6 Methoxy 4 Hydroxyquinoline
quinoline thiophene imidazole thiazole

6-Methoxy-4-hydroxyquinoline

Taiy Chemical

    Specifications

    HS Code

    945441

    Chemical Formula C10H9NO3
    Molar Mass 191.184 g/mol
    Appearance Solid (usually white to off - white)
    Melting Point Data may vary, but generally in a certain range (check literature for exact value)
    Solubility In Water Poorly soluble
    Solubility In Organic Solvents Soluble in some organic solvents like ethanol, DMSO
    Pka Values related to its acidic nature, check literature for exact pKa of phenolic - OH and other acidic sites
    Uv Vis Absorption Absorbs in specific UV - Vis regions characteristic of quinoline derivatives
    Ir Absorption Has characteristic IR absorption bands for C - H, C = C, C = O, O - H, etc. vibrations
    Density Data may vary, specific value can be found in detailed literature

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    Frequently Asked Questions

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    What is the chemistry of 6-Methoxy-4-hydroxyquinoline?
    6-Methoxy-4-hydroxyquinoline is also an organic compound. It has specific chemical properties, which are discussed in detail today.
    This compound contains methoxy (-OCH) and hydroxyl (-OH) at specific positions of quinoline. Both methoxy and hydroxyl groups are active functional groups, which have a great influence on their chemical properties. Hydroxyl groups are nucleophilic and easily participate in many chemical reactions. Under suitable conditions, they can be esterified with acyl chloride, acid anhydride, etc., to form corresponding ester derivatives. In this process, the oxygen atom of the hydroxyl group attacks the carbon atom of the acyl group nucleophilically, and is transformed into an ester through a series of intermediates. < Br >
    Although the reactivity of methoxy group is slightly weaker than that of hydroxyl group, it is not inactive. It can produce an electronic effect on the benzene ring (a part of the quinoline structure), which affects the electron cloud density distribution of the benzene ring. This electronic effect may cause changes in the reactivity of the ortho and para-sites of the benzene ring. For example, in the electrophilic substitution reaction, methoxy groups make the ortho and para-sites of the benzene ring more vulnerable to the attack of electrophilic reagents, and the electron cloud density of the ortho and para-sites is relatively increased due to its electron effect.
    6-methoxy-4-hydroxyquinoline may have a certain acidity and alkalinity. Hydroxyl groups can weakly ionize protons and appear acidic. Although the acidity is weak, in a strong alkali environment, At the same time, the nitrogen atom in the quinoline ring has a lone pair of electrons, which can accept protons, so that the compound is alkaline in a strong acid environment or forms a corresponding salt compound.
    Furthermore, this compound may have unique optical properties due to its conjugate system. The conjugate system can delocalize electrons, or produce absorption and emission phenomena under specific wavelength light irradiation, which may have potential applications in fields such as fluorescence analysis.
    In summary, the chemical properties of 6-methoxy-4-hydroxyquinoline are formed by the interaction of functional groups in its structure and the overall conjugate system, which endows it with potential application value in organic synthesis, drug development and materials science.
    What are the common application fields of 6-Methoxy-4-hydroxyquinoline?
    6-Methoxy-4-hydroxyquinoline has important applications in the fields of medicine, materials science and organic synthesis.
    In the field of medicine, it often exhibits significant biological activity. For example, in antibacterial, it can act on the specific physiological mechanism of bacteria, interfering with the growth and reproduction of bacteria, just like a warrior holding a sword, directly attacking the survival foundation of bacteria, and has an inhibitory effect on a variety of pathogens. And in anti-tumor research, this compound may affect the signaling pathway of tumor cells, just like blocking the communication line of the enemy army, inhibiting the proliferation of tumor cells, providing a key precursor structure for the development of anti-cancer drugs, like the key to unlocking the treasure house of new anti-cancer drugs.
    In the field of materials science, 6-methoxy-4-hydroxyquinoline has a unique molecular structure and can be used to prepare optoelectronic materials. It can exhibit specific optical properties under light excitation, or can be applied to devices such as organic Light Emitting Diodes (OLEDs). For example, in the manufacture of OLED screens, it seems to add brilliant color to the screen emission and improve the display performance, just like injecting smart light into the screen.
    In the field of organic synthesis, as an important intermediate, it is like the cornerstone of building a complex organic molecular building. With its structural activity check point, chemists can introduce different functional groups through various chemical reactions to build diverse and complex organic compounds, laying the foundation for the synthesis of new functional materials and drugs, just like using it as a starting point to draw a colorful organic chemistry blueprint.
    What are 6-Methoxy-4-hydroxyquinoline synthesis methods?
    The synthesis method of 6-methoxy-4-hydroxyquinoline has been known for a long time. In the past, Zhu Xian was in the field of organic synthesis and devoted himself to exploring the preparation of this compound. The methods are different, and they are roughly described.
    First, aromatic amines and ethyl acetoacetate are used as starting materials, and this can be achieved through condensation and cyclization steps. Under specific reaction conditions, the amino group of aromatic amines is condensed with the carbonyl group of ethyl acetoacetate, and then cyclized to construct the skeleton of quinoline. Among them, the temperature of the reaction, the choice of solvent, and the choice of catalyst are all key. The appropriate temperature can promote the orderly progress of the reaction, and if it is too high, the side reactions will be clustered; the appropriate solvent can dissolve the reactants, which is conducive to mass and heat transfer; the delicate catalyst can reduce the energy barrier of the reaction and increase the rate of the reaction.
    Second, using phenolic compounds and nitrogen-containing reagents as raw materials, it is also possible. The ortho or para-position of the hydroxyl group of the phenol can be reacted with the nitrogen-containing reagent through nucleophilic substitution and other series reactions to form a ring to obtain quinoline derivatives, and then the introduction or modification of methoxy and hydroxyl groups. This process is crucial for the control of the reaction check point and the arrangement of the reaction sequence. It is necessary to make good use of various reaction conditions according to the characteristics of the compound to achieve accurate synthesis. < Br >
    Third, the reaction path catalyzed by transition metals. Transition metals, with their unique electronic structures, can activate the reactants and mediate the process of the reaction. Under the catalysis of metals such as palladium and copper, halogenated aromatics are coupled with nitrogen-containing nucleophiles, and then cyclized and subsequent functionalization to obtain 6-methoxy-4-hydroxyquinoline. In this approach, the ligand design of metal catalysts and the optimization of the catalytic system are important for improving the reaction efficiency and selectivity.
    All kinds of synthesis methods have their own advantages and disadvantages. The experimenter should consider factors such as the availability of raw materials, the difficulty of reaction, and the purity of the product in order to achieve the purpose of synthesis and contribute to the study of organic synthesis.
    What is the market outlook for 6-Methoxy-4-hydroxyquinoline?
    6-Methoxy-4-hydroxyquinoline, an organic compound, has emerged in many fields and has great market prospects.
    Looking at the field of medicine, many studies have revealed that 6-methoxy-4-hydroxyquinoline has potential biological activity and may become a key raw material for the creation of new drugs. For example, for some specific disease-related targets, it can show a certain affinity and regulation, which is expected to open up new paths for pharmaceutical research and development. However, it is mostly in the experimental research stage, and it still needs a lot of in-depth exploration and verification from clinical application.
    In the field of materials science, this compound endows materials with specific electrical and optical properties due to its unique molecular structure. For example, in organic optoelectronic materials, it may be possible to optimize the charge transport and luminous efficiency of materials, thereby improving the performance of related optoelectronic devices. Although some research results have been seen, in order to achieve large-scale commercial applications, there are still many obstacles such as complex preparation processes and high costs that need to be overcome.
    In terms of agriculture, there are studies to explore its application potential in the field of plant protection. It may have certain antibacterial and antiviral properties, and can be used to develop green and environmentally friendly pesticides to help sustainable agricultural development. However, in practical application, its impact on the environment and non-target organisms needs to be carefully evaluated.
    Overall, although 6-methoxy-4-hydroxyquinoline shows considerable potential in many fields, its comprehensive market expansion still faces many challenges such as technology, cost, and safety assessment. Only through continuous scientific research and innovation and practical exploration can we fully tap its commercial value and achieve wide application.
    What is the production process of 6-Methoxy-4-hydroxyquinoline?
    6-Methoxy-4-hydroxyquinoline is an important organic compound, and its preparation process is delicate and complex, involving many steps and considerations.
    The choice of starting materials is very critical. Quinoline mother nuclei are often constructed from compounds suitable for containing quinoline skeletons, or through multi-step reactions, and the mother nuclei construction needs to follow the principles and methods of organic synthesis to ensure that the reaction route is reasonable and feasible. The introduction of the
    methoxy group can be achieved by nucleophilic substitution reaction. Select suitable methoxylation reagents, such as iodomethane, dimethyl sulfate, etc. Under suitable alkali catalysis and reaction conditions, the reagents and reactants undergo nucleophilic substitution, and methoxy groups are introduced at specific positions in the quinoline ring. This process strictly controls the reaction temperature, time and the proportion of reactants. A slight difference in the pool will affect the yield and product purity.
    The introduction of hydroxyl groups can be achieved by hydrolysis, oxidation or other specific chemical reactions. If a hydroxyl group needs to be introduced at a specific position in the quinoline ring, it needs to be planned in advance, and the principle of positioning effect is used to guide the reaction to the desired check point. For example, the halogen atom can be replaced by a hydroxyl group under appropriate conditions by hydrolysis of halogenated quinoline compounds, so that the target product containing hydroxyl groups can be obtained.
    During the reaction process, the reaction conditions of each step are carefully controlled, such as temperature, pH, solvent selection, etc. Different reaction conditions have a profound impact on the reaction rate, selectivity and product purity. And after each step of the reaction, it is often necessary to separate and purify methods, such as column chromatography, recrystallization, etc., to remove impurities and obtain high-purity intermediates and final products.
    In short, the production process of 6-methoxy-4-hydroxyquinoline requires comprehensive organic chemistry knowledge and practical experience, careful planning of reaction routes, precise control of reaction conditions, and strict implementation of separation and purification in order to efficiently prepare high-purity compounds to meet the needs of scientific research, medicine and other fields.