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CS-W001157 4
Total: USD 88.00

2-Nitropyridine

  • CAS No. 15009-91-3

  • Cat. No. CS-0113431
  • Purity≥97%
  • MDL No.MFCD00160414

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

2-Nitropyridine|CS-0113431

Structure of 15009-91-3

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General Information

  • CAS No. 15009-91-3
  • Cat. No. CS-0113431
  • Purity ≥97%
  • MDL No. MFCD00160414
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂O₂
  • Molecular Weight 124.10
  • Synonym(s) α-Nitropyridine
  • SMILES O=[N+](C1=NC=CC=C1)[O-]

Description

2-Nitropyridine features a strategically positioned nitro group on the pyridine ring, enhancing electrophilicity at the ortho carbon and enabling selective functionalization in cross-coupling reactions. This electron-deficient heterocycle serves as a key intermediate in pharmaceutical synthesis and ligand design, offering improved stability under standard bench conditions.

Application

2-Nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the pyridine ring via electrophilic substitution or nucleophilic displacement. Its electron-deficient nature facilitates regioselective reactions, particularly at C3 and C4 positions, and it functions as a key intermediate in the construction of nitrogen-containing scaffolds relevant to medicinal chemistry and agrochemical development. The compound exhibits good bench stability and compatibility with standard purification techniques.

Synthesis

  • Route1
    • null|null
      109-04-6
    • ~47%
    • In-stock
      2-Nitropyridine|CS-0113431
      15009-91-3

    References

    • Amal Joseph; Priyadarshini; Lakshmi Kantam; Maheswaran Tetrahedron Letters, 2012 , vol. 53, # 12 p. 1511 - 1513
  • Route2
    • null|null
      504-29-0
    • ~82%
    • In-stock
      2-Nitropyridine|CS-0113431
      15009-91-3

    References

    • Dolci, Lilian; Dolle, Frederic; Jubeau, Sebastien; Vaufrey, Francoise; Crouzel, Christian Journal of Labelled Compounds and Radiopharmaceuticals, 1999 , vol. 42, # 10 p. 975 - 985
  • Route3

    References

    • AstraZeneca AB Patent: US2003/181498 A1, 2003 ; US 20030181498 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H312-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   0.9898
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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