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CS-W001157 4
Total: USD 88.00

2,3-Difluoronitrobenzene

  • CAS No. 6921-22-8

  • Cat. No. CS-W002615
  • Purity≥98%
  • MDL No.MFCD00456802

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

2,3-Difluoronitrobenzene|CS-W002615

Structure of 6921-22-8

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General Information

  • CAS No. 6921-22-8
  • Cat. No. CS-W002615
  • Purity ≥98%
  • MDL No. MFCD00456802
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃F₂NO₂
  • Molecular Weight 159.09
  • Synonym(s) 1,2-Difluoro-3-nitrobenzene
  • SMILES O=[N+](C1=C(F)C(F)=CC=C1)[O-]

Description

2,3-Difluoronitrobenzene features a highly reactive aromatic core with two fluorine atoms and a nitro group positioned ortho to each other. This electronic configuration enhances its utility in nucleophilic aromatic substitution reactions, enabling efficient functionalization under mild conditions. The molecule exhibits excellent bench stability and compatibility with diverse reaction media, making it a reliable building block for advanced synthetic sequences in medicinal chemistry and materials science.

Application

2,3-Difluoronitrobenzene serves as a versatile building block in nucleophilic aromatic substitution (SNAr) reactions, enabling efficient access to substituted anilines under mild conditions. Its dual fluorine substituents provide high reactivity at the ortho and meta positions relative to the nitro group, facilitating selective functionalization. The compound exhibits excellent bench stability and is compatible with a range of nucleophiles, including amines and thiols, making it well-suited for synthesizing pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • PFIZER PRODUCTS INC. Patent: WO2008/12623 A1, 2008 ; Location in patent: Page/Page column 62 ; WO 2008/012623 A1
  • Route2
    • null|null
      617-86-7
    • In-stock
      1,2,3-Trifluoro-4-nitrobenzene|CS-W005136
      771-69-7
    • ~53%
    • null|null
      358-43-0
    • In-stock
      2,3-Difluoronitrobenzene|CS-W002615
      6921-22-8

    References

    • Lv, Hongbin; Zhan, Jin-Hui; Cai, Yuan-Bo; Yu, Yi; Wang, Bingwu; Zhang, Jun-Long Journal of the American Chemical Society, 2012 , vol. 134, # 39 p. 16216 - 16227,12
  • Route3

    References

    • Zhan, Jin-Hui; Lv, Hongbin; Yu, Yi; Zhang, Jun-Long Advanced Synthesis and Catalysis, 2012 , vol. 354, # 8 p. 1529 - 1541

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   43.14
  • LogP   1.873
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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