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CS-W001157 4
Total: USD 88.00

[4-(Benzyloxy)-3,5-difluorophenyl]boronic acid

  • CAS No. 156635-88-0

  • Cat. No. CS-B1240
  • Purity≥98%
  • MDL No.MFCD16295234

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

[4-(Benzyloxy)-3,5-difluorophenyl]boronic acid|CS-B1240

Structure of 156635-88-0

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General Information

  • CAS No. 156635-88-0
  • Cat. No. CS-B1240
  • Purity ≥98%
  • MDL No. MFCD16295234
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁BF₂O₃
  • Molecular Weight 264.03
  • Synonym(s) Boronic acid,[3,5-difluoro-4-(phenylmethoxy)phenyl]-; 4-Benzyloxy-3,5-difluorophenylboronic acid
  • SMILES FC1=C(OCC2=CC=CC=C2)C(F)=CC(B(O)O)=C1

Description

This boronate moiety integrates a benzyloxy-substituted difluorophenyl scaffold, enabling efficient cross-coupling under standard conditions. The electron-deficient aryl framework enhances reactivity in Suzuki-Miyaura transformations, while the benzyloxy group provides steric and electronic modulation. Bench-stable and moisture-tolerant, this reagent streamlines synthesis of complex fluorinated aromatics.

Application

[4-(Benzyloxy)-3,5-difluorophenyl]boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The ortho-fluorine substituents enhance stability and modulate reactivity, while the benzyloxy group provides steric and electronic tuning. This boronic acid exhibits excellent bench stability, facile purification, and broad functional group tolerance, making it well-suited for constructing complex aryl 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 : 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   49.69
  • LogP   1.2236
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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