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CS-W001157 4
Total: USD 88.00

4-Chloro-3,5-difluoroaniline

  • CAS No. 2613-33-4

  • Cat. No. CS-0059224
  • Purity≥97%
  • MDL No.None

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

4-Chloro-3,5-difluoroaniline|CS-0059224

Structure of 2613-33-4

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General Information

  • CAS No. 2613-33-4
  • Cat. No. CS-0059224
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClF₂N
  • Molecular Weight 163.55
  • Synonym(s) 4-CHLORO-3,5-DIFLUORO-PHENYLAMINE
  • SMILES NC1=CC(F)=C(Cl)C(F)=C1

Description

4-Chloro-3,5-difluoroaniline delivers a trifunctional aromatic scaffold with orthogonal reactivity. The para-chloro and ortho-fluoro substituents enable selective coupling under mild conditions. This electron-deficient aniline integrates readily into pharmaceutical intermediates and agrochemicals, offering enhanced metabolic stability and controlled reactivity in multi-step syntheses.

Application

4-Chloro-3,5-difluoroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via standard coupling reactions. Its electron-deficient aromatic ring enhances reactivity in nucleophilic substitution and palladium-catalyzed cross-coupling processes, while the amine functionality provides a reliable handle for derivatization. Bench-stable and readily purified, it facilitates scalable synthesis of complex targets with high functional group tolerance.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2003/72575 A1, 2003 ; Location in patent: Page/Page column 95-96 ; WO 03/072575 A1
  • Route2
    • 2-Chloro-1,3-difluoro-5-nitrobenzene|CS-0451952
      3828-41-9
    • ~%
    • In-stock
      4-Chloro-3,5-difluoroaniline|CS-0059224
      2613-33-4

    References

    • Finger et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 94,95, 97
  • Route3

    References

    • Alric; Marquet; Billard; Langlois Journal of Fluorine Chemistry, 2005 , vol. 126, # 4 p. 661 - 667

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-P302+P352-P304+P340

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.2004
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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