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CS-W001157 4
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3-Chloro-5-fluoroaniline

  • CAS No. 4863-91-6

  • Cat. No. CS-W016358
  • Purity≥98%
  • MDL No.MFCD03407962

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

3-Chloro-5-fluoroaniline|CS-W016358

Structure of 4863-91-6

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General Information

  • CAS No. 4863-91-6
  • Cat. No. CS-W016358
  • Purity ≥98%
  • MDL No. MFCD03407962
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClFN
  • Molecular Weight 145.56
  • Synonym(s) 3-Chloro-5-fluorobenzenamine
  • SMILES ClC1=CC(=CC(=C1)N)F

Description

3-Chloro-5-fluoroaniline is a fluorinated aromatic amine featuring complementary halogen substituents that enable selective cross-coupling reactions. The ortho-chloro and meta-fluoro groups facilitate efficient palladium-catalyzed transformations, while the primary amine offers direct functionalization potential. This bench-stable compound integrates readily into pharmaceutical intermediates and advanced materials synthesis.

Application

3-Chloro-5-fluoroaniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, enabling the construction of fluorinated aromatic scaffolds. Its ortho-chloro and meta-fluoro substituents provide enhanced electronic modulation and metabolic stability. The compound exhibits good bench stability, facilitates palladium-catalyzed cross-coupling reactions, and supports diverse functional group transformations under standard conditions, making it well-suited for iterative synthetic sequences.

Synthesis

  • Route1

    References

    • Cheung, Chi Wai; Surry, David S.; Buchwald, Stephen L. Organic Letters, 2013 , vol. 15, # 14 p. 3734 - 3737
  • Route2

    References

    • Kobrina,L.S.; Yakobson,G.G. J. Gen. Chem. USSR (Engl. Transl.), 1965 , vol. 35, # 11 p. 2055 - 2062,2046 - 2052
  • Route3
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      625-98-9
    • ~%
    • In-stock
      3-Chloro-5-fluoroaniline|CS-W016358
      4863-91-6

    References

    • Kobrina,L.S.; Yakobson,G.G. J. Gen. Chem. USSR (Engl. Transl.), 1965 , vol. 35, # 11 p. 2055 - 2062,2046 - 2052

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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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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