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CS-W001157 4
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2-Chloro-3-nitroaniline

  • CAS No. 3970-41-0

  • Cat. No. CS-B1097
  • Purity≥98%
  • MDL No.MFCD00800473

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

2-Chloro-3-nitroaniline|CS-B1097

Structure of 3970-41-0

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General Information

  • CAS No. 3970-41-0
  • Cat. No. CS-B1097
  • Purity ≥98%
  • MDL No. MFCD00800473
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 2-Chloro-3-nitrobenzenamine
  • SMILES NC1=CC=CC([N+]([O-])=O)=C1Cl

Description

2-Chloro-3-nitroaniline features a chlorinated aromatic ring paired with adjacent nitro and amino groups, delivering high reactivity in electrophilic substitution. This electron-deficient scaffold enables efficient coupling in pharmaceutical intermediates and agrochemical synthesis under standard conditions.

Application

2-Chloro-3-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via cyclization or cross-coupling reactions. Its ortho-chloro and meta-nitro groups provide complementary reactivity for sequential functionalization, with the nitro group readily reducible to an amine under standard conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for multi-step syntheses.

Synthesis

  • Route1

    References

    • Sienkowska, Monika; Benin, Vladimir; Kaszynski, Piotr Tetrahedron, 2000 , vol. 56, # 2 p. 165 - 173
  • Route2
    • null|null
      99-09-2
    • ~79%
    • In-stock
      2-Chloro-3-nitroaniline|CS-B1097
      3970-41-0

    References

    • Gan, Zongjie; Hu, Bin; Song, Qiao; Xu, Yungen Synthesis, 2012 , vol. 44, # 7 p. 1074 - 1078
  • Route3
    • null|null
      606-22-4
    • ~%
    • In-stock
      2-Chloro-3-nitroaniline|CS-B1097
      3970-41-0

    References

    • Lamm,B.; Liedholm,B. Acta Chemica Scandinavica (1947-1973), 1967 , vol. 21, p. 2679 - 2688

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

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