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CS-W001157 4
Total: USD 88.00

2-Bromo-4-fluoronitrobenzene

  • CAS No. 700-36-7

  • Cat. No. CS-D1760
  • Molecule weight220.00
  • Purity≥97%
  • MDL No.MFCD00792441

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

2-Bromo-4-fluoronitrobenzene|CS-D1760

Structure of 700-36-7

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General Information

  • CAS No. 700-36-7
  • Cat. No. CS-D1760
  • Purity ≥97%
  • MDL No. MFCD00792441
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrFNO₂
  • Molecular Weight 220.00
  • Synonym(s) 2-Bromo-4-fluoro-1-nitrobenzene
  • SMILES O=[N+](C1=CC=C(F)C=C1Br)[O-]

Description

2-Bromo-4-fluoronitrobenzene is a highly reactive aryl halide featuring complementary electrophilic sites for cross-coupling and nucleophilic substitution. The para-fluoro group enables selective displacement under mild conditions, while the ortho-bromo moiety facilitates palladium-catalyzed coupling reactions. This bifunctional architecture supports efficient access to complex aromatic scaffolds in pharmaceutical and agrochemical synthesis.

Application

2-Bromo-4-fluoronitrobenzene serves as a versatile building block in cross-coupling chemistry and heterocycle synthesis, enabling efficient construction of biaryl and functionalized aromatic scaffolds. Its complementary halogenation pattern—bromine at C2 and fluorine at C4—facilitates selective metalation and transition-metal-catalyzed transformations. The molecule exhibits excellent bench stability and compatibility with palladium-catalyzed coupling protocols, offering predictable reactivity and straightforward purification.

Synthesis

  • Route1
    • null|null
      371-40-4
    • ~99%
    • In-stock
      2-Bromo-4-fluoronitrobenzene|CS-D1760
      700-36-7

    References

    • Kuntz, Kevin; Uehling, David Edward; Waterson, Alex Gregory; Emmitte, Kyle Allen; Stevens, Kirk; Shotwell, John Brad; Smith, Stephon Cornell; Nailor, Kristen E.; Salovich, James M.; Wilson, Brian John; Cheung, Mui; Mook, Robert Anthony; Baum, Erich W.; Moorthy, Ganesh Patent: US2008/300242 A1, 2008 ; Location in patent: Page/Page column 62 ; US 20080300242 A1
  • Route2

    References

    • Beugelmans, Rene; Chbani, Mohamed Bulletin de la Societe Chimique de France, 1995 , vol. 132, p. 306 - 313
  • Route3

    References

    • Schlosser, Manfred; Ginanneschi, Assunta; Leroux, Frederic European Journal of Organic Chemistry, 2006 , # 13 p. 2956 - 2969

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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