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4,4,5,5-Tetramethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane

  • CAS No. 1115639-92-3

  • Cat. No. CS-0153845
  • Purity≥98%
  • MDL No.MFCD28130383

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

4,4,5,5-Tetramethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane|CS-0153845

Structure of 1115639-92-3

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General Information

  • CAS No. 1115639-92-3
  • Cat. No. CS-0153845
  • Purity ≥98%
  • MDL No. MFCD28130383
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₂₇BO₂
  • Molecular Weight 430.35
  • Synonym(s) 2-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]triphenylene
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CC(=C2)C3=CC4=C(C=C3)C5=CC=CC=C5C6=CC=CC=C64)O1

Description

This tetramethyl-substituted dioxaborolane features a triphenylenyl-bridged aryl boronate moiety, delivering enhanced stability and reactivity in cross-coupling processes. The sterically shielded boron center resists protodeboronation while maintaining efficient palladium-catalyzed coupling performance under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura cross-coupling reactions. Its triphenylenyl-substituted aryl group enables efficient construction of extended π-conjugated systems, with excellent functional group tolerance and predictable reactivity. The tetramethyl-substituted dioxaborolane core enhances stability and simplifies purification, making it well-suited for synthetic workflows in materials science and complex heterocycle synthesis.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   7.1124
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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