Cas no 1935294-81-7 (2-Chloro-5-isopropoxy-3-nitropyridine)

2-Chloro-5-isopropoxy-3-nitropyridine is a nitropyridine derivative featuring chloro and isopropoxy functional groups at the 2- and 5-positions, respectively. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its reactive chloro and nitro groups facilitate further functionalization through nucleophilic substitution or reduction reactions, while the isopropoxy moiety enhances solubility and steric properties. The compound's well-defined structure and high purity make it suitable for precision applications in medicinal chemistry and material science. Its stability under standard storage conditions ensures reliable performance in synthetic workflows.
2-Chloro-5-isopropoxy-3-nitropyridine structure
1935294-81-7 structure
Product Name:2-Chloro-5-isopropoxy-3-nitropyridine
CAS No:1935294-81-7
MF:C8H9ClN2O3
MW:216.6216609478
MDL:MFCD29761895
CID:4675186
PubChem ID:92134263
Update Time:2025-05-19

2-Chloro-5-isopropoxy-3-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-isopropoxy-3-nitropyridine
    • FCH4337945
    • AX8275882
    • AKOS030625328
    • 2-chloro-3-nitro-5-(propan-2-yloxy)pyridine
    • MFCD29761895
    • AS-63057
    • CS-0130935
    • 1935294-81-7
    • 2-chloro-3-nitro-5-propan-2-yloxypyridine
    • D83977
    • MDL: MFCD29761895
    • Inchi: 1S/C8H9ClN2O3/c1-5(2)14-6-3-7(11(12)13)8(9)10-4-6/h3-5H,1-2H3
    • InChI Key: TWCWKLSNYIAQBJ-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=C(C=N1)OC(C)C)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 216.03
  • Monoisotopic Mass: 216.03
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 207
  • 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
  • Topological Polar Surface Area: 67.9
  • XLogP3: 2.4

2-Chloro-5-isopropoxy-3-nitropyridine Pricemore >>

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Additional information on 2-Chloro-5-isopropoxy-3-nitropyridine

Introduction to 2-Chloro-5-isopropoxy-3-nitropyridine (CAS No. 1935294-81-7)

2-Chloro-5-isopropoxy-3-nitropyridine, identified by the Chemical Abstracts Service Number (CAS No.) 1935294-81-7, is a significant intermediate in the realm of organic synthesis and pharmaceutical chemistry. This compound belongs to the class of nitropyridines, which have garnered considerable attention due to their versatile applications in medicinal chemistry and agrochemical research. The structural features of this molecule, including the presence of a chloro substituent at the 2-position, an isopropoxy group at the 5-position, and a nitro group at the 3-position, endow it with unique reactivity and functionalization potential.

The nitro group in 2-Chloro-5-isopropoxy-3-nitropyridine is a key functional moiety that can undergo various chemical transformations, such as reduction to an amine or nucleophilic substitution, enabling the synthesis of more complex derivatives. Additionally, the chloro substituent enhances electrophilicity at the adjacent carbon, facilitating further modifications. The isopropoxy group, on the other hand, provides steric hindrance and electronic effects that can influence the reactivity and selectivity of subsequent reactions.

In recent years, 2-Chloro-5-isopropoxy-3-nitropyridine has been explored in several cutting-edge research areas. One notable application lies in the development of novel pharmaceuticals. Researchers have leveraged its structural framework to design molecules with potential therapeutic activity against various diseases. For instance, derivatives of this compound have been investigated for their antimicrobial and anti-inflammatory properties. The nitropyridine core is particularly valuable due to its ability to interact with biological targets in multiple ways, including through hydrogen bonding and π-stacking interactions.

The agrochemical industry has also benefited from the utility of 2-Chloro-5-isopropoxy-3-nitropyridine. Its derivatives have been tested as precursors for herbicides and pesticides, demonstrating efficacy in controlling unwanted vegetation and pests while maintaining environmental safety. The compound's ability to be modified into structurally diverse molecules allows chemists to fine-tune its properties for specific applications, ensuring optimal performance in agricultural settings.

Advances in synthetic methodologies have further expanded the scope of 2-Chloro-5-isopropoxy-3-nitropyridine usage. Modern techniques such as transition-metal-catalyzed cross-coupling reactions and asymmetric synthesis have enabled the efficient preparation of complex derivatives with high enantioselectivity. These methods not only improve yield but also reduce waste, aligning with green chemistry principles. The ability to construct intricate molecular architectures from this intermediate has opened new avenues for drug discovery and material science.

The chemical reactivity of 2-Chloro-5-isopropoxy-3-nitropyridine makes it a cornerstone in medicinal chemistry libraries. Its versatility allows for rapid screening and optimization of lead compounds. Computational modeling and high-throughput screening techniques have been employed to identify promising candidates for further development. Such approaches accelerate the drug discovery process by predicting binding affinities and metabolic stability early in the pipeline.

In conclusion, 2-Chloro-5-isopropoxy-3-nitropyridine (CAS No. 1935294-81-7) represents a vital building block for synthetic chemists working in pharmaceuticals and agrochemicals. Its unique structural attributes enable a wide range of chemical transformations, making it indispensable for designing novel compounds with potential applications across multiple industries. As research continues to evolve, this compound will undoubtedly remain at the forefront of chemical innovation.

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