Cas no 447433-84-3 (3-Amino-2,4,5,6-tetrachloropyridine)

3-Amino-2,4,5,6-tetrachloropyridine is a halogenated pyridine derivative characterized by its high reactivity and versatility in organic synthesis. The presence of multiple chlorine substituents and an amino group enhances its utility as a key intermediate in the preparation of agrochemicals, pharmaceuticals, and specialty chemicals. Its electron-deficient pyridine core facilitates nucleophilic substitution reactions, enabling selective functionalization. The compound's stability under a range of conditions and its compatibility with cross-coupling reactions make it valuable for constructing complex heterocyclic frameworks. Suitable for controlled modifications, it serves as a precursor in the development of advanced materials and biologically active compounds.
3-Amino-2,4,5,6-tetrachloropyridine structure
447433-84-3 structure
Product Name:3-Amino-2,4,5,6-tetrachloropyridine
CAS No:447433-84-3
MF:C5H2Cl4N2
MW:231.894776821136
CID:856233
PubChem ID:616072
Update Time:2025-05-22

3-Amino-2,4,5,6-tetrachloropyridine Chemical and Physical Properties

Names and Identifiers

    • 2,4,5,6-Tetrachloropyridin-3-amine
    • 3-Amino-2,4,5,6-tetrachloropyridine
    • XSA43384
    • CS-0211255
    • STK765510
    • 2,4,5,6-Tetrachloro-3-pyridinamine #
    • MFCD02933751
    • TETRACHLOROPYRIDIN-3-AMINE
    • SCHEMBL7850042
    • AKOS005616435
    • 447433-84-3
    • DTXSID70346881
    • 2,4,5,6-Tetrachloro-pyridin-3-ylamine
    • BS-22796
    • NIJKPRQUINCPAX-UHFFFAOYSA-N
    • MDL: MFCD02933751
    • Inchi: 1S/C5H2Cl4N2/c6-1-2(7)4(8)11-5(9)3(1)10/h10H2
    • InChI Key: NIJKPRQUINCPAX-UHFFFAOYSA-N
    • SMILES: ClC1C(=C(N=C(C=1N)Cl)Cl)Cl

Computed Properties

  • Exact Mass: 229.89700
  • Monoisotopic Mass: 229.897209g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 144
  • 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: 3.3
  • Topological Polar Surface Area: 38.9?2

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 330.8±37.0 °C at 760 mmHg
  • Flash Point: 153.9±26.5 °C
  • PSA: 38.91000
  • LogP: 3.85860
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

3-Amino-2,4,5,6-tetrachloropyridine Security Information

3-Amino-2,4,5,6-tetrachloropyridine Pricemore >>

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abcr
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Additional information on 3-Amino-2,4,5,6-tetrachloropyridine

Comprehensive Overview of 3-Amino-2,4,5,6-tetrachloropyridine (CAS No. 447433-84-3): Properties, Applications, and Industry Insights

3-Amino-2,4,5,6-tetrachloropyridine (CAS No. 447433-84-3) is a specialized chlorinated pyridine derivative that has garnered significant attention in the fields of agrochemicals, pharmaceuticals, and material science. This compound, characterized by its unique tetrachlorinated structure and amino functional group, serves as a versatile intermediate in synthetic chemistry. Its molecular formula, C5H2Cl4N2, reflects a high degree of halogenation, which contributes to its reactivity and utility in cross-coupling reactions and heterocyclic synthesis.

In recent years, the demand for halogenated pyridines like 3-Amino-2,4,5,6-tetrachloropyridine has surged due to their role in developing advanced crop protection agents. With the global agrochemical industry focusing on sustainable pest control, researchers are exploring chlorinated pyridine derivatives as key building blocks for next-generation herbicides and fungicides. This aligns with the growing trend of "green chemistry," where precision-engineered molecules minimize environmental impact while maximizing efficacy.

The pharmaceutical sector also leverages CAS 447433-84-3 for synthesizing bioactive molecules. Its amino-tetrachloropyridine scaffold is particularly valuable in medicinal chemistry, enabling the development of compounds with potential antimicrobial and anti-inflammatory properties. A 2023 study highlighted its use in creating novel kinase inhibitors, addressing a hot topic in oncology research. This positions the compound as a critical enabler for targeted drug discovery programs.

From a technical perspective, 3-Amino-2,4,5,6-tetrachloropyridine exhibits remarkable stability under standard conditions, with a melting point range of 178-182°C. Its solubility profile—slightly soluble in polar organic solvents but insoluble in water—makes it ideal for controlled reactions in organic media. Analytical techniques such as HPLC-MS and 1H NMR confirm its high purity (>98%), a crucial factor for regulatory compliance in end-use applications.

Environmental and safety considerations for handling tetrachloropyridine derivatives remain a frequent search query among professionals. While not classified under stringent hazard categories, proper PPE including nitrile gloves and fume hoods is recommended during synthesis or formulation. The compound's environmental fate has been studied extensively, showing low bioaccumulation potential due to its moderate degradation rate in soil systems.

Innovation trends surrounding CAS 447433-84-3 include its emerging applications in electronic materials. The electronics industry has shown interest in its potential as a precursor for conductive polymers, particularly in the development of organic semiconductors. This aligns with the booming market for flexible electronics and IoT devices, where specialty chemicals play a pivotal role in material performance.

Supply chain dynamics for 3-Amino-2,4,5,6-tetrachloropyridine reflect broader chemical industry shifts toward regionalized production. Major manufacturers have implemented advanced purification technologies to meet the increasing demand for high-purity batches, particularly from European and Asian markets. Quality control protocols now frequently incorporate GC-MS analysis to verify the absence of isomeric impurities, addressing a common concern among end-users.

Future research directions for this compound focus on catalytic amination processes to improve yield efficiency, a topic generating substantial discussion in chemical engineering forums. Recent patent filings (2022-2023) describe novel methods for selective chlorination of the pyridine ring, potentially reducing production costs by 15-20%. These advancements could significantly impact the commercial viability of downstream products incorporating this intermediate.

For researchers inquiring about "alternatives to tetrachloropyridine intermediates," recent studies suggest brominated analogues may offer complementary reactivity profiles. However, the cost-performance ratio of 3-Amino-2,4,5,6-tetrachloropyridine maintains its dominance in most industrial applications. Analytical method development for trace detection of this compound in environmental samples has also emerged as a niche research area, responding to increased regulatory scrutiny on chlorinated compounds.

The global market for chlorinated pyridine derivatives is projected to grow at 6.8% CAGR through 2028, with CAS 447433-84-3 occupying a strategic position in this expansion. Custom synthesis services now frequently include this compound in their catalogs, catering to the pharmaceutical and agrochemical sectors' need for tailored intermediates. Storage recommendations typically emphasize protection from moisture and light to maintain stability over extended periods.

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