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CS-W001157 4
Total: USD 88.00

1-Chloro-2-fluoro-3-nitrobenzene

  • CAS No. 2106-49-2

  • Cat. No. CS-W017435
  • Purity≥98%
  • MDL No.MFCD00069417

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

1-Chloro-2-fluoro-3-nitrobenzene|CS-W017435

Structure of 2106-49-2

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General Information

  • CAS No. 2106-49-2
  • Cat. No. CS-W017435
  • Purity ≥98%
  • MDL No. MFCD00069417
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃ClFNO₂
  • Molecular Weight None
  • Synonym(s) 3-CHLORO-2-FLUORONITROBENZENE / 1-CHLORO-2-FLUORO-3-NITROBENZENE
  • SMILES O=[N+](C1=C(F)C(Cl)=CC=C1)[O-]

Description

1-Chloro-2-fluoro-3-nitrobenzene features a trifunctional aromatic core with orthogonal reactivity, enabling selective transformations in late-stage functionalization. The electron-deficient ring supports efficient nucleophilic substitution, while the fluorine atom facilitates palladium-catalyzed coupling. This bench-stable compound serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

1-Chloro-2-fluoro-3-nitrobenzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The nitro group facilitates subsequent reduction and functionalization, while the fluorine atom enhances metabolic stability in pharmaceutical intermediates. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing complex heterocyclic scaffolds and API precursors.

Synthesis

  • Route1
    • null|null
      3209-22-1
    • ~48%
    • In-stock
      1-Chloro-2-fluoro-3-nitrobenzene|CS-W017435
      2106-49-2

    References

    • Baudy; Fletcher III; Yardley; Zaleska; Bramlett; Tasse; Kowal; Katz; Moyer; Abou-Gharbia Journal of Medicinal Chemistry, 2001 , vol. 44, # 10 p. 1516 - 1529
  • Route2
    • null|null
      3209-22-1
    • In-stock
      Tetramethylammonium bromide|CS-W018526
      64-20-0
    • ~%
    • In-stock
      1-Chloro-2-fluoro-3-nitrobenzene|CS-W017435
      2106-49-2

    References

    • US5545768 A1, ;
  • Route3
    • null|null
      3209-22-1
    • In-stock
      Tetrabutylphosphonium bromide|CS-W009414
      3115-68-2
    • ~%
    • In-stock
      1-Chloro-2-fluoro-3-nitrobenzene|CS-W017435
      2106-49-2

    References

    • US5545768 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H319-H331-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.3873
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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