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CS-W001157 4
Total: USD 88.00

4-Chloro-2-fluoroaniline

  • CAS No. 57946-56-2

  • Cat. No. CS-W014353
  • Purity≥98%
  • MDL No.MFCD00010625

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

4-Chloro-2-fluoroaniline|CS-W014353

Structure of 57946-56-2

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General Information

  • CAS No. 57946-56-2
  • Cat. No. CS-W014353
  • Purity ≥98%
  • MDL No. MFCD00010625
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClFN
  • Molecular Weight 145.56
  • Synonym(s) 2-fluoro-4-chloroaniline
  • SMILES C1=C(C(=CC=C1Cl)N)F

Description

4-Chloro-2-fluoroaniline features a fluorine atom at the ortho position relative to the amino group, enhancing electronic effects and metabolic stability. This electron-deficient aromatic scaffold integrates readily into pharmaceutical intermediates and agrochemicals. The chloro substituent provides a handle for further functionalization via cross-coupling reactions. Bench-stable and moisture-tolerant, it supports efficient synthesis under standard conditions.

Application

4-Chloro-2-fluoroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted aromatic scaffolds. Its ortho-fluoro and para-chloro substituents provide enhanced metabolic stability and directed reactivity in cross-coupling and electrophilic substitution reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for multi-step synthetic sequences and scale-up applications.

Synthesis

  • Route1

    References

    • US3958976 A1, ;
  • Route2

    References

    • Zhang, Chuan-Yu; Wang, Bao-Lei; Liu, Xing-Hai; Li, Yong-Hong; Wang, Su-Hua; Li, Zheng-Ming Heterocyclic Communications, 2008 , vol. 14, # 6 p. 397 - 404
  • Route3
    • null|null
      348-54-9
    • ~87%
    • In-stock
      4-Chloro-2-fluoroaniline|CS-W014353
      57946-56-2

    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

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

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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