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CS-W001157 4
Total: USD 88.00

3-Bromo-2,6-difluorobenzoic acid

  • CAS No. 28314-81-0

  • Cat. No. CS-0028262
  • Molecule weight237.00
  • Purity≥98%
  • MDL No.None

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

3-Bromo-2,6-difluorobenzoic acid|CS-0028262

Structure of 28314-81-0

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General Information

  • CAS No. 28314-81-0
  • Cat. No. CS-0028262
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrF₂O₂
  • Molecular Weight 237.00
  • Synonym(s) 2,6-difluoro-3-bromobenzoic acid
  • SMILES OC(C1=C(C(Br)=CC=C1F)F)=O

Description

3-Bromo-2,6-difluorobenzoic acid features a strategically positioned bromo group flanked by two fluorine substituents, enabling selective functionalization in cross-coupling reactions. The carboxylic acid moiety provides a robust anchor for conjugation, while the electron-withdrawing halogens enhance reactivity and stability under standard conditions.

Application

3-Bromo-2,6-difluorobenzoic acid serves as a versatile building block for the synthesis of fluorinated pharmaceutical intermediates and agrochemical scaffolds. Its orthogonal halogenation pattern enables selective cross-coupling reactions, while the carboxylic acid group facilitates direct derivatization or salt formation. The compound exhibits good bench stability and compatibility with standard coupling protocols, including Suzuki-Miyaura and Stille reactions, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      1-Bromo-2,4-difluorobenzene|CS-W010697
      348-57-2
    • null|null
      124-38-9
    • ~94%
    • In-stock
      3-Bromo-2,6-difluorobenzoic acid|CS-0028262
      28314-81-0

    References

    • Schlosser, Manfred; Heiss, Christophe European Journal of Organic Chemistry, 2003 , # 23 p. 4618 - 4624
  • Route2
    • In-stock
      2-Bromo-1,3-difluorobenzene|CS-W007374
      64248-56-2
    • null|null
      124-38-9
    • ~92%
    • In-stock
      3-Bromo-2,6-difluorobenzoic acid|CS-0028262
      28314-81-0

    References

    • Heiss, Christophe; Rausis, Thierry; Schlosser, Manfred Synthesis, 2005 , # 4 art. no. T11504SS, p. 617 - 621
  • Route3

    References

    • Schlosser, Manfred; Heiss, Christophe European Journal of Organic Chemistry, 2003 , # 23 p. 4618 - 4624

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   37.3
  • LogP   2.4255
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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