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CS-W001157 4
Total: USD 88.00

1,3,5-Tris[4-(dihydroxyboryl)phenyl]benzene

  • CAS No. 900795-73-5

  • Cat. No. CS-0111339
  • Molecule weight437.85
  • Purity≥95%
  • MDL No.None

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

1,3,5-Tris[4-(dihydroxyboryl)phenyl]benzene|CS-0111339

Structure of 900795-73-5

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General Information

  • CAS No. 900795-73-5
  • Cat. No. CS-0111339
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₁B₃O₆
  • Molecular Weight 437.85
  • Synonym(s) 1,3,5-Tris[(4-phenylboronic acid)]benzene
  • SMILES OB(C1=CC=C(C2=CC(C3=CC=C(B(O)O)C=C3)=CC(C4=CC=C(B(O)O)C=C4)=C2)C=C1)O

Description

A triarylborane featuring three para-dihydroxyboryl groups strategically positioned at the 1,3,5-positions of a central benzene ring. This symmetrical architecture delivers high boron density and enhanced solubility in polar solvents, enabling efficient integration into dynamic covalent systems. The molecule exhibits robust stability under ambient conditions and facilitates reversible bond formation with diols and polyols, making it ideal for applications in supramolecular chemistry, sensor development, and polymer crosslinking.

Application

1,3,5-Tris[4-(dihydroxyboryl)phenyl]benzene serves as a highly versatile triboronic acid scaffold for Suzuki-Miyaura cross-coupling reactions. Its three ortho-arranged boronic acid groups enable efficient multicomponent coupling, facilitating the construction of complex polyaryl architectures with high regiocontrol. The molecule exhibits excellent bench stability and compatibility with diverse reaction conditions, simplifying purification and enabling scalable synthesis of functionalized materials and advanced heterocyclic systems.

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

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Computational Chemistry Data

  • TPSA   121.38
  • LogP   -0.273
  • H_Acceptors   6
  • H_Donors   6
  • Rotatable_Bonds   6

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