CAS · 890079-77-3
Product Overview
3-bromo-2-methoxy-9H-carbazole is a high-purity oled-materials supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance: | Off-white to white powder |
|---|---|
| Purity (HPLC): | 99.5% min |
| MP: | 185.0~189.0℃ |
Applications
1. Organic Electronics and Optoelectronic Materials
Building block for organic semiconductors: Carbazole derivatives are widely used in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and field-effect transistors (OFETs).
The bromine substituent allows for cross-coupling reactions (e.g., Suzuki, Stille), enabling the synthesis of conjugated polymers and small molecules with tailored electronic properties.
The methoxy group enhances solubility and electronic characteristics, optimizing material performance.
2. Pharmaceutical Intermediate
Carbazole derivatives exhibit various biological activities, including anticancer, antimicrobial, and anti-inflammatory effects.
3-Bromo-2-methoxy-9H-carbazole serves as a key intermediate for synthesizing bioactive molecules by enabling further functionalization at the bromine or methoxy positions.
3. Organic Synthesis
Used as a versatile intermediate in multi-step synthesis for the preparation of substituted carbazoles, heterocyclic compounds, and ligands.
The bromine atom enables selective reactions such as nucleophilic substitution, metal-catalyzed couplings, and cross-couplings, facilitating structural diversification.
4. Material Science
Utilized in the development of photoconductors, dyes, and fluorescent probes due to the intrinsic photophysical properties of carbazole.
The compound's functional groups allow tuning of emission wavelengths, charge mobility, and stability.
Benefits
1. Synthetic Flexibility
The presence of bromine enables numerous carbon-carbon and carbon-heteroatom bond-forming reactions, allowing rapid construction of complex molecules.
Methoxy substitution improves compound reactivity and solubility, enhancing synthetic utility.
2. Enhanced Electronic Properties
Carbazole derivatives are known for high thermal stability, good hole-transporting ability, and strong fluorescence, making them ideal in optoelectronic devices.
Substituents modulate energy levels and charge transport, critical for device performance.
3. Commercial Availability and Purity
Typically available with high purity suitable for research and industrial applications.
Facilitates reproducibility and reliability in synthesis and material development.
4. Enables Novel Functional Materials
Acts as a key building block to develop advanced materials for organic electronics, sensors, and photonic devices.
Supports innovation in fields such as renewable energy and high-performance displays.
Conclusion
3-Bromo-2-methoxy-9H-carbazole (CAS 890079-77-3) is a valuable intermediate in organic synthesis with broad applications in pharmaceuticals, organic electronics, and materials science. Its reactive bromine and solubility-enhancing methoxy group provide excellent synthetic versatility. This compound supports the development of novel functional molecules and high-performance materials, playing a crucial role in cutting-edge chemical and materials research.
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