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CS-W001157 4
Total: USD 88.00

2-Bromo-3-fluorophenol

  • CAS No. 443-81-2

  • Cat. No. CS-W004794
  • Purity≥97%
  • MDL No.MFCD04037220

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

2-Bromo-3-fluorophenol|CS-W004794

Structure of 443-81-2

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General Information

  • CAS No. 443-81-2
  • Cat. No. CS-W004794
  • Purity ≥97%
  • MDL No. MFCD04037220
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrFO
  • Molecular Weight 191.00
  • Synonym(s) Bromo-3-fluorophenol
  • SMILES BrC1=C(C=CC=C1F)O

Description

2-Bromo-3-fluorophenol features a strategically positioned bromine and fluorine substituent on the aromatic ring, enabling selective functionalization in cross-coupling reactions. This electron-deficient phenolic scaffold integrates readily into complex molecular architectures under standard conditions.

Application

2-Bromo-3-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 bromine atom facilitates Suzuki, Stille, and Negishi couplings, while the fluorine enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • 2-Bromo-1-fluoro-3-(methoxymethoxy)benzene|CS-0095771
      324769-11-1
    • ~86%
    • In-stock
      2-Bromo-3-fluorophenol|CS-W004794
      443-81-2

    References

    • ELI LILLY AND COMPANY Patent: EP1204660 B1, 2004 ; Location in patent: Page 19 ;
  • Route2

    References

    • Briner, Karin; Doecke, Christopher William; Mancuso, Vincent; Martinelli, Michael John; Richardson, Timothy Ivo; Rothhaar, Roger Ryan; Shi, Qing; Xie, Chaoyu Patent: US2004/82590 A1, 2004 ; Location in patent: Page/Page column 37 ; US 20040082590 A1
  • Route3

    References

    • Borikar, Sanjay P.; Daniel, Thomas; Paul, Vincent Tetrahedron Letters, 2009 , vol. 50, # 9 p. 1007 - 1009

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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