9-(2-Bromo-5-chlorophenyl)-9H-carbazole is an aromatic heterocyclic compound built from a carbazole core bearing a bromine- and chlorine-substituted phenyl group attached to the nitrogen atom. This structure positions it as a high-value building block in organic materials synthesis and advanced heterocyclic chemistry. In the laboratory, the compound serves as a starting scaffold for constructing larger molecules, particularly through transition-metal-catalysed cross-coupling reactions as well as intramolecular cyclisations that generate fused aromatic systems with attractive optoelectronic properties.
The principal appeal of this compound lies in the orthogonal reactivity of the two halogens it carries. The carbon–bromine bond at the ortho position is generally far more reactive than the carbon–chlorine bond under conventional palladium coupling conditions, so researchers can functionalise one position first and reserve the second position for a subsequent step. This kind of stepwise strategy is particularly useful in the preparation of complex asymmetric molecules. In addition, the carbazole core is well known as an electron-rich group with good hole-transport capability and high triplet energy.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic materials and synthetic methodology. It suits multi-step synthesis programmes where a halogenated carbazole intermediate is elaborated toward larger conjugated targets, and it is equally at home in method-development work on selective cross-coupling. Because it arrives as a defined catalogue item from TCI, it fits ordering workflows that require documented identity for research reporting and internal record-keeping.
- Selective palladium-catalysed cross-coupling, where the more reactive carbon–bromine bond is addressed first while the carbon–chlorine bond is deliberately left intact for a later transformation.
- Stepwise construction of asymmetric molecules, since the two differentiated halogen positions allow researchers to introduce two different substituents in a controlled sequence.
- Intramolecular cyclisation studies aimed at generating fused aromatic systems, using the carbazole nitrogen and the adjacent substituted phenyl ring as the cyclisation framework.
- Organic materials synthesis, exploiting the electron-rich carbazole core with its good hole-transport capability and high triplet energy as a structural motif in target compounds.
- Heterocyclic methodology development, where this defined dihalogenated carbazole serves as a reliable substrate for testing catalyst systems and selectivity in coupling reactions.
| Brand | TCI |
|---|---|
| CAS number | 1361956-35-5 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in standard research-scale catalogue pack sizes; please confirm the current option when ordering |
| Physical form | — |
| Storage | store in a cool, dry place in a tightly closed container, protected from light |
- Catalogue number: B6924
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight and sources of heat or ignition. The original supplier container is the most suitable option; if transferred, use a clean, chemically compatible, tightly sealing amber glass vessel and label it clearly with the compound name and CAS number. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and avoid generating dust when weighing the solid. Keep away from incompatible materials such as strong oxidising agents. Consult the manufacturer's safety data sheet before use and dispose of residues through the laboratory's chemical waste stream.
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