Cas no 14916-62-2 (2,6-Dinitropyridine)

2,6-Dinitropyridine (CAS 2402-97-3) is a nitrated pyridine derivative characterized by its two nitro groups at the 2- and 6-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its electron-deficient aromatic structure makes it useful for nucleophilic substitution reactions, enabling the introduction of various functional groups. The presence of nitro groups enhances reactivity, facilitating further transformations such as reduction to diamino derivatives. 2,6-Dinitropyridine is valued for its stability under standard conditions and its role in constructing complex heterocyclic frameworks. Proper handling is essential due to its potential explosive properties at high temperatures or under mechanical stress.
2,6-Dinitropyridine structure
2,6-Dinitropyridine structure
Product Name:2,6-Dinitropyridine
CAS No:14916-62-2
MF:C5H3N3O4
MW:169.095020532608
MDL:MFCD04114201
CID:2778529
PubChem ID:20157132
Update Time:2025-05-22

2,6-Dinitropyridine Chemical and Physical Properties

Names and Identifiers

    • MFCD04114201
    • SCHEMBL3294386
    • AB93195
    • CS-0447033
    • DTXSID40603054
    • DTXCID70553811
    • 14916-62-2
    • Pyridine, 2,6-dinitro-
    • 2,6-Dinitropyridine
    • MDL: MFCD04114201
    • Inchi: 1S/C5H3N3O4/c9-7(10)4-2-1-3-5(6-4)8(11)12/h1-3H
    • InChI Key: YHIZCHYBKFHHTB-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=CC=C([N+](=O)[O-])N=1)=O

Computed Properties

  • Exact Mass: 169.01235559Da
  • Monoisotopic Mass: 169.01235559Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 176
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 105?2

2,6-Dinitropyridine Pricemore >>

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Additional information on 2,6-Dinitropyridine

2,6-Dinitropyridine (CAS No: 14916-62-2)

2,6-Dinitropyridine is a highly reactive and versatile compound with significant applications in various fields of chemistry and materials science. Its CAS number, 14916-62-2, uniquely identifies it in chemical databases and regulatory systems worldwide. This compound is a derivative of pyridine, a six-membered aromatic heterocycle with one nitrogen atom, which forms the backbone of numerous organic molecules with diverse functionalities.

The structure of 2,6-dinitropyridine consists of a pyridine ring substituted with two nitro groups at the 2 and 6 positions. The nitro groups (-NO?) are strong electron-withdrawing substituents, which significantly influence the electronic properties of the molecule. This substitution pattern imparts unique reactivity and stability to the compound, making it a valuable precursor in organic synthesis and a key intermediate in the production of advanced materials.

Recent studies have highlighted the importance of 2,6-dinitropyridine in the development of high-performance polymers and coatings. Researchers have demonstrated that its ability to undergo various nucleophilic aromatic substitutions makes it an ideal building block for constructing functional polymers with tailored properties such as high thermal stability, mechanical strength, and resistance to environmental degradation.

In addition to its role in polymer chemistry, 2,6-dinitropyridine has found applications in pharmaceutical research. The compound serves as a valuable intermediate in the synthesis of bioactive molecules, including antibiotics and anticancer agents. Its ability to act as an electrophilic acceptor in Diels-Alder reactions has been exploited to design complex molecular architectures with potential therapeutic applications.

The synthesis of 2,6-dinitropyridine typically involves nitration of pyridine derivatives under controlled conditions to achieve selective substitution at the desired positions. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly routes to this compound, reducing production costs and minimizing waste generation.

From an environmental perspective, understanding the fate and behavior of 2,6-dinitropyridine in natural systems is crucial for assessing its potential impact on ecosystems. Studies have shown that under certain conditions, the compound can undergo biodegradation or photodegradation, leading to the formation of less toxic byproducts. These findings are essential for developing strategies to manage industrial waste streams containing this compound.

In conclusion, 2,6-dinitropyridine (CAS No: 14916-62-2) is a multifaceted compound with significant implications across various scientific disciplines. Its unique chemical properties and versatile reactivity make it an indispensable tool in modern organic synthesis and materials science.

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