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CS-W001157 4
Total: USD 88.00

3-Fluoro-4-bromoaniline

  • CAS No. 656-65-5

  • Cat. No. CS-W008647
  • Molecule weight190.01
  • Purity≥97%
  • MDL No.MFCD00672933

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

3-Fluoro-4-bromoaniline|CS-W008647

Structure of 656-65-5

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General Information

  • CAS No. 656-65-5
  • Cat. No. CS-W008647
  • Purity ≥97%
  • MDL No. MFCD00672933
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrFN
  • Molecular Weight 190.01
  • Synonym(s) 4-Bromo-3-fluoroaniline
  • SMILES NC1=CC=C(Br)C(F)=C1

Description

3-Fluoro-4-bromoaniline is a fluorinated aryl amine featuring complementary halogen handles for cross-coupling. The para-bromo and meta-fluoro substituents enable selective functionalization in Pd-catalyzed reactions. This electron-deficient aniline serves as a key intermediate in synthesizing bioactive heterocycles and pharmaceutical scaffolds under standard conditions.

Application

3-Fluoro-4-bromoaniline serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The ortho-fluoro and bromo substituents provide orthogonal functionalization potential, facilitating sequential derivatization. Its bench-stable crystalline form simplifies handling and purification, while the electron-withdrawing fluorine enhances regioselectivity in electrophilic substitutions.

Synthesis

  • Route1

    References

    • Gray, G. W.; Hird, M.; Toyne, K. J. Molecular Crystals and Liquid Crystals (1969-1991), 1991 , vol. 204, p. 43 - 64
  • Route2
    • null|null
      372-19-0
    • ~90%
    • In-stock
      3-Fluoro-4-bromoaniline|CS-W008647
      656-65-5

    References

    • Wang, Han; Wen, Kun; Nurahmat, Nurbiya; Shao, Yan; Zhang, He; Wei, Chao; Li, Ya; Shen, Yongjia; Sun, Zhihua Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 744 - 748
  • Route3
    • null|null
      372-19-0
    • ~86%
    • In-stock
      2-Bromo-5-fluoroaniline|CS-W001130
      1003-99-2
    • In-stock
      3-Fluoro-4-bromoaniline|CS-W008647
      656-65-5

    References

    • Synthesis, , # 8 art. no. P12608SS, p. 1305 - 1308

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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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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