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CS-W001157 4
Total: USD 88.00

3-Fluoro-4-(methylsulfonyl)phenylboronic acid

  • CAS No. 648904-83-0

  • Cat. No. CS-0130373
  • Molecule weight218.01
  • Purity≥97%
  • MDL No.None

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

3-Fluoro-4-(methylsulfonyl)phenylboronic acid|CS-0130373

Structure of 648904-83-0

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General Information

  • CAS No. 648904-83-0
  • Cat. No. CS-0130373
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BFO₄S
  • Molecular Weight 218.01
  • Synonym(s) None
  • SMILES OB(O)C1=CC=C(C(F)=C1)S(=O)(C)=O

Description

3-Fluoro-4-(methylsulfonyl)phenylboronic acid features a boronate moiety paired with electron-withdrawing fluorine and methylsulfonyl groups, enhancing stability and enabling selective cross-coupling in Suzuki-Miyaura reactions. This bench-stable reagent integrates readily into complex molecule synthesis under standard conditions.

Application

3-Fluoro-4-(methylsulfonyl)phenylboronic 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 substituent enhances regioselectivity and metabolic stability, while the methylsulfonyl group provides excellent solubility and functional group tolerance. Bench-stable and readily purified by recrystallization, it facilitates the synthesis of substituted biaryls and heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2004/9086 A1, 2004 ; Location in patent: Page/Page column 22-23 ; WO 2004/009086 A1

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

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   -1.091
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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