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CS-W001157 4
Total: USD 88.00

4-Chloro-3-nitroaniline

  • CAS No. 635-22-3

  • Cat. No. CS-W017580
  • Purity≥98%
  • MDL No.MFCD00007844

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

4-Chloro-3-nitroaniline|CS-W017580

Structure of 635-22-3

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General Information

  • CAS No. 635-22-3
  • Cat. No. CS-W017580
  • Purity ≥98%
  • MDL No. MFCD00007844
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 4-chloro-3-nitro aniline
  • SMILES NC1=CC=C(Cl)C([N+]([O-])=O)=C1

Description

4-Chloro-3-nitroaniline features a chlorinated aryl ring paired with adjacent nitro and amino groups, creating a versatile scaffold for pharmaceutical intermediates. The electron-deficient aromatic core enables efficient coupling reactions, while the ortho-nitro group enhances reactivity in transition-metal-catalyzed transformations. This compound demonstrates robust stability under standard handling conditions.

Application

4-Chloro-3-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation into heterocyclic scaffolds via nucleophilic substitution or subsequent reduction. Its ortho-chloro and meta-nitro groups provide complementary reactivity for sequential functionalization, with the nitro group readily reduced to an amine under standard conditions. Bench-stable and compatible with common purification methods, it facilitates efficient access to substituted anilines and complex molecular architectures.

Synthesis

  • Route1
    • null|null
      97-00-7
    • ~99%
    • In-stock
      4-Chloro-3-nitroaniline|CS-W017580
      635-22-3

    References

    • Farhadi, Saeid; Siadatnasab, Firouzeh Journal of Molecular Catalysis A: Chemical, 2011 , vol. 339, # 1-2 p. 108 - 116
  • Route2
    • null|null
      97-00-7
    • ~0%
    • In-stock
      4-Chloro-3-nitroaniline|CS-W017580
      635-22-3
    • In-stock
      6-Chloro-3-nitroaniline|CS-W020076
      6283-25-6

    References

    • Theodoridis; Manfredi; Krebs Tetrahedron Letters, 1990 , vol. 31, # 43 p. 6141 - 6144
  • Route3
    • null|null
      106-47-8
    • ~91%
    • In-stock
      4-Chloro-3-nitroaniline|CS-W017580
      635-22-3

    References

    • Rosevear, Judi; Wilshire, John F. K. Australian Journal of Chemistry, 1985 , vol. 38, # 5 p. 723 - 733

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H300+H310+H330-H315-H319-H373-H411
Precautionary Statements : P260-P262-P264-P270-P271-P273-P280-P284-P302+P352-P304+P340-P330-P361-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.8304
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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