2 Hydroxyquinoline 4 Carbonyl Chloride
quinoline thiophene imidazole thiazole

2-hydroxyquinoline-4-carbonyl chloride

Taiy Chemical

    Specifications

    HS Code

    710436

    Chemical Formula C10H6ClNO2
    Molar Mass 207.613 g/mol
    Appearance Solid (usually a white to off - white powder)
    Melting Point Specific value would require experimental determination
    Boiling Point Specific value would require experimental determination
    Solubility In Organic Solvents Soluble in many common organic solvents like dichloromethane, chloroform
    Solubility In Water Insoluble in water
    Density Specific value would require experimental determination
    Stability Stable under normal conditions, but reactive towards nucleophiles
    Irritancy May be an irritant to skin, eyes and respiratory system

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    Frequently Asked Questions

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    What are the chemical properties of 2-hydroxyquinoline-4-carbonyl chloride?
    2-Hydroxyquinoline-4-carbonyl chloride, this is an organic compound. It has a variety of unique chemical properties and has applications in many fields.
    First of all, the compound contains chlorine atoms, which are active and easy to participate in nucleophilic substitution reactions. When nucleophilic reagents, such as alcohols and amines, are close, chlorine atoms will be replaced by nucleophilic reagents. For example, when reacted with alcohols, corresponding ester compounds can be formed; when reacted with amines, amides can be formed. This property makes it a key intermediate for the construction of complex compounds in organic synthesis, laying the foundation for the synthesis of various organic molecules with special structures and functions.
    Furthermore, the existing hydroxyl and quinoline ring structures in the molecule endow it with unique chemical activities. Hydroxyl groups can undergo esterification, etherification and other reactions. Under appropriate conditions, hydroxyl groups can react with acid anhydrides or acyl chlorides to form ester groups, which change the physical and chemical properties of the molecule. The quinoline ring, as a nitrogen-containing heterocycle, has certain aromaticity and electron cloud distribution characteristics. This makes the whole molecule not only modify the hydrogen atoms on the ring through substitution reactions, but also undergo some reactions involving the ring based on the electronic structure characteristics of the quinoline ring, such as electrophilic substitution reactions. At the same time, due to the interaction of carbonyl groups with quinoline rings and hydroxyl groups, the electron cloud distribution of the molecule is further changed, which affects its reactivity and selectivity.
    In addition, 2-hydroxyquinoline-4-carbonyl chloride may undergo hydrolysis under certain conditions. Because the chlorine atom is affected by the electronic effect of carbonyl and quinoline rings, it is more susceptible to attack by hydroxyl groups in water molecules, thereby hydrolyzing to form corresponding carboxylic acids. This hydrolysis reaction requires careful control of the reaction conditions in organic synthesis to avoid unnecessary side reactions. In short, these chemical properties of 2-hydroxyquinoline-4-carbonyl chloride make it show important application value in drug synthesis, materials science and other fields, providing the possibility for the creation of new drugs and functional materials.
    What are the common synthesis methods of 2-hydroxyquinoline-4-carbonyl chloride?
    2-Hydroxyquinoline-4-carbonyl chloride is an important intermediate in organic synthesis. Its common synthesis methods generally have the following numbers.
    First, use 2-hydroxyquinoline-4-carboxylic acid as the starting material. The carboxylic acid is placed in a suitable reaction vessel, and an appropriate amount of chlorination reagent is added, such as sulfoxide chloride ($SOCl_2 $). Sulfoxide chloride is a commonly used chlorination reagent, which has high reactivity with carboxylic acids. After mixing the two, heat to promote the reaction. During the reaction, the sulfur atom in thionyl chloride is electrophilic and can attack the carboxyl carbon atom of the carboxylic acid. After a series of complex electron transfer and chemical bond rearrangement, the hydroxyl group of the carboxyl group is replaced by the chlorine atom, and then 2-hydroxyquinoline-4-carbonyl chloride is formed. After the reaction, due to the relatively low boiling point of thionyl chloride, the excess sulfoxide chloride can be removed by distillation to obtain a purer product.
    Second, 2-hydroxy-4-methylquinoline can also be used as the starting material. First, it is oxidized to 2-hydroxyquinoline-4-carboxylic acid with a suitable oxidizing agent, such as potassium permanganate ($KMnO_4 $) or potassium dichromate ($K_2Cr_2O_7 $). This oxidation process requires attention to the control of reaction conditions, such as temperature, pH, etc., to prevent excessive oxidation. After obtaining 2-hydroxyquinoline-4-carboxylic acid, 2-hydroxyquinoline-4-carbonyl chloride is prepared by the above method of chlorination with sulfoxide chloride.
    Third, if 2-hydroxyquinoline-4-cyanoquinoline is used as a raw material, the cyano group can be hydrolyzed to the carboxyl group first. When hydrolyzing, acids or bases are usually used as catalysts. If acid catalysis is used, strong acids such as sulfuric acid are commonly used; if alkali catalysis is used, strong bases such as sodium hydroxide can be used. After hydrolysis is completed, 2-hydroxyquinoline-4-carboxylic acid is obtained, and the subsequent step is still chlorination with thionyl chloride to obtain the target product 2-hydroxyquinoline-4-carbonyl chloride.
    All synthesis methods have their own advantages and disadvantages. In practical application, the appropriate method is carefully selected according to many factors such as the availability of raw materials, the difficulty of controlling the reaction conditions, and the purity requirements of the product.
    2-hydroxyquinoline-4-carbonyl chloride is mainly used in which areas
    2-Hydroxyquinoline-4-carbonyl chloride is useful in various fields. In the field of pharmaceutical creation, it can be a key raw material and help the research and development of new drugs. Due to its unique structure, it can interact with many targets in the body, or can be chemically modified to produce compounds with high pharmacological activity, such as antibacterial, anti-inflammatory, anti-tumor and other drugs, which contribute to the great cause of healing diseases and benefiting patients.
    In the field of materials science, it also has important functions. It can be used as a monomer with a special structure and polymerized to prepare polymer materials with excellent performance. Such materials may have unique optical, electrical or thermal properties, and are expected to emerge in the fields of optical displays and electronic devices, providing new opportunities for material innovation.
    Furthermore, in the field of organic synthesis chemistry, 2-hydroxyquinoline-4-carbonyl chloride is often an indispensable reagent. Its active carbonyl chloride functional group can participate in a variety of classical organic reactions, such as nucleophilic substitution reactions, to construct complex organic molecular structures, providing organic synthesis chemists with rich strategies and approaches to help synthesize various organic compounds with special functions or structures.
    What are the physical properties of 2-hydroxyquinoline-4-carbonyl chloride?
    2-Hydroxyquinoline-4-carbonyl chloride, this material has unique physical properties. Its color is light yellow to light brown, and it is a crystalline solid at room temperature. It is more brittle. It is common in the form of powder or fine crystals. The melting point is between 130 and 135 ° C. At this temperature, the molecules in the lattice can be freed from bondage, and the lattice disintegrates and turns to a liquid state.
    Its solubility is unique, slightly soluble in water, because its molecules contain hydrophobic quinoline rings, and the force between water molecules is weak. However, it can be soluble in organic solvents such as dichloromethane, chloroform, and tetrahydrofuran. In dichloromethane, due to the interaction between the van der Waals force between the solvent and the solute molecule and the dipole-dipole interaction, it can be well dispersed and dissolved.
    Furthermore, 2-hydroxyquinoline-4-carbonyl chloride is hygroscopic, and it is easy to absorb water from the air when placed in a high humidity environment. Because its carbonyl and hydroxyl groups are hydrophilic, it can form hydrogen bonds with water molecules, ingest water or affect its purity and reactivity.
    In addition, this substance has a certain volatility. Although it evaporates slowly, in an open or high temperature environment, the molecule can break free from the surface binding and escape into the air. When storing, it needs to be sealed at low temperature to prevent the content from being reduced due to volatilization. Its physical properties are of great significance to related chemical reactions, storage, and applications, and can only be used rationally if they are deeply understood.
    2-hydroxyquinoline-4-carbonyl chloride during storage and transportation
    2-Hydroxyquinoline-4-carbonyl chloride is an important raw material for organic synthesis. During storage and transportation, many matters must be paid attention to.
    Its nature is lively, it is easy to react with water, and it will hydrolyze to form corresponding acids in contact with water. Therefore, when storing, be sure to ensure that the environment is dry, and it needs to be placed in a sealed container to prevent moisture from invading. If stored in a humid environment, its quality will be affected, resulting in a great discount in use.
    This substance is also unstable to heat, and it is easy to decompose when heated, causing changes in chemical properties. Therefore, the storage temperature should be low, and it should usually be stored in a cool place to avoid direct sunlight and high temperature environment. High temperature will accelerate its decomposition rate and reduce its active ingredients.
    During transportation, pay attention to shock and collision prevention. Because it is a chemical product, if the package is damaged by violent vibration or collision, it will not only cause material leakage, pollute the environment, but also the leaked substances may react with external substances, causing danger. The package must be sturdy and durable, and can withstand a certain degree of vibration and impact.
    In addition, 2-hydroxyquinoline-4-carbonyl chloride is toxic and corrosive to a certain extent, and contact with the human body can cause injury. Storage and transportation personnel should be equipped with appropriate protective equipment, such as gloves, goggles, protective clothing, etc., to prevent inadvertent contact. In the event of a leak, it should be properly cleaned up immediately according to the corresponding emergency treatment measures to avoid greater harm to personnel and the environment. Only by strictly following the above precautions can the safety and quality of 2-hydroxyquinoline-4-carbonyl chloride be ensured during storage and transportation.