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CS-W001157 4
Total: USD 88.00

3-Benzyloxy-2,6-difluorophenylboronic acid

  • CAS No. 870718-07-3

  • Cat. No. CS-W012453
  • Purity≥98%
  • MDL No.MFCD06200705

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

3-Benzyloxy-2,6-difluorophenylboronic acid|CS-W012453

Structure of 870718-07-3

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General Information

  • CAS No. 870718-07-3
  • Cat. No. CS-W012453
  • Purity ≥98%
  • MDL No. MFCD06200705
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁BF₂O₃
  • Molecular Weight 264.04
  • Synonym(s) [3-(benzyloxy)-2,6-difluorophenyl]boronic acid
  • SMILES OB(C1=C(F)C=CC(OCC2=CC=CC=C2)=C1F)O

Description

3-Benzyloxy-2,6-difluorophenylboronic acid features a strategically positioned benzyloxy group and two fluorine atoms that enhance electronic effects and metabolic stability. This boronate moiety integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering functionalized aryl scaffolds with high efficiency and excellent tolerance to diverse reaction environments.

Application

3-Benzyloxy-2,6-difluorophenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The ortho-fluoro substituents enhance reactivity through stabilizing electronic effects and facilitate directed metalation, while the benzyloxy group provides orthogonal protection for phenolic functionalities. Its bench-stable nature and compatibility with diverse reaction partners make it well-suited for iterative synthesis of complex aryl architectures 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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   1.2236
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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