InChIKey: LHMUFCSKYWXATD-UHFFFAOYSA-N

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TCI D5420, also known as 3,6-Dibromo-9-(3,4-dimethylphenyl)-9H-carbazole, is a carbazole derivative designed as a starting material for the synthesis of organic semiconductors. The structure consists of a carbazole core bearing two bromine atoms at the 3 and 6 positions, together with a 3,4-dimethylphenyl group attached to the nitrogen atom. Materials of this kind occupy an important place in materials chemistry laboratories because they save early synthetic steps: researchers obtain a selectively functionalised framework that can be used directly in carbon-carbon bond forming reactions rather than building and halogenating the scaffold themselves.

The advantages that guide its selection rest on two points. First, the pair of bromine atoms at the 3 and 6 positions gives the molecule a reaction symmetry that simplifies the construction of polymer and oligomer chains through transition metal catalysed cross-coupling. Second, the dimethylphenyl group substituted at the 3 and 4 positions adds a mildly electron-donating character while improving solubility in organic solvents, and it does so without introducing the degree of steric twisting caused by ortho substitution. The combination yields a material that remains easy to process while preserving the electron-rich electronic character of the carbazole core that supports charge transport.

In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic electronics, polymer chemistry, and materials science. It is normally handled at small preparative scale on a synthesis bench equipped with inert atmosphere capability, then carried forward into coupling reactions, purification, and characterisation. Because it arrives already functionalised, groups with limited synthetic throughput can reach the polymerisation or device fabrication stage of a project more quickly than if they prepared the intermediate themselves.

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

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Polymer semiconductor synthesis: the symmetric 3,6-dibromo substitution allows repeated cross-coupling at both ends of the carbazole unit, giving controlled chain growth into conjugated polymer backbones.
Transition metal catalysed cross-coupling research: the two aryl bromide sites serve as reliable electrophilic partners for Suzuki, Stille, and related carbon-carbon bond forming reactions studied in methodology work.
Oligomer and small molecule construction: researchers use the difunctionalised core to assemble defined oligomeric structures where the carbazole unit contributes its electron-rich character to the conjugated system.
Organic electronic material development: the electron-rich carbazole core supports charge transport, making the compound a useful precursor in the preparation of materials intended for organic electronic studies.
Structure-property investigations: the 3,4-dimethylphenyl substituent improves organic solvent solubility without heavy steric twisting, letting groups study how N-aryl substitution influences processability and electronic behaviour.

Brand	TCI (Tokyo Chemical Industry)
CAS number	1786404-06-5
Molecular formula	—
Purity	—
Category	Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks
Pack sizes	available in standard TCI research quantities; please confirm the current pack options when ordering
Physical form	—
Storage	keep in the closed original container under the conditions stated on the product label and safety data sheet

Chemical name: 3,6-Dibromo-9-(3,4-dimethylphenyl)-9H-carbazole

Store the material in its tightly closed original container in a cool, dry, and well ventilated place, away from direct sunlight, heat sources, and incompatible chemicals. Amber glass or the supplier's original packaging is suitable, and containers should be kept sealed to limit exposure to moisture and air. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and weigh or transfer the solid carefully to avoid generating dust. Follow the manufacturer safety data sheet for detailed handling guidance, and dispose of residues and contaminated materials through the laboratory's chemical waste procedures.

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