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CS-W001157 4
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4,5-Difluoro-2-nitrophenol

  • CAS No. 55346-97-9

  • Cat. No. CS-0099417
  • Purity≥97%
  • MDL No.MFCD03094187

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

4,5-Difluoro-2-nitrophenol|CS-0099417

Structure of 55346-97-9

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General Information

  • CAS No. 55346-97-9
  • Cat. No. CS-0099417
  • Purity ≥97%
  • MDL No. MFCD03094187
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃F₂NO₃
  • Molecular Weight 175.09
  • Synonym(s) WNR BQ DF EF [WLN]
  • SMILES OC1=CC(F)=C(C=C1[N+]([O-])=O)F

Description

4,5-Difluoro-2-nitrophenol delivers a dual electron-withdrawing motif through its para-nitro and adjacent difluoro substituents, enhancing reactivity in nucleophilic aromatic substitution. The fluorine atoms enable selective functionalization under mild conditions, while the nitro group serves as a potent handle for downstream transformations. This scaffold exhibits excellent stability under standard bench handling protocols.

Application

4,5-Difluoro-2-nitrophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct introduction of fluorinated aryl motifs into complex heterocycles. Its reactivity profile facilitates nucleophilic aromatic substitution and transition-metal-catalyzed coupling reactions under standard conditions. The molecule exhibits good bench stability and is readily purified by recrystallization, supporting efficient integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; L'HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean Patent: WO2014/22343 A1, 2014 ; Location in patent: Paragraph 00184 ;

Safety Information

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GHS Pictogram :
GHS No : GHS02,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P391-P501

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   1.5786
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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