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CS-W001157 4
Total: USD 88.00

2-Fluoro-5-nitropyridine

  • CAS No. 456-24-6

  • Cat. No. CS-D0968
  • Purity≥97%
  • MDL No.MFCD03095059

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

2-Fluoro-5-nitropyridine|CS-D0968

Structure of 456-24-6

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General Information

  • CAS No. 456-24-6
  • Cat. No. CS-D0968
  • Purity ≥97%
  • MDL No. MFCD03095059
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃FN₂O₂
  • Molecular Weight 142.09
  • Synonym(s) Pyridine, 2-fluoro-5-nitro-
  • SMILES O=[N+](C1=CN=C(F)C=C1)[O-]

Description

2-Fluoro-5-nitropyridine features a fluorine atom at the 2-position and a nitro group at the 5-position on a pyridine ring, creating a highly electron-deficient heterocycle. This arrangement enables selective coupling reactions in synthetic chemistry, particularly in cross-coupling and nucleophilic substitution processes. The compound exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions.

Application

2-Fluoro-5-nitropyridine serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C2 position via nucleophilic substitution due to the ortho-fluorine’s reactivity. The nitro group at C5 provides strong electron-withdrawing character, facilitating subsequent transformations such as reduction to an amine or participation in coupling reactions. Its bench-stable nature and compatibility with diverse reaction conditions make it valuable for constructing heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Fukuhara, Tsuyoshi; Yoneda, Norihiko Chemistry Letters, 1993 , # 3 p. 509 - 512
  • Route2

    References

    • Abbott Laboratories Patent: US6133253 A1, 2000 ;
  • Route3
    • In-stock
      2-Chloro-5-nitropyridine|CS-W013280
      4548-45-2
    • ~80%
    • In-stock
      2-Fluoro-5-nitropyridine|CS-D0968
      456-24-6
    • null|null
      63913-20-2

    References

    • Rewcastle, Gordon W.; Denny, William A.; Winters, R. Thomas; Colbry, Norman L.; Showalter, H. D. Hollis Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 18 p. 2221 - 2226

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   56.03
  • LogP   1.1289
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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