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CS-W001157 4
Total: USD 88.00

Biphenyl-4,4'-diboronic acid bis(pinacol) ester

  • CAS No. 207611-87-8

  • Cat. No. CS-W000898
  • Purity≥97%
  • MDL No.MFCD08669545

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

Biphenyl-4,4'-diboronic acid bis(pinacol) ester|CS-W000898

Structure of 207611-87-8

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General Information

  • CAS No. 207611-87-8
  • Cat. No. CS-W000898
  • Purity ≥97%
  • MDL No. MFCD08669545
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₃₂B₂O₄
  • Molecular Weight 406.13
  • Synonym(s) 4,4'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1'-biphenyl
  • SMILES CC(C(C)(O1)C)(OB1C2=CC=C(C3=CC=C(B4OC(C)(C(C)(O4)C)C)C=C3)C=C2)C

Description

Biphenyl-4,4'-diboronic acid bis(pinacol) ester offers robust stability and ease of handling in cross-coupling reactions. This bifunctional boronate ester integrates seamlessly into Suzuki-Miyaura couplings, enabling efficient C–C bond formation under mild conditions. The pinacol moiety enhances shelf life and moisture tolerance, while the biphenyl scaffold provides defined electronic properties for predictable reactivity.

Application

Biphenyl-4,4'-diboronic acid bis(pinacol) ester serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its dual boronate ester functionality enables efficient homocoupling or sequential coupling with aryl halides and pseudohalides. The pinacol protection enhances stability and simplifies purification, making it ideal for constructing biaryl scaffolds in medicinal chemistry and materials science 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   36.92
  • LogP   3.952
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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