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CS-W001157 4
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3,3'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1'-biphenyl

  • CAS No. 850264-92-5

  • Cat. No. CS-0343553
  • Purity≥97%
  • MDL No.None

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

3,3'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1'-biphenyl|CS-0343553

Structure of 850264-92-5

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General Information

  • CAS No. 850264-92-5
  • Cat. No. CS-0343553
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₃₂B₂O₄
  • Molecular Weight 406.13
  • Synonym(s) 3,3'-Biphenyldiboronic Acid Bis(pinacol) Ester
  • SMILES CC1(C)OB(C2=CC(C3=CC(B4OC(C)(C(C)(C)O4)C)=CC=C3)=CC=C2)OC1(C)C

Description

This boronate-functionalized biphenyl integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, offering high stability and compatibility under standard conditions. The tetramethyl-substituted dioxaborolane groups enable efficient coupling with diverse aryl halides, delivering biaryl architectures with minimal side-product formation.

Application

3,3'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1'-biphenyl serves as a versatile Suzuki-Miyaura coupling building block for the efficient construction of biaryl scaffolds. The sterically protected boronate esters enable excellent stability, ease of handling, and compatibility with a broad range of transition metal catalysts. This reagent facilitates high-yielding couplings under mild conditions, making it ideal for iterative synthesis of complex conjugated molecules and functionalized arenes in medicinal chemistry and materials science applications.

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   3.952
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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