Description
1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS No. 1219637-88-3) is a high-purity boronic ester derivative of carbazole, designed for advanced research and synthetic applications. With the molecular formula C18H20BNO2, this compound features a pinacol boronate group attached to the carbazole scaffold, enhancing its utility in cross-coupling reactions such as Suzuki-Miyaura couplings. The product is supplied as a crystalline solid with >95% purity (HPLC), ensuring optimal performance in organometallic and materials chemistry research. Ideal for pharmaceutical, OLED, and polymer synthesis, this reagent is rigorously tested for consistency and stability under recommended storage conditions (2-8°C under inert atmosphere).
Properties
- CAS Number: 1219637-88-3
- Complexity: 423
- IUPAC Name: 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole
- InChI: InChI=1S/C18H20BNO2/c1-17(2)18(3,4)22-19(21-17)14-10-7-9-13-12-8-5-6-11-15(12)20-16(13)14/h5-11,20H,1-4H3
- InChI Key: LJHNBACDLZYSIS-UHFFFAOYSA-N
- Exact Mass: 293.1587090
- Molecular Formula: C18H20BNO2
- Molecular Weight: 293.2
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C3C(=CC=C2)C4=CC=CC=C4N3
- Topological: 34.3
- Monoisotopic Mass: 293.1587090
- Synonyms: 1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, 1219637-88-3, 9H-Carbazole-1-boronic Acid Pinacol Ester, MFCD29112189, 1-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-carbazole, SCHEMBL16835585, BS-53482, SY272685, CS-0368599, F71896
Application
This compound serves as a key intermediate in the synthesis of carbazole-based conjugated polymers for organic electronics, including OLEDs and OFETs. It is widely used in Pd-catalyzed cross-coupling reactions to construct complex heteroaromatic systems for drug discovery. Researchers also employ it in the development of boron-doped organic semiconductors due to its stable boronate ester functionality.
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