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CS-W001157 4
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2-Bromo-6-fluorophenol

  • CAS No. 2040-89-3

  • Cat. No. CS-W019473
  • Purity≥97%
  • MDL No.MFCD03788533

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

2-Bromo-6-fluorophenol|CS-W019473

Structure of 2040-89-3

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General Information

  • CAS No. 2040-89-3
  • Cat. No. CS-W019473
  • Purity ≥97%
  • MDL No. MFCD03788533
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrFO
  • Molecular Weight 191.00
  • Synonym(s) TIANFU-CHEM 2040-89-3 2-Bromo-6-fluorophenol
  • SMILES OC1=C(F)C=CC=C1Br

Description

2-Bromo-6-fluorophenol features a fluorine atom at the para position relative to the hydroxyl group and a bromine substituent at the ortho position, creating a uniquely activated aromatic system. This electronic configuration enables selective coupling reactions in pharmaceutical synthesis, where the electron-deficient ring facilitates palladium-catalyzed cross-couplings. The molecule exhibits enhanced stability under standard bench conditions and integrates efficiently into complex molecular architectures.

Application

2-Bromo-6-fluorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse functional groups support efficient synthesis of complex heterocyclic scaffolds and drug candidates.

Synthesis

  • Route1
    • null|null
      909302-82-5
    • ~79%
    • In-stock
      2-Bromo-6-fluorophenol|CS-W019473
      2040-89-3

    References

    • ASAHI GLASS COMPANY, LIMITED; CHARNA CHEMICALS LTD. Patent: US2009/227817 A1, 2009 ; Location in patent: Page/Page column 5 ;
  • Route2

    References

    • Tranzyme Pharma Inc. Patent: US2008/194672 A1, 2008 ; Location in patent: Page/Page column 36; 44 ; US 20080194672 A1
  • Route3
    • null|null
      899427-22-6
    • ~98%
    • In-stock
      2-Bromo-6-fluorophenol|CS-W019473
      2040-89-3

    References

    • Kauch, Matthias; Hoppe, Dieter Synthesis, 2006 , # 10 p. 1578 - 1589

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   20.23
  • LogP   2.2938
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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