Ethyl 6 Fluoro 2 Trifluoromethyl Quinoline 4 Carboxylate
quinoline thiophene imidazole thiazole

ethyl 6-fluoro-2-(trifluoromethyl)quinoline-4-carboxylate

Taiy Chemical

    Specifications

    HS Code

    831920

    Chemical Formula C14H9F4NO2
    Molecular Weight 303.22
    Appearance Solid (likely, needs experimental data for certainty)
    Physical State At Room Temp Solid (assumed)
    Boiling Point Needs experimental determination
    Melting Point Needs experimental determination
    Solubility In Water Low (expected due to non - polar nature of fluorinated and aromatic groups)
    Solubility In Organic Solvents Soluble in non - polar to moderately polar organic solvents like dichloromethane, chloroform (expected)
    Vapor Pressure Low (due to its solid state and relatively high molecular weight)
    Density Needs experimental determination
    Flash Point Needs experimental determination
    Stability Stable under normal conditions, but may react with strong oxidizing or reducing agents

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    Frequently Asked Questions

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    What are the chemical properties of ethyl 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylate
    Ethyl + 6 - fluoro - 2 - (trifluoromethyl) quinoline - 4 - carboxylate is an organic compound with unique chemical properties and great value for investigation.
    This compound contains a quinoline ring, which is commonly found in many bioactive molecules, giving it potential biological activities, or antibacterial, anti-inflammatory, anti-tumor and other properties. Because the quinoline ring can interact with specific targets in organisms, it affects biological processes.
    The existence of 6 fluorine atoms and 2 trifluoromethyl groups greatly affects the physical and chemical properties of compounds. Fluorine atoms have high electronegativity, which can enhance molecular polarity and affect their solubility and stability. Trifluoromethyl has strong electron absorption, which can change the distribution of molecular electron clouds and affect the reactivity and biological activity. The presence of these two may make the compound more fat-soluble, easier to penetrate biofilms, and improve bioavailability.
    As an ester, it has the typical chemical properties of an ester. Hydrolysis can occur under acidic or alkaline conditions. When acidic hydrolysis, corresponding carboxylic acids and ethanol are formed; when basic hydrolysis, carboxylic salts and ethanol are formed. This property is crucial in organic synthesis and drug metabolism.
    The compound can also participate in nucleophilic substitution reactions. The specific position on the quinoline ring, due to the influence of fluorine atoms and trifluoromethyl groups, has a certain electrophilicity, which can replace with nucleophiles, providing the possibility for the construction of more complex organic molecules, and is widely used in the fields of drug development and materials science.
    In summary, ethyl + 6 - fluoro - 2 - (trifluoromethyl) quinoline - 4 - carboxylate has broad application prospects in the fields of medicine and materials due to its unique structure and rich chemical properties, and is worthy of in-depth study.
    What are the synthesis methods of ethyl 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylate
    There are several common methods for the synthesis of ethyl 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylate (6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylate).
    First, an aromatic compound containing fluorine and trifluoromethyl is used as the starting material. First, aniline derivatives with appropriate substituents and halogenated aromatic hydrocarbons containing fluorine and trifluoromethyl are used in the presence of bases and metal catalysts. Nucleophilic substitution reactions are carried out to construct quinoline ring precursor structures. For example, the reaction of p-fluoroaniline and 2-chloro-5-trifluoromethylbenzoate as raw materials, under the action of alkalis such as potassium carbonate and catalysts such as copper salts, can form intermediate products. Subsequently, through cyclization reaction, under appropriate conditions, such as in the presence of dehydrating agents such as concentrated sulfuric acid or polyphosphoric acid, heating prompts intramolecular cyclization to generate 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylic acid, and then esterification reaction with ethanol catalyzed by concentrated sulfuric acid to obtain the target product 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylic acid ethyl ester.
    Second, it can be started from 2 - (trifluoromethyl) -3 -oxoglutarate. First, it is condensed with fluorine-containing aromatic amines. This reaction may need to be carried out under weak acid catalysis to form an enamide intermediate. Then, through a series of reactions such as nucleophilic addition and dehydration in the molecule, a quinoline ring is constructed. After that, the formed quinoline-4-carboxylic acid is esterified, and ethanol and an appropriate catalyst (such as p-toluenesulfonic acid) are heated and refluxed to complete the esterification process to obtain the target 6-fluoro-2 - (trifluoromethyl) quinoline-4-carboxylic acid ethyl ester.
    Third, the cross-coupling reaction strategy catalyzed by palladium. Select suitable fluorine-containing aryl halides and trifluoromethyl-containing alkenyl halides, and carry out coupling reactions in the presence of palladium catalysts (such as tetra (triphenylphosphine) palladium, ligands (such as tri-tert-butylphosphine, etc.) and bases (such as cesium carbonate, etc.) to form alkenyl-containing intermediates. Subsequently, 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylic acid ethyl ester is synthesized through cyclization and subsequent esterification steps. The cyclization step may require conditions such as high temperature and free radical initiator, while esterification is achieved by ethanol and a suitable catalyst as described above.
    Ethyl 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylate is used in what fields
    Ethyl 6 - fluoro - 2 - (trifluoromethyl) quinoline - 4 - carboxylate is an organic compound. It has applications in various fields.
    In the field of medicinal chemistry, this compound may have significant medicinal potential. Due to its unique chemical structure, it may be used as a lead compound for the development of new drugs. Quinoline compounds often have a variety of biological activities, such as antibacterial, anti-inflammatory, anti-tumor, etc. The fluorine and trifluoromethyl in this compound may modify its biological activity and pharmacokinetic properties. For example, by modifying and optimizing its structure, high-efficiency and low-toxicity drugs for specific diseases may be created.
    In the field of materials science, ethyl 6 - fluoro - 2 - (trifluoromethyl) quinoline - 4 - carboxylate is also useful. Organic compounds are often used to prepare functional materials, such as optoelectronic materials. The conjugated properties of the quinoline structure may give the material unique optical and electrical properties. It may be applied to organic Light Emitting Diode (OLED), solar cells and other devices to improve device performance and efficiency.
    In the field of agricultural chemistry, the compound also has potential applications. Some quinoline derivatives have insecticidal, bactericidal and herbicidal activities. Ethyl 6 - fluoro - 2 - (trifluoromethyl) quinoline - 4 - carboxylate may be developed as a new type of pesticide, providing a new strategy for crop pest control, and because of its special structure, or environmentally friendly, efficient and other advantages.
    In addition, in the field of organic synthetic chemistry, this compound is an important intermediate, which can be used to construct more complex organic molecular structures. Through various chemical reactions, such as nucleophilic substitution, addition reactions, etc., it can be converted into a variety of organic compounds with specific functions, promoting the development and innovation of organic synthetic chemistry.
    What is the market outlook for ethyl 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylate?

    This compound may be used in the fields of medicine, pesticides, etc. In the field of medicine, quinoline compounds often have various biological activities, or can be used as key intermediates for the development of new drugs. With the advance of medical technology, the demand for compounds with special structures and activities is increasing. If this compound can exhibit unique pharmacological activities, such as antibacterial, anti-inflammatory, anti-tumor, etc., it must attract the attention of pharmaceutical companies. Its market prospect may be very broad.
    In terms of pesticides, compounds with fluorine atoms and trifluoromethyl groups often have the characteristics of high efficiency, low toxicity and environmental friendliness. If this "ethyl 6 - fluoro - 2 - (trifluoromethyl) quinoline - 4 - carboxylate" has been proven to be effective in insecticides, sterilization, weeding, etc., it must be important for pesticide research and development. Nowadays, agriculture is transitioning to green and efficient, and such compounds are expected to occupy a place in the creation of new pesticides.
    However, its market prospects are not smooth sailing. The difficulty and cost of the synthesis process are all key. If the synthesis steps are complicated and costly, its large-scale production and application must be limited. And the market competition is fierce, and there are many compounds of the same kind or with similar functions. To stand out, it is necessary to highlight unique advantages, such as higher activity, lower toxicity, better environmental compatibility, etc.
    Overall, "ethyl 6 - fluoro - 2 - (trifluoromethyl) quinoline - 4 - carboxylate" If it can overcome the synthesis problem and give full play to its structural advantages, it will gain considerable market prospects in the fields of medicine and pesticides; however, if it cannot meet the challenges of cost and competition, the road ahead may be full of thorns.
    What are the precautions in the preparation of ethyl 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylate
    When preparing ethyl 6-fluoro-2- (trifluoromethyl) quinoline-4-carboxylic acid ester, many matters need to be paid attention to.
    First and foremost, the selection and treatment of raw materials is the key. The raw materials used must have a high purity, and the presence of impurities is likely to interfere with the reaction process and reduce the yield and purity of the product. After purchasing raw materials, their quality should be properly verified and purified if necessary.
    The control of reaction conditions cannot be ignored. Temperature, pressure, reaction time, etc. all have a profound impact on the reaction. This reaction temperature must be precisely regulated. If it is too high, side reactions may occur, and if it is too low, the reaction rate will be slow, and the expected yield will not be achieved. The control of pressure also needs to meet the needs of the reaction to ensure the stable progress of the reaction. At the same time, the reaction time should also be strictly controlled. If it is too short, the reaction will not be completed, and if it is too long, it will cause the product to decompose. The use of
    catalysts also needs to be carefully considered. Appropriate catalysts can significantly improve the reaction rate and selectivity. However, the type and dosage of catalysts need to be carefully screened and optimized. If the dosage is too small, the catalytic effect will be poor; if the dosage is too large, it will increase the cost and may cause trouble for subsequent separation. The choice of
    solvent is also crucial. The solvent must not only be able to dissolve the raw materials and products well, but also be compatible with the reaction system and not cause additional side reactions. Different solvents affect the reaction rate, equilibrium and product distribution, so careful selection is required according to the reaction characteristics.
    Furthermore, the monitoring of the reaction process is indispensable. With the help of thin layer chromatography (TLC), gas chromatography (GC) and other analytical methods, the real-time tracking of the reaction process can be used to adjust the reaction conditions in a timely manner to ensure that the reaction proceeds in the desired direction.
    The separation and purification of the product is also a key link. After the reaction is completed, the product is often mixed with impurities, and high-purity products need to be obtained by extraction, distillation, column chromatography and other separation technologies. During the purification process, product loss and degradation should be avoided to ensure product quality. In conclusion, the preparation of ethyl 6-fluoro-2-trifluoromethyl quinoline-4-carboxylate requires careful control of raw materials, reaction conditions, catalysts, solvents, reaction monitoring, and product purification to achieve the desired preparation effect.