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CS-W001157 4
Total: USD 88.00

3-Chloro-2,4-difluoroaniline

  • CAS No. 2613-34-5

  • Cat. No. CS-B0682
  • Purity≥98%
  • MDL No.MFCD00042200

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

3-Chloro-2,4-difluoroaniline|CS-B0682

Structure of 2613-34-5

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General Information

  • CAS No. 2613-34-5
  • Cat. No. CS-B0682
  • Purity ≥98%
  • MDL No. MFCD00042200
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClF₂N
  • Molecular Weight 163.55
  • Synonym(s) 2,4-Difluoro-3-chloroaniline; 3-Chloro-2,4-difluoro-phenylamine
  • SMILES NC1=CC=C(F)C(Cl)=C1F

Description

3-Chloro-2,4-difluoroaniline features a strategically positioned chloro and two fluoro substituents that enhance electron withdrawal and metabolic stability. This bench-stable aryl amine integrates readily into pharmaceutical intermediates and agrochemical scaffolds, offering predictable reactivity in coupling and cyclization processes under standard conditions.

Application

3-Chloro-2,4-difluoroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via electrophilic substitution and coupling reactions. Its ortho-fluoro substituents facilitate directed metallation and Suzuki-Miyaura coupling, while the chloro group provides a handle for nucleophilic displacement. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic campaigns requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • Tabart, Michel; Picaut, Guy; Lavergne, Marc; Wentzler, Sylvie; Malleron, Jean-Luc; Dutka-Malen, Sylvie; Berthaud, Nadine Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 7 p. 1329 - 1331

Safety Information

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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   2.2004
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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