4 Chloro 8 Hydroxyquinoline
quinoline thiophene imidazole thiazole

4-CHLORO-8-HYDROXYQUINOLINE

Taiy Chemical

    Specifications

    HS Code

    196222

    Chemical Formula C9H6ClNO
    Molar Mass 179.603 g/mol
    Appearance Yellow - brownish solid
    Solubility In Water Insoluble
    Solubility In Organic Solvents Soluble in ethanol, chloroform, etc.
    Melting Point 156 - 158 °C
    Odor Faint, characteristic odor

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    General Information
    Where to Buy 4-CHLORO-8-HYDROXYQUINOLINE in China?
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    Frequently Asked Questions

    As a leading 4-CHLORO-8-HYDROXYQUINOLINE 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-CHLORO-8-HYDROXYQUINOLINE?
    4-Chloro-8-hydroxyquinoline, this is an organic compound. It has a wide range of uses and has important applications in many fields.
    In the field of medicine, it often exhibits antibacterial properties. It can inhibit the growth of a variety of pathogens, thereby helping to prevent and treat diseases. For example, in some external drugs, it can play a therapeutic role in treating skin infections and other conditions by virtue of its antibacterial effect.
    In the field of analytical chemistry, it is a commonly used analytical reagent. Because it can form complexes with a variety of metal ions with specific colors and properties, it is often used for qualitative and quantitative analysis of metal ions. For example, for the detection of aluminum ions, magnesium ions, etc., 4-chloro-8-hydroxyquinoline is a commonly used reagent, which can achieve accurate determination of these ions by generating the characteristics of complexes.
    In the field of materials science, it also has certain value. It can be used as a key intermediate in the synthesis of some functional materials, and through further chemical reactions, materials with specific properties can be obtained, such as some optical materials or materials with special adsorption properties.
    In the field of agriculture, due to its antibacterial properties, it can also be used in some agricultural products for preservation or plant disease control related research and applications, reducing problems such as deterioration caused by microbial damage during storage of agricultural products.
    What are the physical properties of 4-CHLORO-8-HYDROXYQUINOLINE?
    4-Chloro-8-hydroxyquinoline is one of the organic compounds. Its unique physical properties are described as follows:
    Looking at its properties, it is a white-like to light yellow crystalline powder under normal conditions, and this color state is easy to identify. Its melting point is quite high, about 138-143 ° C. The characteristics of the melting point are crucial in the identification and purification of compounds. Higher melting points suggest strong intermolecular forces and relatively stable structures.
    Solubility is also an important physical property. 4-Chloro-8-hydroxyquinoline is slightly soluble in water, which is due to the polarity of water molecules and the molecular structure characteristics of the compound. However, it is soluble in many organic solvents, such as ethanol, chloroform, ether, etc. The good solubility of organic solvents makes it widely used in the fields of organic synthesis and extraction. In ethanol, its solubility can be used to prepare solutions for subsequent reactions or analysis.
    In addition, 4-chloro-8-hydroxyquinoline has certain sublimation properties. Under specific temperature and pressure conditions, it can directly transform from solid to gaseous state without liquid state. The sublimation characteristics are of particular significance in the separation and purification of compounds. High-purity 4-chloro-8-hydroxyquinoline can be effectively obtained by sublimation method.
    In addition, it is more sensitive to light in the solid state, and long-term light exposure or photochemical reactions cause it to change color and structure. Therefore, when storing, it needs to be placed in a cool and dark place to maintain its chemical stability. This photosensitivity also provides potential opportunities for its application in some photoresponsive materials.
    Is 4-CHLORO-8-HYDROXYQUINOLINE chemically stable?
    The chemical properties of 4-chloro-8-hydroxyquinoline are still stable. This compound contains chlorine atoms and hydroxyl groups. The chlorine atoms have certain electronegativity and can show activity in specific reactions. However, under normal conditions, the carbon-chlorine bond is quite firm and not easy to break without reason. Hydroxyl groups are nucleophilic and can participate in many reactions, but their reactivity is also controlled by other parts of the molecular structure.
    In terms of its stability, it can maintain its own structure intact at room temperature and pressure without special chemical reagents or extreme conditions. However, in case of strong oxidants, the hydroxyl groups may be oxidized, causing molecular structure changes. The strong reducing agent may affect the carbon-chlorine bond and separate the chlorine atom. Under high temperature environment, molecular vibration intensifies, the energy of the chemical bond increases, or the decomposition reaction is initiated.
    In organic solvents, 4-chloro-8-hydroxyquinoline can be dissolved in some organic solvents due to both polar and non-polar parts. This dissolution process does not change the chemical structure, only physical dispersion, so the stability is not significantly affected.
    In summary, 4-chloro-8-hydroxyquinoline is relatively stable under general conventional conditions. However, when specific chemical reagents, temperatures, solvents and other conditions change, the stability may change due to chemical reactions.
    What are 4-CHLORO-8-HYDROXYQUINOLINE synthesis methods?
    The synthesis of 4-chloro-8-hydroxyquinoline has been known for a long time, and there are various methods. The following are briefly described.
    One is the halogenation method using 8-hydroxyquinoline as the starting material. In a suitable solvent, such as glacial acetic acid, add 8-hydroxyquinoline, and then slowly add a halogenating agent, such as sulfoxide chloride or phosphorus oxychloride. During the reaction, the temperature needs to be carefully regulated, usually under the condition of heating and reflux, so that it can fully react. In this process, the chlorine atom of the halogenating reagent replaces the hydrogen atom at a specific position in the 8-hydroxyquinoline phenyl ring, thereby generating 4-chloro-8-hydroxyquinoline. After the reaction is completed, the product can be obtained through various steps such as cooling, filtration, washing, drying, etc.
    The second is derived from the Skraup synthesis method. The reaction is heated together with o-aminophenol, glycerol, concentrated sulfuric acid and appropriate catalysts, such as arsenic pentoxide. At the beginning of the reaction, glycerol is dehydrated under the action of concentrated sulfuric acid to form acronaldehyde. Acronaldehyde undergoes a nucleophilic addition reaction with o-aminophenol, and then a quinoline ring is constructed through complex processes such as cyclization and dehydration. In the reaction system, if the reaction conditions, such as temperature and the proportion of reactants, chlorine atoms can be introduced at specific positions to generate 4-chloro-8-hydroxyquinoline. Subsequent steps such as separation and purification are also required to obtain a pure product.
    The third is the oxidation method using 4-chloroquinoline as raw material. Dissolve 4-chloroquinoline in a suitable organic solvent, such as dichloromethane, and slowly add a strong oxidizing agent, such as m-chloroperoxybenzoic acid, in a low temperature environment. This oxidizing agent can oxidize the nitrogen atom of 4-chloroquinoline and introduce hydroxyl groups to generate 4-chloro-8-hydroxyquinoline. After the oxidation reaction is completed, the products are separated and purified by extraction, column chromatography and other methods to remove unreacted raw materials and by-products.
    The above synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to choose carefully according to specific needs, raw material availability and cost factors.
    4-CHLORO-8-HYDROXYQUINOLINE what are the precautions during use
    4-Chloro-8-hydroxyquinoline is an important organic compound that is widely used in many fields. However, when using it, you should pay attention to the following points:
    First, the safety protection must be comprehensive. This compound may be toxic and irritating, and it can cause discomfort or even damage when it touches the skin, eyes or inhales its dust and vapor. Therefore, when using, strictly follow safety procedures, wear protective clothing, gloves and goggles, and operate in a well-ventilated manner to prevent contact and inhalation. If you come into contact accidentally, rinse with plenty of water quickly and seek medical attention if necessary.
    Second, storage conditions should not be ignored. It should be stored in a cool, dry and ventilated place, away from fire and heat sources, and avoid direct sunlight. Due to its nature or instability, heat, light or contact with certain substances, or cause decomposition and deterioration, affecting its quality and performance. At the same time, it should be stored separately from oxidants, acids, etc., and should not be mixed to prevent dangerous reactions.
    Third, accurately grasp the dosage. In different application scenarios, accurately control the dosage according to specific needs and reaction mechanisms. If the dosage is too small, it may be difficult to achieve the desired effect; if the dosage is too large, it may cause side reactions, increase costs, and may also cause adverse effects on subsequent steps or the environment.
    Fourth, understand its chemical properties. Knowing the reaction characteristics of 4-chloro-8-hydroxyquinoline and other substances can avoid mixing with incompatible substances under improper conditions and prevent accidental chemical reactions, such as violent reactions and toxic gases.
    Fifth, waste disposal needs to be in compliance. After use, the remaining compounds and related waste must not be discarded at will, and should be properly disposed of in accordance with relevant environmental regulations and regulations to prevent pollution of the environment.