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CS-W001157 4
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N-Methyl-2-nitro-4-(trifluoromethyl)aniline

  • CAS No. 20200-22-0

  • Cat. No. CS-0059242
  • Purity≥98%
  • MDL No.None

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

N-Methyl-2-nitro-4-(trifluoromethyl)aniline|CS-0059242

Structure of 20200-22-0

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General Information

  • CAS No. 20200-22-0
  • Cat. No. CS-0059242
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇F₃N₂O₂
  • Molecular Weight 220.15
  • Synonym(s) N-Methyl-N-[2-nitro-4-(trifluoromethyl)-phenyl]amine
  • SMILES FC(C1=CC=C(NC)C([N+]([O-])=O)=C1)(F)F

Description

N-Methyl-2-nitro-4-(trifluoromethyl)aniline features a strongly electron-deficient aromatic core enhanced by the nitro and trifluoromethyl groups, enabling efficient coupling in cross-coupling reactions. The N-methyl substituent improves solubility and stability under standard conditions, facilitating use in synthetic transformations requiring robustness and controlled reactivity.

Application

N-Methyl-2-nitro-4-(trifluoromethyl)aniline serves as a versatile building block in medicinal chemistry, enabling the synthesis of trifluoromethylated heterocycles and bioactive scaffolds. Its nitro group facilitates efficient reduction to an amine, while the trifluoromethyl moiety enhances metabolic stability and lipophilicity. The N-methyl substitution improves solubility and reduces basicity, offering favorable handling properties and compatibility with standard coupling reactions.

Synthesis

  • Route1
    • In-stock
      2-Nitro-4-(trifluoromethyl)aniline|CS-W015343
      400-98-6
    • null|null
      74-88-4
    • ~%
    • In-stock
      N-Methyl-2-nitro-4-(trifluoromethyl)aniline|CS-0059242
      20200-22-0

    References

    • WO2005/65680 A1, ; Page/Page column 55 ; WO 2005/065680 A1
  • Route2
    • In-stock
      4-Fluoro-3-Nitrobenzotrifluoride|CS-W015173
      367-86-2
    • null|null
      74-89-5
    • ~%
    • In-stock
      N-Methyl-2-nitro-4-(trifluoromethyl)aniline|CS-0059242
      20200-22-0

    References

    • Tetrahedron Letters, , vol. 43, # 41 p. 7303 - 7306
  • Route3
    • null|null
      300698-92-4
    • ~96%
    • In-stock
      N-Methyl-2-nitro-4-(trifluoromethyl)aniline|CS-0059242
      20200-22-0

    References

    • Navarrete-Vazquez, Gabriel; Rojano-Vilchis, Maria De Monserrat; Yepez-Mulia, Lilian; Melendez, Victor; Gerena, Lucia; Hernandez-Campos, Alicia; Castillo, Rafael; Hernandez-Luis, Francisco European Journal of Medicinal Chemistry, 2006 , vol. 41, # 1 p. 135 - 141

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.17
  • LogP   2.6553
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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