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CS-W001157 4
Total: USD 88.00

3-Chloro-4-nitroaniline

  • CAS No. 825-41-2

  • Cat. No. CS-0094684
  • Purity≥98%
  • MDL No.MFCD00085922

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

3-Chloro-4-nitroaniline|CS-0094684

Structure of 825-41-2

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General Information

  • CAS No. 825-41-2
  • Cat. No. CS-0094684
  • Purity ≥98%
  • MDL No. MFCD00085922
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 3-Chloro-4-nitrobenzenamine
  • SMILES NC1=CC=C([N+]([O-])=O)C(Cl)=C1

Description

3-Chloro-4-nitroaniline features a chlorinated aromatic ring paired with electron-withdrawing nitro and amino groups, enabling selective coupling in pharmaceutical intermediates. This ortho-directed scaffold supports efficient derivatization under mild conditions, delivering high functional group tolerance and stability during synthesis workflows.

Application

3-Chloro-4-nitroaniline serves as a versatile intermediate in the synthesis of pharmaceuticals and agrochemicals, enabling efficient construction of substituted heterocycles via coupling reactions. Its dual functional groups—chloro and nitro—facilitate sequential transformations under standard conditions, with the nitro group readily reducible to an amine for further derivatization. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it a practical choice for multi-step syntheses.

Synthesis

  • Route1
    • N-(3-Chloro-4-nitrophenyl)acetamide|CS-0236472
      712-33-4
    • ~%
    • In-stock
      3-Chloro-4-nitroaniline|CS-0094684
      825-41-2

    References

    • Journal of the American Chemical Society, , vol. 68, p. 1322
  • Route2
    • null|null
      88-73-3
    • ~74%
    • In-stock
      3-Chloro-4-nitroaniline|CS-0094684
      825-41-2

    References

    • Makosza, Mieczyslaw; Bialecki, Maciej Journal of Organic Chemistry, 1998 , vol. 63, # 15 p. 4878 - 4888
  • Route3
    • null|null
      108-42-9
    • ~73%
    • In-stock
      3-Chloro-4-nitroaniline|CS-0094684
      825-41-2

    References

    • Ramana; Malik; Parihar Tetrahedron Letters, 2004 , vol. 45, # 47 p. 8681 - 8683

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+P364-P362+P364-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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