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CS-W001157 4
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3-Bromo-2-fluorobenzaldehyde

  • CAS No. 149947-15-9

  • Cat. No. CS-M0189
  • Purity≥98%
  • MDL No.MFCD09027089

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

3-Bromo-2-fluorobenzaldehyde|CS-M0189

Structure of 149947-15-9

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General Information

  • CAS No. 149947-15-9
  • Cat. No. CS-M0189
  • Purity ≥98%
  • MDL No. MFCD09027089
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrFO
  • Molecular Weight 203.01
  • Synonym(s) trans-4-Bromo-2-fluorocinnamic acid
  • SMILES O=CC1=CC=CC(Br)=C1F

Description

3-Bromo-2-fluorobenzaldehyde features a bromine atom at the meta position and a fluorine substituent at the ortho position relative to the aldehyde group, creating a uniquely electron-deficient aromatic ring. This configuration enhances reactivity in transition-metal-catalyzed coupling processes. The compound exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures.

Application

3-Bromo-2-fluorobenzaldehyde 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 ortho-fluoro substituent enhances metabolic stability while the aldehyde group facilitates imine formation and reductive amination. Bench-stable and compatible with standard purification methods, it functions effectively in multi-step syntheses of heterocyclic scaffolds and functionalized aryl derivatives.

Synthesis

  • Route1
    • In-stock
      1-Bromo-2-fluorobenzene|CS-B1543
      1072-85-1
    • null|null
      68-12-2
    • ~%
    • In-stock
      3-Bromo-2-fluorobenzaldehyde|CS-M0189
      149947-15-9

    References

    • JP2005/350455 A, ; Page/Page column 17 ;
  • Route2

    References

    • US2008/114167 A1, ; Page/Page column 120 ; US 20080114167 A1
  • Route3
    • In-stock
      1-Bromo-2-fluorobenzene|CS-B1543
      1072-85-1
    • null|null
      130286-84-9
    • ~%
    • In-stock
      3-Bromo-2-fluorobenzaldehyde|CS-M0189
      149947-15-9

    References

    • US2005/255258 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

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.4007
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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