4 Chloro 6 Trifluoromethyl Quinoline
quinoline thiophene imidazole thiazole

4-chloro-6-(trifluoromethyl)quinoline

Taiy Chemical

    Specifications

    HS Code

    340247

    Name 4-chloro-6-(trifluoromethyl)quinoline
    Molecular Formula C10H5ClF3N
    Molecular Weight 233.6 g/mol
    Appearance Solid (usually)
    Boiling Point Approx. 270 - 280 °C (estimated)
    Melting Point Data might vary, typically in a solid - melting range
    Density Data needed for accurate value
    Solubility In Water Low solubility in water
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform
    Pka Data needed for accurate value
    Logp Data needed for accurate value, but likely lipophilic due to fluoromethyl and aromatic groups
    Chemical Class Heterocyclic aromatic compound

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    Frequently Asked Questions

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    What are the chemical properties of 4-chloro-6- (trifluoromethyl) quinoline?
    4-Chloro-6- (trifluoromethyl) quinoline is also an organic compound. It has unique chemical properties and has important uses in many fields.
    Looking at its structure, the quinoline ring system endows it with certain stability and conjugation properties. The introduction of chlorine atoms and trifluoromethyl groups significantly improves its electron cloud distribution and steric hindrance.
    When it comes to chemical activity, chlorine atoms are more active and can participate in nucleophilic substitution reactions. In case of nucleophilic reagents, chlorine atoms are easily replaced to form new derivatives. This property makes 4-chloro-6- (trifluoromethyl) quinoline a key intermediate in organic synthesis, which can be used to construct multiple heterocyclic compounds to prepare drug molecules with specific biological activities.
    The existence of trifluoromethyl greatly affects the physical and chemical properties of molecules. Due to its strong electron absorption, it can enhance the lipid solubility of molecules and affect the biofilm penetration of compounds. In drug development, this property helps to improve the bioavailability of drugs. At the same time, trifluoromethyl also makes molecules have high chemical stability and thermal stability. In the field of materials science, it can be used to prepare high temperature and chemical corrosion resistant materials. Due to its unique chemical properties, 4-chloro-6- (trifluoromethyl) quinoline has shown broad application prospects in the fields of medicinal chemistry and materials science, providing an important material basis for the research and development of related fields.
    What are the main uses of 4-chloro-6- (trifluoromethyl) quinoline?
    4-Chloro-6- (trifluoromethyl) quinoline is one of the most important compounds in the field of organic synthesis. It has a wide range of uses and is described as follows:
    First, in the field of medicinal chemistry, this compound plays a key role. Many studies have shown that compounds containing quinoline structures often have significant biological activities. 4-chloro-6- (trifluoromethyl) quinoline can be used as the core structure of the lead compound. By chemically modifying it, new drugs with unique pharmacological activities can be created. For example, some of the drugs developed on this basis have shown the ability to inhibit the proliferation of specific cancer cells, which is expected to become a new direction for the development of anti-cancer drugs; others have inhibitory effects on certain bacteria, or can be developed as antimicrobial drugs to help solve the increasingly serious problem of bacterial resistance.
    Second, in the field of materials science, 4-chloro-6 - (trifluoromethyl) quinoline also has important uses. Due to its special molecular structure, it endows materials with unique physical and chemical properties. For example, its introduction into polymer materials can improve the optical properties of materials, making them suitable for the manufacture of optoelectronic devices, such as organic Light Emitting Diodes (OLEDs). In such devices, the compound can optimize the luminous efficiency and stability, and improve the overall performance of the device.
    Third, in the field of organic synthetic chemistry, 4-chloro-6- (trifluoromethyl) quinoline is a key intermediate, which is widely used in the construction of complex organic molecules. The chlorine atom and trifluoromethyl in its structure are active reaction check points, and can participate in many classic organic reactions, such as nucleophilic substitution reactions, metal-catalyzed coupling reactions, etc. Through these reactions, chemists can ingeniously construct various organic compounds with novel structures and unique functions, providing a rich material basis and diverse synthesis strategies for the development of organic synthetic chemistry.
    What are the synthesis methods of 4-chloro-6- (trifluoromethyl) quinoline?
    There are several common methods for synthesizing 4-chloro-6- (trifluoromethyl) quinoline.
    One is to use suitable aromatic amine compounds and aromatic aldose containing trifluoromethyl and chlorine atoms in the presence of acidic catalysts. At the beginning of the reaction, the amino group of the aromatic amine is condensed with the aldehyde group to form a Schiff base intermediate, and then the quinoline ring system is constructed through steps such as cyclization and dehydration. In this process, the choice of acidic catalysts is quite critical, such as p-toluenesulfonic acid, which can effectively promote the reaction and improve the yield. < Br >
    The second can be achieved by coupling reaction catalyzed by transition metals starting from halogenated aromatics. The coupling reaction of Suzuki occurs with halogenated aromatics containing trifluoromethyl and chlorine-containing aryl boronic acid or its esters under the action of transition metal catalysts such as palladium and nickel. The reaction needs to be carried out in a suitable base and organic solvent. The base can adjust the pH of the reaction system and promote the activity of the catalyst. The organic solvent provides a good environment for the reaction to ensure the solubility of each reactant. Commonly used bases include potassium carbonate, sodium carbonate, etc., and organic solvents such as dioxane and toluene.
    Furthermore, quinoline is used as the starting material, and the target product can also be prepared by halogenation and trifluoromethylation. The chlorination reaction of quinoline is carried out first, and chlorine atoms are introduced at a specific position in the quinoline ring under suitable reaction conditions. After that, trifluoromethylation reagents, such as sodium trifluoromethanesulfonate, are used to introduce trifluoromethyl at another specific position in the quinoline ring under appropriate reaction conditions to obtain 4-chloro-6- (trifluoromethyl) quinoline.
    All synthesis methods have their own advantages and disadvantages. In practical applications, the appropriate synthesis path should be carefully selected according to the availability of reactants, the difficulty of controlling reaction conditions, yield and purity requirements.
    What are the precautions for 4-chloro-6- (trifluoromethyl) quinoline in storage and transportation?
    4-Chloro-6- (trifluoromethyl) quinoline is a genus of organic compounds. During storage and transportation, many precautions should not be ignored.
    First words storage, this compound is more active and easy to react with other substances, so it must be stored in a cool, dry and well-ventilated place. Avoid open flames and hot topics to prevent the risk of fire. Because of its sensitivity to air or moisture, it should be sealed and stored to prevent deterioration. If placed in an improper environment, such as high temperature and humidity, it may cause decomposition, damage its quality, or health safety.
    As for transportation, it must be properly packaged in accordance with relevant regulations. The packaging materials used must be able to protect them from vibration and collision, and prevent leakage. During transportation, temperature control is also essential, and it should not be placed in a high temperature environment. If it is a long-distance transportation, it is necessary to check the complete damage of the packaging regularly to ensure that there is no leakage. In case of leakage, deal with it quickly according to emergency methods to prevent it from polluting the environment and endangering people and animals.
    In short, the storage and transportation of 4-chloro-6- (trifluoromethyl) quinoline is related to safety and quality. It is necessary to strictly abide by the procedures, treat it with caution, and do not slack a little.
    What are the effects of 4-chloro-6- (trifluoromethyl) quinoline on the environment and the human body?
    4-Chloro-6- (trifluoromethyl) quinoline, its impact on the environment and human body is of great concern to the world.
    In the environment, this compound has certain characteristics. Its chemical structure is special, making it difficult to degrade in the natural environment. If released in water, due to its hydrophobicity, or adsorption on suspended particles, it settles to the bottom sediment, which persists for a long time, affecting the survival and reproduction of benthic organisms. In soil, it will change the physical and chemical properties of the soil, hinder the absorption of nutrients by plant roots, interfere with the normal growth of plants, or cause plant dysplasia and reduce yield. And it migrates, transforms, or enters the food chain in the environment and gradually accumulates. After ingestion of low-level organisms, although the amount is small, it is passed through the food chain and reaches higher organisms, the concentration may increase significantly, threatening the stability of biological populations.
    As for the human body, 4-chloro-6- (trifluoromethyl) quinoline also poses potential hazards. After entering the human body through respiratory, dietary or skin contact, it may interfere with the normal physiological functions of the human body. Studies have shown that it may affect the human endocrine system, interfere with the synthesis, secretion and regulation of hormones, cause endocrine disorders, and cause various problems such as reproductive dysfunction and metabolic disorders. It may also have inhibitory effects on the immune system, weakening the body's ability to resist pathogens, making people more susceptible to disease. Long-term exposure to this compound may increase the risk of certain chronic diseases, such as cancer. Due to the presence of halogen atoms and fluoromethyl atoms in its chemical structure, or its genotoxicity, it damages the DNA structure of human cells, triggers gene mutations, and eventually causes abnormal cell proliferation and formation of tumors.
    In summary, 4-chloro-6- (trifluoromethyl) quinoline has a significant impact on the environment and human body, and it needs to be closely monitored and properly disposed of.