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CS-W001157 4
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5-Bromo-2-fluoroaniline

  • CAS No. 2924-09-6

  • Cat. No. CS-W015919
  • Purity≥98%
  • MDL No.MFCD03094181

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

5-Bromo-2-fluoroaniline|CS-W015919

Structure of 2924-09-6

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General Information

  • CAS No. 2924-09-6
  • Cat. No. CS-W015919
  • Purity ≥98%
  • MDL No. MFCD03094181
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrFN
  • Molecular Weight 190.01
  • Synonym(s) Benzenamine, 5-bromo-2-fluoro-
  • SMILES BrC1=CC(=C(C=C1)F)N

Description

5-Bromo-2-fluoroaniline features a strategically positioned bromine and fluorine substituent on the aromatic ring, delivering enhanced reactivity and electronic modulation. This ortho-halogenated aniline integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of pharmaceuticals and functional materials.

Application

5-Bromo-2-fluoroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its ortho-fluoro and meta-bromo substituents offer complementary reactivity for sequential functionalization, while the amine group provides a handle for derivatization. The compound exhibits good bench stability and is compatible with standard purification methods, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Helvetica Chimica Acta, , vol. 66, # 1 p. 68 - 75

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   26.02
  • LogP   2.1704
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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