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CS-W001157 4
Total: USD 88.00

1-Bromo-3-fluoro-5-nitrobenzene

  • CAS No. 7087-65-2

  • Cat. No. CS-W007693
  • Purity≥95%
  • MDL No.MFCD09955454

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

1-Bromo-3-fluoro-5-nitrobenzene|CS-W007693

Structure of 7087-65-2

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General Information

  • CAS No. 7087-65-2
  • Cat. No. CS-W007693
  • Purity ≥95%
  • MDL No. MFCD09955454
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrFNO₂
  • Molecular Weight 220.00
  • Synonym(s) 5-AMINO-1-BROMO-3-FLUOROBENZENE
  • SMILES O=[N+](C1=CC(F)=CC(Br)=C1)[O-]

Description

1-Bromo-3-fluoro-5-nitrobenzene features a trifunctional aryl scaffold with complementary electronic and steric profiles. The electron-deficient ring facilitates cross-coupling reactions, while the bromo and fluoro substituents enable sequential functionalization. This compound serves as a key intermediate in the synthesis of advanced pharmaceuticals and functional materials.

Application

1-Bromo-3-fluoro-5-nitrobenzene serves as a versatile building block in medicinal chemistry and materials science, enabling sequential cross-coupling reactions due to its orthogonal reactivity profile. The bromo group facilitates palladium-catalyzed coupling, while the fluoro and nitro substituents offer directed functionalization potential and enhanced metabolic stability in bioactive scaffolds. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • Journal of Antibiotics, , vol. 47, # 12 p. 1456 - 1465
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 8, # 23 p. 3397 - 3402

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   43.14
  • LogP   2.4964
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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