Methyl 4 Chloro 6 Fluoroquinoline 2 Carboxylate
quinoline thiophene imidazole thiazole

methyl 4-chloro-6-fluoroquinoline-2-carboxylate

Taiy Chemical

    Specifications

    HS Code

    753220

    Chemical Formula C11H7ClFNO2
    Molar Mass 241.63 g/mol
    Appearance Solid (usually white to off - white)
    Melting Point Specific value would need experimental determination
    Boiling Point Specific value would need experimental determination
    Solubility In Water Low solubility (organic - soluble compound)
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform
    Density Specific value would need experimental determination
    Flash Point Specific value would need experimental determination
    Pka Specific value would need experimental determination
    Uv Absorption Absorbs in UV region characteristic of quinoline structure
    Ir Absorption Shows characteristic peaks for C = O, C - F, C - Cl, and quinoline ring vibrations

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    Frequently Asked Questions

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    What are the chemical properties of methyl 4-chloro-6-fluoroquinoline-2-carboxylate?
    Methyl-4-chloro-6-fluoroquinoline-2-carboxylic acid ester, this is an organic compound. It has unique chemical properties.
    Let's talk about the physical properties first. Under normal temperature, it is often solid and has a certain melting point. However, the exact value needs to be determined experimentally. Its solubility in organic solvents is different. Organic solvents such as chloroform and dichloromethane have good solubility to them, but little solubility in water, because the compound has certain hydrophobicity.
    In terms of chemical properties, the existence of ester groups makes it possible to hydrolyze. In the case of strong acid or strong base aqueous solution, under suitable temperature and time conditions, the ester group will hydrolyze. Under acidic conditions, carboxylic acids and alcohols are hydrolyzed to form corresponding carboxylic acids and alcohols; under alkaline conditions, carboxylic salts and alcohols are hydrolyzed, and alkaline hydrolysis is usually more thorough than acidic hydrolysis.
    Furthermore, the quinoline ring structure endows the compound with certain aromatic properties and conjugated systems, causing it to exhibit unique activities in chemical reactions. The chlorine atoms and fluorine atoms on the quinoline ring can participate in nucleophilic substitution reactions due to their electronegativity differences. Fluorine atoms have high electronegativity, which decreases the electron cloud density of ortho or para-carbon atoms and makes them vulnerable to nucleophilic reagents. Although chlorine atoms are not as electronegative as fluorine atoms, they can also be replaced by nucleophilic reagents under suitable conditions to generate different derivatives, thus expanding their application in the field of organic synthesis
    In addition, the compound contains a variety of heteroatoms and unsaturated bonds, which can participate in a variety of organic reactions, such as oxidation and reduction, providing the possibility for the synthesis of more complex organic compounds, and may have potential applications in pharmaceutical chemistry, materials science, and other fields.
    What are the preparation methods of methyl 4-chloro-6-fluoroquinoline-2-carboxylate
    Methyl-4-chloro-6-fluoroquinoline-2-carboxylic acid esters can be prepared in the following ways.
    First, it can be prepared by the derivatization reaction of quinoline compounds. First, take a suitable quinoline precursor, and under specific reaction conditions, substitution reaction of chlorine atoms and fluorine atoms at corresponding positions. For example, quinoline-2-carboxylic acid esters are used as starting materials, and in a suitable solvent, such as dichloromethane or toluene, chlorination reagents, such as phosphorus oxychloride, can be added. Under heating and the presence of a catalyst, chlorination can occur at the 4-position. Subsequently, fluorine atoms are introduced again, and fluorination reagents, such as potassium fluoride, can be selected. With the assistance of a phase transfer catalyst, fluorination at the 6-position is achieved, and then the target product is obtained.
    Second, it is prepared by the strategy of constructing a quinoline ring. With appropriate nitrogen and carbon-containing raw materials, the quinoline ring structure is constructed by multi-step reaction, and chlorine, fluorine and ester groups are introduced at the same time. For example, using aniline derivatives and β-ketoate as the starting materials, under the action of condensation reagents, the key intermediates are first formed, and then chlorine atoms and fluorine atoms are selectively introduced at specific positions through halogenation reaction, and finally methyl-4-chloro-6-fluoroquinoline-2-carboxylic acid esters are obtained. This method requires precise control of the reaction conditions to ensure the selectivity and yield of each step of the reaction.
    Third, the reaction path catalyzed by transition metals. With suitable halogenated aromatics and alkenyl carboxylic acid ester derivatives as substrates, under the action of transition metal catalysts such as palladium catalysts, a quinoline ring skeleton is formed by coupling reaction. During the reaction process, chlorine and fluorine atoms can be introduced at specific positions by regulating the conditions of ligand, base and reaction temperature, so as to prepare the target compound. This approach provides a more convenient route for the synthesis of the product by taking advantage of the high efficiency and selectivity of transition metal catalysis.
    Where is methyl 4-chloro-6-fluoroquinoline-2-carboxylate used?
    Methyl-4-chloro-6-fluoroquinoline-2-carboxylic acid esters are widely used in many fields such as medicine, pesticides and materials science.
    In the field of medicine, it can be used as a key intermediate for the synthesis of antibacterial drugs. Quinoline carboxylic acids have always been known for their significant antibacterial activity, which can inhibit bacterial DNA rotatase or topoisomerase IV, thereby hindering bacterial DNA replication, transcription and repair, and ultimately achieving antibacterial effect. The chlorine, fluorine atoms and quinoline ring structures in the methyl-4-chloro-6-fluoroquinoline-2-carboxylic acid ester structure are crucial to enhance the binding ability of compounds to bacterial targets, improve antibacterial activity and selectivity. Through structural modification and derivatization of this intermediate, a series of quinoline antibacterial drugs with different antibacterial spectra and pharmacokinetic properties can be synthesized to deal with various bacterial infections.
    In the field of pesticides, this compound can be used to create new insecticides and fungicides. Due to its unique chemical structure and biological activity, it can interfere with the nervous system of insects or the metabolic process of microbial cells, showing high insecticidal and bactericidal ability. For example, after a reasonable structural modification, it may be highly selective to specific pests or pathogens, and relatively friendly to the environment, providing a new way for green prevention and control of crop diseases and insect pests.
    In the field of materials science, methyl-4-chloro-6-fluoroquinoline-2-carboxylate can be used as a functional monomer or structural unit to participate in the synthesis of polymer materials. With its special electronic effects and spatial structure, materials are endowed with unique optical, electrical or thermal properties. For example, when introduced into polymer systems, materials with specific fluorescence emission characteristics can be prepared, which are useful in optical sensing, display, etc.; or to enhance the thermal and chemical stability of materials, making them suitable for more harsh environments.
    What is the market outlook for methyl 4-chloro-6-fluoroquinoline-2-carboxylate?
    Methyl 4-chloro-6-fluoroquinoline-2-carboxylic acid ester is an organic compound. In today's chemical industry, its market prospect is quite promising.
    From the perspective of medicinal chemistry, this compound has a unique structure and may become a key intermediate for the development of new antibacterial drugs. Today, the demand for antibacterial drugs is increasing, and the challenge of drug-resistant bacteria is also becoming more and more severe. Methyl 4-chloro-6-fluoroquinoline-2-carboxylic acid esters endow molecules with special physicochemical properties due to their fluorine and chlorine atoms, which may bring better antibacterial activity and pharmacokinetic properties for new antibacterial drugs.
    Furthermore, in the field of materials science, it may have made a name for itself in the preparation of functional materials. For example, after specific chemical modifications, it can be used to synthesize materials with special optical and electrical properties. With the rapid development of science and technology, the demand for functional materials is increasing day by day, such as organic Light Emitting Diode materials, sensor materials, etc. Methyl 4-chloro-6-fluoroquinoline-2-carboxylate may provide new opportunities for the innovative development of functional materials due to its unique structure.
    However, its market development also faces challenges. The process of synthesizing the compound may be complicated, and cost control is a major challenge. In order to achieve large-scale industrial production, it is urgent to improve synthesis efficiency and reduce costs. At the same time, market competition cannot be underestimated. Many scientific research teams and enterprises in related fields are actively exploring the application of similar compounds. How to stand out requires technological innovation and product performance optimization.
    Overall, the market prospect of methyl 4-chloro-6-fluoroquinoline-2-carboxylic acid ester is broad, but many difficulties need to be overcome in order to fully tap its potential value and shine in chemical related fields.
    What are the safety and toxicity of methyl 4-chloro-6-fluoroquinoline-2-carboxylate
    Guanfu "methyl 4-chloro-6-fluoroquinoline-2-carboxylate", which is the name of an organic compound, translated as "methyl 4-chloro-6-fluoroquinoline-2-carboxylate". To understand its safety and toxicity, many aspects need to be considered in detail.
    In terms of chemical structure, the presence of chlorine and fluorine atoms gives this compound unique chemical activity. Although chlorine atoms can enhance the stability of molecules, they may also participate in chemical reactions under specific conditions to generate potentially toxic products. Fluorine atoms often enhance the lipophilicity of compounds, affecting their distribution and metabolism in organisms.
    Talking about safety, when storing this compound, it is necessary to pay attention to its potential impact on the environment. If it is accidentally leaked, it may cause pollution to soil and water due to its chemical properties. During operation, protective measures should also be taken because it may cause irritation to the skin, eyes and respiratory tract.
    As for toxicity, when considering the route of its entry into the organism. When ingested orally, or due to the action of the digestive system, hydrolysis or other reactions occur, and the resulting products may be toxic and interfere with the normal physiological functions of the organism. Through skin contact, due to lipophilic, or through the skin barrier into the body, affecting the normal metabolism of cells. When inhaled, it may be deposited in the respiratory tract, causing adverse consequences such as inflammation. However, the exact safety and toxicity assessment requires rigorous experimental data, such as toxicological experiments, to explore its lethal half (LD50), toxic effects on specific cell lines, etc., in order to fully and accurately clarify its impact on organisms and the environment.