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Atomfair 9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole C32H47B2NO4 CAS 476360-83-5

9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS No. 476360-83-5) is a high-purity boronate ester derivative of carbazole, designed for advanced research and industrial applications. With the molecular formula C32H47B2NO4, this compound features a carbazole core functionalized with two pinacol boronate ester groups at the 2- and 7-positions, along with a 2-ethylhexyl substituent on the nitrogen atom. This structure enhances solubility in organic solvents and facilitates cross-coupling reactions, making it a valuable intermediate in organic synthesis, particularly for Suzuki-Miyaura coupling. The compound is supplied as a crystalline solid with >95% purity (HPLC), ensuring consistent performance in sensitive applications. Ideal for use in materials science, OLED development,…

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Description

9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (CAS No. 476360-83-5) is a high-purity boronate ester derivative of carbazole, designed for advanced research and industrial applications. With the molecular formula C32H47B2NO4, this compound features a carbazole core functionalized with two pinacol boronate ester groups at the 2- and 7-positions, along with a 2-ethylhexyl substituent on the nitrogen atom. This structure enhances solubility in organic solvents and facilitates cross-coupling reactions, making it a valuable intermediate in organic synthesis, particularly for Suzuki-Miyaura coupling. The compound is supplied as a crystalline solid with >95% purity (HPLC), ensuring consistent performance in sensitive applications. Ideal for use in materials science, OLED development, and pharmaceutical research, it is packaged under inert conditions to maintain stability.

Properties

  • CAS Number: 476360-83-5
  • Complexity: 771
  • IUPAC Name: 9-(2-ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
  • InChI: InChI=1S/C32H47B2NO4/c1-11-13-14-22(12-2)21-35-27-19-23(33-36-29(3,4)30(5,6)37-33)15-17-25(27)26-18-16-24(20-28(26)35)34-38-31(7,8)32(9,10)39-34/h15-20,22H,11-14,21H2,1-10H3
  • InChI Key: MQUNOJWYLQJTOL-UHFFFAOYSA-N
  • Exact Mass: 531.3691193
  • Molecular Formula: C32H47B2NO4
  • Molecular Weight: 531.3
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4=C(N3CC(CC)CCCC)C=C(C=C4)B5OC(C(O5)(C)C)(C)C
  • Topological: 41.9
  • Monoisotopic Mass: 531.3691193
  • Synonyms: 9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, 476360-83-5, DTXSID30855904, DTXCID00806645, 9-(2-ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole, MFCD23703117, SCHEMBL14854171, 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-(2-ethylhexyl)carbazole, BS-44205, DB-342120, CS-0101194, E1324, T72511

Application

This compound is widely used as a key monomer in the synthesis of conjugated polymers for organic electronics, including OLEDs and organic photovoltaics, due to its efficient cross-coupling reactivity. Its boronate ester groups enable precise polymerization control, critical for tuning optoelectronic properties. Researchers also employ it in small-molecule drug discovery as a versatile building block for boron-containing pharmacophores. Additionally, it serves as a precursor for advanced materials with luminescent or charge-transport characteristics.

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Disclaimer

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