3,6-Dibromo-9-(4-n-octyloxyphenyl)-9H-carbazole TCI D5341

Chemical Identity

CAS No.: 917773-26-3
PubChem: CID 71428395·SID 354334978
Formula: C26H27Br2NO
Molecular weight: 529.32 g/mol
Purity: >98.0%(N)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 3,6-dibromo-9-(4-octoxyphenyl)carbazole
SMILES: CCCCCCCCOC1=CC=C(C=C1)N2C3=C(C=C(C=C3)Br)C4=C2C=CC(=C4)Br
InChIKey: PHKYODAUSDAEKX-UHFFFAOYSA-N

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TCI D5341, 3,6-Dibromo-9-(4-n-octyloxyphenyl)-9H-carbazole, is a carbazole monomer carrying two bromine atoms at the 3 and 6 positions together with an octyloxy-substituted phenyl group bonded to the nitrogen atom. In the laboratory it serves as a building block for polymer semiconductors, that is, a repeating unit ready to be joined into long conjugated chains. The presence of the eight-carbon alkoxy chain is its principal distinguishing feature, because that chain is deliberately installed to address the solubility problems that frequently hinder the processing of carbazole-based conjugated polymers in ordinary organic solvents.

The property that leads researchers to select this compound is the balance between a rigid aromatic core and a flexible side chain. The carbazole core preserves conjugation and main-chain rigidity, while the octyloxy chain improves the solubility of the resulting polymer in solvents such as chloroform or toluene, so that thin films can be prepared by solution coating techniques. The two symmetrically arranged bromine atoms act as reactive and selective connection points for palladium- and nickel-catalysed cross-coupling. The alkoxy chain is also electron-donating through its oxygen atom, and therefore contributes to the electronic character of the monomer.

In Indonesian laboratories this monomer is typically handled within university and institutional research groups working on organic electronic materials, where conjugated polymers are synthesised on a small scale and then characterised. Because the material is supplied as a research-grade building block rather than a bulk commodity, it is normally ordered in modest quantities for specific synthetic campaigns, weighed out in a fume hood, and used in multi-step coupling work followed by purification and film preparation.

TCI brochures (PDF)

Building Blocks for Organic Semiconductor 2026-03-24 · p. 35

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Conjugated polymer synthesis: the two symmetric bromine positions allow this monomer to be polymerised into long carbazole-containing conjugated chains through repeated, predictable coupling reactions.
Palladium-catalysed cross-coupling: the aryl bromide positions are reactive and selective toward palladium catalysis, giving controlled bond formation at the 3 and 6 sites only.
Nickel-catalysed coupling chemistry: the same symmetric dibromide arrangement also serves nickel-mediated coupling routes, broadening the synthetic options available to a research group.
Solution-processable thin film preparation: the octyloxy side chain keeps resulting polymers soluble in chloroform or toluene, so films can be deposited by solution coating.
Organic semiconductor material development: the rigid carbazole core combined with an electron-donating alkoxy chain provides a tunable repeat unit for studying polymer electronic behaviour.

Brand	TCI
CAS number	917773-26-3
Molecular formula	—
Purity	—
Category	Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks
Pack sizes	research-scale packaging as supplied by TCI; please confirm the available pack size when ordering
Physical form	—
Storage	keep in the original tightly closed container, protected from light and moisture

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

Store the material in its original tightly closed container in a cool, dry place, protected from light and moisture, and keep it separated from strong oxidising agents. Amber glass or the manufacturer's supplied container is suitable; transfer portions using clean, dry spatulas to avoid contamination of the remaining stock. Weigh and handle the compound in a working fume hood while wearing safety goggles, a laboratory coat, and chemically resistant gloves. Avoid generating dust, avoid contact with skin and eyes, and wash hands thoroughly after handling. Consult the supplier's safety data sheet before use, and dispose of residues and contaminated materials through the laboratory's chemical waste stream.

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