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CS-W001157 4
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2-Chloro-3-fluoroaniline

  • CAS No. 21397-08-0

  • Cat. No. CS-W009260
  • Purity≥98%
  • MDL No.MFCD03407961

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

2-Chloro-3-fluoroaniline|CS-W009260

Structure of 21397-08-0

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General Information

  • CAS No. 21397-08-0
  • Cat. No. CS-W009260
  • Purity ≥98%
  • MDL No. MFCD03407961
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClFN
  • Molecular Weight 145.56
  • Synonym(s) BUTTPARK 29\01-51
  • SMILES NC1=CC=CC(F)=C1Cl

Description

2-Chloro-3-fluoroaniline features a strategically positioned chlorine and fluorine substituent on the aromatic ring, delivering enhanced electron-withdrawing character and improved metabolic stability. This ortho-substituted aniline integrates readily into pharmaceutical intermediates and agrochemical scaffolds, offering superior reactivity in coupling processes under standard conditions.

Application

2-Chloro-3-fluoroaniline serves as a valuable building block in the synthesis of pharmaceutical intermediates and agrochemicals, leveraging its ortho-halogenated aniline framework for subsequent Suzuki-Miyaura, Buchwald-Hartwig, or electrophilic substitution reactions. The molecule exhibits good bench stability and facilitates efficient functionalization due to complementary reactivity between chlorine and fluorine substituents. Its utility in constructing complex heterocyclic scaffolds is well-documented in industrial process chemistry workflows.

Synthesis

  • Route1

    References

    • Guilarte, Veronica; Castroviejo, M. Pilar; Garcia-Garcia, Patricia; Fernandez-Rodriguez, Manuel A.; Sanz, Roberto Journal of Organic Chemistry, 2011 , vol. 76, # 9 p. 3416 - 3437
  • Route2
    • null|null
      95-51-2
    • ~87%
    • In-stock
      2-Chloro-3-fluoroaniline|CS-W009260
      21397-08-0

    References

    • ZENECA LIMITED Patent: EP430434 A2, 1991 ;
  • Route3
    • null|null
      1287791-75-6
    • ~64%
    • In-stock
      2-Chloro-3-fluoroaniline|CS-W009260
      21397-08-0

    References

    • Guilarte, Veronica; Castroviejo, M. Pilar; Garcia-Garcia, Patricia; Fernandez-Rodriguez, Manuel A.; Sanz, Roberto Journal of Organic Chemistry, 2011 , vol. 76, # 9 p. 3416 - 3437

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   26.02
  • LogP   2.0613
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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