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CS-W001157 4
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B-(4-Fluoro-3-formylphenyl)boronic acid

  • CAS No. 374538-01-9

  • Cat. No. CS-D1743
  • Purity≥98%
  • MDL No.MFCD02093074

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

B-(4-Fluoro-3-formylphenyl)boronic acid|CS-D1743

Structure of 374538-01-9

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General Information

  • CAS No. 374538-01-9
  • Cat. No. CS-D1743
  • Purity ≥98%
  • MDL No. MFCD02093074
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BFO₃
  • Molecular Weight 167.93
  • Synonym(s) (4-Fluoro-3-formylphenyl)boronic acid; 4-Fluoro-3-formylbenzeneboronic acid; 4-Fluoro-3-formylphenylboronic acid
  • SMILES O=CC1=CC(B(O)O)=CC=C1F

Description

B-(4-Fluoro-3-formylphenyl)boronic acid features a boronic acid moiety paired with an electron-deficient fluoro-substituted aldehyde-bearing aryl ring, enabling efficient Suzuki-Miyaura coupling and direct functionalization. This bench-stable reagent integrates seamlessly into complex molecular architectures requiring orthogonal reactivity.

Application

B-(4-Fluoro-3-formylphenyl)boronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C bond formation with aryl halides and triflates. The ortho-fluoro and aldehyde functionalities provide orthogonal reactivity for downstream derivatization, including nucleophilic addition and oxime formation. Its bench-stable nature and compatibility with standard Suzuki-Miyaura conditions make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Roschangar, Frank; Brown, Jennifer C; Cooley Jr., Bobby E; Sharp, Matthew J; Matsuoka, Richard T Tetrahedron, 2002 , vol. 58, # 9 p. 1657 - 1666

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   -0.682
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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