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CS-W001157 4
Total: USD 88.00

1,3-Phenylenediboronic acid

  • CAS No. 4612-28-6

  • Cat. No. CS-W010816
  • Purity≥97%
  • MDL No.MFCD03092915

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

1,3-Phenylenediboronic acid|CS-W010816

Structure of 4612-28-6

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General Information

  • CAS No. 4612-28-6
  • Cat. No. CS-W010816
  • Purity ≥97%
  • MDL No. MFCD03092915
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈B₂O₄
  • Molecular Weight 165.75
  • Synonym(s) benzene-1,3-diyldiboronic acid; 1,3-Phenylenediboronic acid
  • SMILES OB(C1=CC=CC(B(O)O)=C1)O

Description

1,3-Phenylenediboronic acid features a rigid, electron-rich aromatic scaffold with two boronic acid groups positioned at the meta-orientation. This spatial arrangement enables selective coupling in Suzuki-Miyaura reactions, delivering complex biaryl architectures with high regiocontrol and stability under standard conditions.

Application

1,3-Phenylenediboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and polyaryl scaffolds. Its ortho-disubstituted aromatic core provides predictable regiochemistry and enhanced stability compared to mono-functionalized analogs. The boronic acid groups exhibit excellent functional group tolerance and are compatible with standard aqueous workups, facilitating straightforward purification and scalability 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
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   80.92
  • LogP   -2.9538
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   2

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