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CS-W001157 4
Total: USD 88.00

3,5-Difluoro-4-nitrobenzonitrile

  • CAS No. 1123172-88-2

  • Cat. No. CS-0028228
  • Purity≥96%
  • MDL No.MFCD13193247

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

3,5-Difluoro-4-nitrobenzonitrile|CS-0028228

Structure of 1123172-88-2

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General Information

  • CAS No. 1123172-88-2
  • Cat. No. CS-0028228
  • Purity ≥96%
  • MDL No. MFCD13193247
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₂F₂N₂O₂
  • Molecular Weight 184.10
  • Synonym(s) 3,5-Difluoro-4-nitro-benzonitrile
  • SMILES N#CC1=CC(F)=C([N+]([O-])=O)C(F)=C1

Description

3,5-Difluoro-4-nitrobenzonitrile features a trifunctional aromatic core with electron-withdrawing fluorine and nitro groups flanking a nitrile moiety. This configuration imparts high reactivity in cross-coupling and nucleophilic substitution reactions, enabling efficient construction of complex heterocycles and functionalized arenes under standard conditions.

Application

3,5-Difluoro-4-nitrobenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated heterocycles and bioactive scaffolds. Its electron-deficient aromatic core facilitates nucleophilic aromatic substitution, while the nitrile and nitro groups offer orthogonal functionalization potential. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for iterative synthesis and scale-up in API development workflows.

Synthesis

  • Route1

    References

    • Rueeger, Heinrich; Lueoend, Rainer; Rogel, Olivier; Rondeau, Jean-Michel; Moebitz, Henrik; MacHauer, Rainer; Jacobson, Laura; Staufenbiel, Matthias; Desrayaud, Sandrine; Neumann, Ulf Journal of Medicinal Chemistry, 2012 , vol. 55, # 7 p. 3364 - 3386

Safety Information

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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   66.93
  • LogP   1.74468
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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