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9-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbazole

  • CAS No. 870119-58-7

  • Cat. No. CS-0095312
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

9-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbazole|CS-0095312

Structure of 870119-58-7

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General Information

  • CAS No. 870119-58-7
  • Cat. No. CS-0095312
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₄BNO₂
  • Molecular Weight 369.26
  • Synonym(s) 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
  • SMILES CC1(C)C(C)(C)OB(C2=CC(N3C4=C(C5=C3C=CC=C5)C=CC=C4)=CC=C2)O1

Description

9-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbazole features a carbazole core paired with a sterically shielded boronate ester handle, enabling reliable cross-coupling under mild conditions. This bench-stable derivative integrates seamlessly into Suzuki-Miyaura reactions for constructing complex conjugated architectures in organic electronics and materials science.

Application

9-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane group enables efficient coupling with aryl halides and pseudohalides under mild conditions, offering excellent functional group tolerance and bench stability. This compound facilitates the construction of biaryl-linked carbazole scaffolds commonly found in organic semiconductors and photophysical materials, with straightforward purification and high reproducibility in synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   23.39
  • LogP   5.0829
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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