Cas no 78105-37-0 (2-Chloro-3-nitroquinoline)

2-Chloro-3-nitroquinoline is a versatile heterocyclic compound primarily used as an intermediate in organic synthesis and pharmaceutical research. Its key structural features—a chloro substituent at the 2-position and a nitro group at the 3-position—make it a valuable precursor for the development of quinoline-based derivatives. The compound exhibits high reactivity in nucleophilic substitution and reduction reactions, enabling its use in the synthesis of biologically active molecules, including antimicrobial and anticancer agents. Its well-defined crystalline structure ensures consistent purity and stability, facilitating precise experimental outcomes. Researchers value this compound for its efficiency in constructing complex heterocyclic frameworks, underscoring its importance in medicinal and materials chemistry.
2-Chloro-3-nitroquinoline structure
2-Chloro-3-nitroquinoline structure
Product Name:2-Chloro-3-nitroquinoline
CAS No:78105-37-0
MF:C9H5ClN2O2
MW:208.601200819016
MDL:MFCD08705681
CID:551500
PubChem ID:12663937
Update Time:2025-06-14

2-Chloro-3-nitroquinoline Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-3-nitroquinoline
    • Quinoline,2-chloro-3-nitro-
    • 2-Chlor-3-nitro-chinolin
    • 2-chloro-3-nitro-quinoline
    • Quinoline,2-chloro-3-nitro
    • PQZXGIIGQHCVAU-UHFFFAOYSA-N
    • NE34208
    • SCHEMBL2425847
    • SY161874
    • DTXSID10506124
    • CS-0186601
    • MFCD08705681
    • EN300-160340
    • AC9771
    • SB71994
    • AKOS000320154
    • FT-0714372
    • 78105-37-0
    • AS-58411
    • DB-081664
    • MDL: MFCD08705681
    • Inchi: 1S/C9H5ClN2O2/c10-9-8(12(13)14)5-6-3-1-2-4-7(6)11-9/h1-5H
    • InChI Key: PQZXGIIGQHCVAU-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=C2C=CC=CC2=N1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 208.00400
  • Monoisotopic Mass: 208.0039551g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 231
  • 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: 58.7
  • XLogP3: 3

Experimental Properties

  • Density: 1.484±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 120-121 oC
  • Solubility: Almost insoluble (0.081 g/l) (25 o C),
  • PSA: 58.71000
  • LogP: 3.31960

2-Chloro-3-nitroquinoline Pricemore >>

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Additional information on 2-Chloro-3-nitroquinoline

Comprehensive Analysis of 2-Chloro-3-nitroquinoline (CAS No. 78105-37-0): Properties, Applications, and Industry Insights

2-Chloro-3-nitroquinoline (CAS 78105-37-0) is a specialized nitro-substituted quinoline derivative that has garnered significant attention in pharmaceutical and agrochemical research. This heterocyclic compound features a chloro group at the 2-position and a nitro group at the 3-position of the quinoline backbone, creating unique electronic properties that make it valuable for molecular design and drug discovery.

Recent studies highlight the growing demand for functionalized quinolines like 2-Chloro-3-nitroquinoline in developing antimicrobial agents and kinase inhibitors. With antibiotic resistance becoming a global health crisis (a trending topic in 2023), researchers are exploring novel quinoline derivatives as potential solutions. The compound's electron-withdrawing groups enhance its reactivity in cross-coupling reactions, making it a versatile building block for medicinal chemistry applications.

From a synthetic chemistry perspective, 78105-37-0 demonstrates remarkable stability under various conditions while maintaining sufficient reactivity for further functionalization. Its crystallographic data (frequently searched in academic databases) reveals a planar molecular structure with distinct intermolecular interactions that influence its physicochemical properties. These characteristics have led to its inclusion in several high-throughput screening libraries for drug candidate identification.

The agrochemical industry has shown increasing interest in nitroquinoline compounds like 2-Chloro-3-nitroquinoline for developing next-generation crop protection agents. With sustainable agriculture being a major focus area (tying into current environmental concerns), researchers are investigating its potential as a precursor for biodegradable pesticides. The compound's structure-activity relationship allows for targeted modifications to enhance specificity while reducing ecological impact.

Analytical characterization of CAS 78105-37-0 typically involves advanced techniques such as HPLC-MS (a frequently searched analytical method) and NMR spectroscopy. The compound exhibits characteristic absorption in the UV-Vis spectrum between 300-400 nm, a property utilized in quality control protocols. Recent advancements in process chemistry have improved synthetic routes to this compound, addressing common challenges like regioselectivity and byproduct formation.

Material science applications are emerging for 2-Chloro-3-nitroquinoline derivatives, particularly in the development of organic semiconductors and photovoltaic materials. The compound's electron-deficient nature makes it suitable for designing n-type organic electronic materials, aligning with the growing demand for flexible electronics (a hot industry trend). Researchers are exploring its incorporation into molecular frameworks for optoelectronic devices.

Safety assessments of 78105-37-0 indicate standard handling procedures for laboratory chemicals are appropriate. The compound's material safety data sheet (MSDS) information is frequently requested by researchers, reflecting the importance of proper chemical management practices. While not classified as hazardous under normal conditions, proper personal protective equipment (PPE) is recommended during handling, consistent with general laboratory safety protocols.

The global market for quinoline derivatives including 2-Chloro-3-nitroquinoline is projected to grow steadily, driven by pharmaceutical R&D and specialty chemical demand. Industry reports (a popular search category) suggest increasing adoption in contract research organizations and academic laboratories. The compound's supply chain considerations have gained attention, with manufacturers optimizing production scalability to meet diverse research needs.

Recent patent analyses reveal innovative applications of 2-Chloro-3-nitroquinoline in catalytic systems and material science. Its role as a ligand precursor in transition metal complexes has opened new possibilities in homogeneous catalysis. These developments align with the chemical industry's focus on sustainable synthesis methods and atom-efficient reactions, topics frequently discussed in research forums.

For researchers working with CAS no 78105-37-0, proper storage conditions (typically under inert atmosphere at low temperatures) and stability testing protocols are essential considerations. The compound's degradation products and impurity profile are subjects of ongoing study, particularly for pharmaceutical grade applications where quality standards are stringent.

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