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9-Hexyl-3,6-Bis(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-9H-Carbazole CAS NO 628336-95-8
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CAS No.:628336-95-8
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
9-Hexyl-3,6-Bis(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-9H-Carbazole is a high-purity, functionalized carbazole derivative featuring two pinacol boronate ester groups, making it a versatile and critical building block in advanced organic synthesis. Its primary value lies in enabling efficient cross-coupling reactions, particularly Suzuki-Miyaura couplings, which are fundamental for constructing complex molecular architectures. This compound is essential for researchers and manufacturers in the fields of organic electronics, pharmaceutical intermediates, and materials science, where precise molecular design is paramount.
Application
- Key Monomer for Organic Electronic Materials: Serves as a crucial precursor in the synthesis of conjugated polymers and small molecules for Organic Light-Emitting Diodes (OLEDs), Organic Photovoltaics (OPVs), and Field-Effect Transistors (OFETs).
- Pharmaceutical Intermediate: Used in the construction of complex pharmacophores and active pharmaceutical ingredients (APIs) via palladium-catalyzed cross-coupling reactions.
- Ligand and Catalyst Synthesis: Employed to create novel ligands for catalysis or as a building block for metal-organic frameworks (MOFs) and other functional materials.
- Material Science Research: Facilitates the development of new organic semiconductors, dyes, and fluorescent markers due to the carbazole core's electron-donating and photophysical properties.
- Polymer Modification: Enables the functionalization of polymer backbones to introduce specific electronic or solubility characteristics.
- Cross-Coupling Reactions: Primarily designed as a superior reactant for Suzuki-Miyaura coupling, offering high reactivity and selectivity under mild conditions.
Basic Information
| Item | Details |
|---|---|
| Product Name | 9-Hexyl-3,6-Bis(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-9H-Carbazole |
| CAS No. | 628336-95-8 |
| Molecular Formula | C32H45B2NO4 |
| Molecular Weight | 529.33 g/mol |
| Synonyms | 3,6-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-hexyl-9H-carbazole; 9-Hexyl-3,6-diboronic acid pinacol ester carbazole; 9-Hexyl-3,6-bis(pinacolboron)carbazole; 9-n-Hexylcarbazole-3,6-bis(boronic acid pinacol ester); Carbazole-3,6-diboronic acid bis(pinacol ester) N-hexyl derivative; N-Hexyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole |
| EINECS | Contact for details |
Quality Control
Our 9-Hexyl-3,6-Bis(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-9H-Carbazole is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity, typically ≥97% (HPLC). Each lot is characterized by NMR (1H, 13C, 11B), mass spectrometry, and HPLC analysis. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with every shipment to support your R&D and production requirements.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This material is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) when possible to maintain stability and prevent hydrolysis of the boronate ester groups. Keep container tightly sealed in a desiccated environment.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Water Content (KF) | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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