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CS-W001157 4
Total: USD 88.00

2,6-Dibromo-4-fluoroaniline

  • CAS No. 344-18-3

  • Cat. No. CS-W010104
  • Purity≥98%
  • MDL No.MFCD00041445

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

2,6-Dibromo-4-fluoroaniline|CS-W010104

Structure of 344-18-3

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General Information

  • CAS No. 344-18-3
  • Cat. No. CS-W010104
  • Purity ≥98%
  • MDL No. MFCD00041445
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Br₂FN
  • Molecular Weight 268.91
  • Synonym(s) benzenamine, 2,6-dichloro-4-fluoro-
  • SMILES NC1=C(Br)C=C(F)C=C1Br

Description

2,6-Dibromo-4-fluoroaniline features a highly electron-deficient aromatic core, enabling selective coupling in cross-coupling reactions. The para-fluoro group enhances reactivity, while the ortho-bromine substituents provide steric control and facilitate downstream functionalization. This compound serves as a key intermediate in the synthesis of advanced pharmaceuticals and functional materials.

Application

2,6-Dibromo-4-fluoroaniline serves as a versatile building block for the synthesis of brominated and fluorinated heterocycles, including biologically relevant scaffolds. Its ortho-bromine substituents enable efficient Pd-catalyzed cross-coupling reactions, while the para-fluorine facilitates nucleophilic aromatic substitution. The compound exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
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      371-40-4
    • ~%
    • In-stock
      2,6-Dibromo-4-fluoroaniline|CS-W010104
      344-18-3

    References

    • Acta Chimica Academiae Scientiarum Hungaricae, , vol. 10, p. 227,229
  • Route2
    • null|null
      393-42-0
    • ~%
    • In-stock
      2,6-Dibromo-4-fluoroaniline|CS-W010104
      344-18-3

    References

    • Journal of the American Chemical Society, , vol. 62, p. 604
  • Route3

    References

    • Research on Chemical Intermediates, , vol. 37, # 8 p. 1029 - 1039

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.9329
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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