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CS-W001157 4
Total: USD 88.00

3-Chloro-6-nitro-4-(trifluoromethyl)aniline

  • CAS No. 35375-74-7

  • Cat. No. CS-W009249
  • Purity≥98%
  • MDL No.MFCD01312277

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

3-Chloro-6-nitro-4-(trifluoromethyl)aniline|CS-W009249

Structure of 35375-74-7

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General Information

  • CAS No. 35375-74-7
  • Cat. No. CS-W009249
  • Purity ≥98%
  • MDL No. MFCD01312277
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClF₃N₂O₂
  • Molecular Weight 240.57
  • Synonym(s) 4-Amino-2-chloro-5-nitrobenzotrifluoride; 5-Chloro-2-nitro-4-(trifluoromethyl)aniline; 5-chloro-4-(trifluoromethyl)-2-nitrobenzenamine
  • SMILES NC1=CC(Cl)=C(C(F)(F)F)C=C1[N+]([O-])=O

Description

This trifluoromethyl-substituted aniline features a chloro group at the 3-position and a nitro group at the 6-position, delivering strong electron-withdrawal and enhanced reactivity. The para-nitro functionality enables efficient coupling in cross-coupling reactions, while the bench-stable trifluoromethyl moiety improves metabolic resistance and lipophilicity. This compound serves as a key intermediate in pharmaceutical synthesis, particularly for kinase inhibitors and agrochemicals.

Application

3-Chloro-6-nitro-4-(trifluoromethyl)aniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aniline nitrogen and ortho-position. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the nitro and chloro substituents provide orthogonal reactivity for downstream transformations. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient access to complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Catarzi, Daniela; Colotta, Vittoria; Varano, Flavia; Calabri, Francesca Romana; Filacchioni, Guido; Galli, Alessandro; Costagli, Chiara; Carla, Vincenzo Journal of Medicinal Chemistry, 2004 , vol. 47, # 1 p. 262 - 272
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      3-Chloro-6-nitro-4-(trifluoromethyl)aniline|CS-W009249
      35375-74-7

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 22 p. 4367 - 4379
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 22 p. 4367 - 4379

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   2.8492
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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