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CS-W001157 4
Total: USD 88.00

1-Fluoro-4-nitro-2-(trifluoromethyl)benzene

  • CAS No. 400-74-8

  • Cat. No. CS-W015175
  • Purity≥97%
  • MDL No.MFCD00024576

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

1-Fluoro-4-nitro-2-(trifluoromethyl)benzene|CS-W015175

Structure of 400-74-8

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General Information

  • CAS No. 400-74-8
  • Cat. No. CS-W015175
  • Purity ≥97%
  • MDL No. MFCD00024576
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃F₄NO₂
  • Molecular Weight 209.10
  • Synonym(s) 5-Nitro-α,α,α,2-tetrafluorotoluene
  • SMILES FC(C1=CC([N+]([O-])=O)=CC=C1F)(F)F

Description

1-Fluoro-4-nitro-2-(trifluoromethyl)benzene features a trifluoromethyl group flanked by electron-withdrawing fluorine and nitro substituents, creating a highly electron-deficient aromatic core. This structural motif enables efficient coupling in transition metal-catalyzed reactions, particularly in cross-coupling and nucleophilic aromatic substitution processes. The compound exhibits excellent stability under standard bench conditions and facilitates the rapid assembly of complex fluorinated scaffolds in medicinal chemistry and materials science applications.

Application

1-Fluoro-4-nitro-2-(trifluoromethyl)benzene serves as a versatile building block in medicinal chemistry, enabling direct nucleophilic aromatic substitution (SNAr) under mild conditions due to the strong electron-withdrawing effects of both the nitro and trifluoromethyl groups. Its bench-stable nature and compatibility with diverse amines, thiols, and alkoxides facilitate efficient access to functionalized aryl scaffolds commonly found in agrochemicals and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 78, p. 6034,6037
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 78, p. 6034,6037

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.7527
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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