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1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carboxylic acid

  • CAS No. 1801711-87-4

  • Cat. No. CS-0078618
  • Purity≥95%
  • MDL No.MFCD27992243

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

1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carboxylic acid|CS-0078618

Structure of 1801711-87-4

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General Information

  • CAS No. 1801711-87-4
  • Cat. No. CS-0078618
  • Purity ≥95%
  • MDL No. MFCD27992243
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BO₄
  • Molecular Weight None
  • Synonym(s) 1-Hydroxy-1,3-dihydro-2,1-benzoxaborole-5-carboxylic acid
  • SMILES OB1C2=CC=C(C=C2CO1)C(O)=O

Description

This boronate-containing carboxylic acid integrates a hydroxylated oxaborole scaffold, offering enhanced stability and compatibility in cross-coupling reactions. The ortho-hydroxy group facilitates in situ transmetalation, while the carboxylic acid enables conjugation or derivatization under mild conditions.

Application

1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carboxylic acid serves as a stable, bench-ready boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its carboxylic acid and hydroxyl functionalities enable orthogonal derivatization and facilitate purification via standard chromatographic methods. The oxaborole core provides enhanced reactivity and thermal stability compared to traditional boronic acids, making it well-suited for constructing complex heterocyclic scaffolds 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

  • TPSA   66.76
  • LogP   -0.3975
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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