4 Hydroxy 6 Methoxyquinoline
quinoline thiophene imidazole thiazole

4-Hydroxy-6-methoxyquinoline

Taiy Chemical

    Specifications

    HS Code

    716692

    Chemical Formula C10H9NO2
    Molecular Weight 175.184 g/mol
    Appearance Solid (likely, based on similar compounds)
    Melting Point No common data found, needs experimental determination
    Boiling Point No common data found, needs experimental determination
    Solubility In Water Low solubility, as it is a relatively hydrophobic aromatic compound
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, acetone
    Pka No common data found, needs experimental determination
    Stability Stable under normal conditions, but may react with strong oxidizing or reducing agents

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    General Information
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    Frequently Asked Questions

    As a leading 4-Hydroxy-6-methoxyquinoline supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What are the main uses of 4-Hydroxy-6-methoxyquinoline?
    4-Hydroxy-6-methoxyquinoline is used in various fields. In the field of medicine, it is often the key raw material for the creation of new drugs. Due to the diverse biological activities of quinoline compounds, this compound can be modified and derived to obtain drugs with specific pharmacological activities, such as antibacterial, anti-inflammatory, and anti-tumor genera. Doctors can use its structural characteristics to design drugs that can precisely act on pathogenic targets to treat various diseases.
    In the field of materials science, 4-hydroxy-6-methoxyquinoline also has unique uses. Due to its structure containing specific functional groups, it can be used to prepare materials with special properties, such as optical materials, conductive materials, etc. Through appropriate chemical reactions, it can be introduced into the material structure and endowed with special optical and electrical properties to meet different technical requirements.
    Furthermore, in the field of organic synthetic chemistry, this compound is an important intermediate. Chemists can use various organic reactions based on its structure to construct more complex organic molecular structures. Or perform substitution reactions, addition reactions, etc., to expand the structural complexity of molecules, provide paths for the synthesis of novel organic compounds, and then enrich the variety of organic compounds, providing more options for chemical research and industrial production. In short, 4-hydroxy-6-methoxyquinoline is an indispensable compound in many fields such as medicine, materials, and organic synthesis.
    What are the physical properties of 4-Hydroxy-6-methoxyquinoline?
    4-Hydroxy-6-methoxyquinoline is one of the organic compounds. Its physical properties have many specificities, and it is very important in the field of chemistry.
    First of all, its appearance, under normal conditions, 4-hydroxy-6-methoxyquinoline is mostly in a solid state, but this is uncertain, or varies depending on the preparation method and the environment. Its color is often white to light yellow powder, and the texture is uniform and delicate. This appearance can help to distinguish its substance.
    When it comes to melting point, this is an important indicator to determine the purity and characteristics of the compound. After many experiments, the melting point of 4-hydroxy-6-methoxyquinoline is about a certain range, and this value is roughly within this range due to slight differences or changes in experimental conditions. The determination of the melting point can be determined by thermal analysis, capillary method, etc., with high accuracy.
    Solubility is also its significant physical property. In organic solvents, 4-hydroxy-6-methoxyquinoline exhibits different solubility characteristics. For example, in alcoholic solvents, such as ethanol and methanol, there is a certain solubility, which is due to the formation of hydrogen bonds between molecules. In water, its solubility is relatively low, because the hydrophobic part of the molecular structure accounts for a large proportion, and the interaction with water is weak. < Br >
    Furthermore, its density also has specific values. Although it is not often the focus of attention, it also needs to be considered in specific reactions and preparations. The determination of density can be obtained under specific temperature conditions with the help of instruments such as densitometers.
    4-Hydroxy-6-methoxyquinoline has a specific refractive index, which is valuable in optical related research and applications. The refractive index reflects the ability of a substance to refract light and is closely related to the molecular structure. It can be used for purity detection and substance identification.
    The above physical properties are all the characteristics of 4-hydroxy-6-methoxyquinoline, which are of great significance to its research, synthesis and application.
    What is the chemistry of 4-Hydroxy-6-methoxyquinoline?
    4-Hydroxy-6-methoxyquinoline, this property belongs to the category of organic compounds. Looking at its structure, it contains a quinoline parent nucleus, and is connected to the hydroxyl group at the 4th position and the methoxy group at the 6th position. This special structure gives it unique chemical properties.
    As far as acidity and alkalinity are concerned, due to the nitrogen heterocycle, it has a certain degree of weak alkalinity and can form salts with strong acids. And because of the presence of hydroxyl groups, it can weakly ionize hydrogen ions, showing weak acidity, but the overall acidity is very weak.
    In terms of solubility, in view of the fact that the molecule contains polar hydroxyl groups and methoxy groups, it has a certain solubility in polar solvents such as alcohols and ketones. However, due to its large conjugated system, the overall hydrophobicity is certain, and the solubility in water
    In terms of chemical stability, the quinoline ring is relatively stable, but the ortho-position of the hydroxyl group is affected by the ring, which is prone to electrophilic substitution reactions, such as halogenation, nitrification, etc., and the hydroxyl group can be oxidized to cause structural changes. Methoxy groups are relatively stable and are not easy to change under normal conditions. However, under special conditions such as strong nucleophiles or strong acids, or there may be ether bond cleavage.
    In terms of reactivity, in addition to electrophilic substitution, due to the existence of conjugated systems, they can participate in cycloaddition reactions, such as Diels-Alder reactions with dienophiles. At the same time, hydroxyl groups can participate in esterification, etherification and other reactions, which are important reaction check points in organic synthesis. In conclusion, 4-hydroxy-6-methoxyquinoline has potential applications in organic synthesis and medicinal chemistry due to its unique structure and rich chemical properties.
    What are 4-Hydroxy-6-methoxyquinoline synthesis methods?
    The synthesis method of 4-hydroxy-6-methoxyquinoline has always been one of the major topics in organic synthetic chemistry. In the past, many scholars have studied it here, and now describe their common methods.
    First, aniline and β-ketoate containing corresponding substituents are used as starting materials, and they are prepared through a process of condensation and cyclization. First, aniline and β-ketoate are condensed in a suitable reaction medium, such as alcohol solvent, under the catalysis of acid or base, to form an intermediate product. This intermediate product is cyclized by heating and aromatized to obtain 4-hydroxy-6-methoxyquinoline. The acid-base catalyst used can obtain a good yield when carefully selected depending on the activity of the substrate and the reaction conditions, and the reaction temperature and time need to be precisely controlled.
    Second, based on the modification of quinoline mother nuclei. Prepare 6-methoxyquinoline first, and then introduce 4-hydroxyl groups through a suitable hydroxylation reaction. Electrophilic substitution reaction can be used, under specific reaction conditions, with a suitable hydroxylation reagent, such as a halogenation reagent commonly used in phenolic compounds, combined with a base system, so that 6-methoxyquinoline can be substituted at the 4-position to obtain the target product. However, in this process, attention should be paid to regioselectivity to avoid unnecessary substitution at other positions.
    Third, the coupling reaction catalyzed by transition metals. Halogenated aromatics containing suitable substituents and alkenyl or alkynyl compounds are selected. Under the catalysis of transition metal catalysts such as palladium and copper, carbon-carbon bonds are first formed through coupling reactions to form intermediates with specific structures. Subsequently, 4-hydroxy-6-methoxyquinoline is synthesized through steps such as intramolecular cyclization and aromatization. Transition metal catalysis conditions are relatively mild and high selectivity, but the cost and recycling of catalysts are also factors to be considered.
    All synthesis methods have their own advantages and disadvantages. In practical applications, the best one should be selected according to the availability of raw materials, the difficulty of reaction conditions, the purity and yield of the target product, and many other factors.
    4-Hydroxy-6-methoxyquinoline in what areas?
    4-Hydroxy-6-methoxyquinoline is useful in various fields. In the field of medicine, this compound is of unique value. Due to its structural properties, it can interact with specific targets in organisms, which makes it a key component in the development of drugs. For example, it can be used as a lead compound of antibacterial drugs, which can interfere with the physiological process of bacteria through its special chemical structure, achieving antibacterial effect; or it can play a role in the creation of anti-cancer drugs, by affecting the metabolism or proliferation pathway of cancer cells.
    In the field of materials science, 4-hydroxy-6-methoxyquinoline is also useful. It can participate in the synthesis of special materials, such as optoelectronic materials. Due to its certain optical and electrical properties, it can be incorporated into the material, or the photoelectric properties of the material can be improved, such as enhancing the fluorescence emission of the material, or optimizing its charge transport ability, in the manufacture of organic Light Emitting Diodes (OLEDs) and other devices.
    Furthermore, in the field of chemical analysis, 4-hydroxy-6-methoxyquinoline can be used as an analytical reagent. Due to its unique selective binding ability to certain metal ions and other specific substances, it can detect the presence and content of target substances sensitively and specifically through observable signals such as color change and fluorescence change generated by the reaction with them, and has potential application prospects in environmental monitoring, biological sample analysis, etc.