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CS-W001157 4
Total: USD 88.00

3-Chloro-5-nitroaniline

  • CAS No. 5344-44-5

  • Cat. No. CS-W007288
  • Purity≥98%
  • MDL No.MFCD01009865

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

3-Chloro-5-nitroaniline|CS-W007288

Structure of 5344-44-5

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General Information

  • CAS No. 5344-44-5
  • Cat. No. CS-W007288
  • Purity ≥98%
  • MDL No. MFCD01009865
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 3-chloro-5-nitro-aniline
  • SMILES NC1=CC([N+]([O-])=O)=CC(Cl)=C1

Description

3-Chloro-5-nitroaniline features a chlorinated aromatic ring paired with electron-deficient nitro and amino groups, enabling selective coupling in heterocyclic synthesis. This bench-stable derivative integrates readily into pharmaceutical intermediates and advanced materials via Pd-catalyzed cross-coupling or electrophilic substitution.

Application

3-Chloro-5-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted anilines and heterocyclic scaffolds. Its dual functionality—reactive amine and electrophilic aryl chloride—supports sequential transformations under mild conditions. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of advanced intermediates via cross-coupling, nucleophilic substitution, or reduction protocols.

Synthesis

  • Route1
    • 1-Chloro-3,5-dinitrobenzene|CS-0326859
      618-86-0
    • ~86%
    • In-stock
      3-Chloro-5-nitroaniline|CS-W007288
      5344-44-5

    References

    • Boehringer Ingelheim Pharmaceuticals, Inc. Patent: US6353013 B1, 2002 ; Location in patent: Page column 28 ;
  • Route2
    • null|null
      64-17-5
    • 1-Chloro-3,5-dinitrobenzene|CS-0326859
      618-86-0
    • null|null
      7783-06-4
    • null|null
      7664-41-7
    • ~%
    • In-stock
      3-Chloro-5-nitroaniline|CS-W007288
      5344-44-5

    References

    • Journal of the Chemical Society, , vol. 87, p. 1265
  • Route3
    • null|null
      618-87-1
    • ~%
    • In-stock
      3-Chloro-5-nitroaniline|CS-W007288
      5344-44-5

    References

    • Bulletin de la Societe Chimique de France, , vol. <5> 5, p. 1441,1444 Anales de la Asociacion Quimica Argentina (1921-2001), , vol. 26, p. 41,44, 45

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

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