8 Hydroxyquinoline
Quinoline Thiophene Imidazole Thiazole
8-Hydroxyquinoline
Chemical Formula C9H7NO
Molar Mass 145.16 g/mol
Appearance Yellow to brown solid
Melting Point 72 - 74 °C
Boiling Point 267 - 269 °C
Solubility In Water Slightly soluble
Solubility In Organic Solvents Soluble in ethanol, ether, chloroform
Odor Faint, characteristic
Density 1.256 g/cm³ (estimated)
Ph Aqueous Solution Neutral to slightly basic
Stability Stable under normal conditions
FAQ

What are the main uses of 8-Hydroxyquinoline?

8-Hydroxyquinoline has a wide range of uses. In the field of chemical analysis, it is a key reagent. Because it can form complexes with many metal ions with specific colors and insolubility, it is often used for qualitative and quantitative analysis of metal ions. For example, in the determination of metal ions such as aluminum, magnesium, and zinc, 8-hydroxyquinoline can be precisely determined by precipitation gravimetry or colorimetry by complexing with these ions.

In the field of medicine, 8-hydroxyquinoline also has extraordinary performance. It has certain antibacterial and antifungal properties and can be used to prepare some external drugs, such as ointments for treating skin diseases, to inhibit the growth of bacteria and fungi and promote the healing of skin diseases.

In the field of materials science, 8-hydroxyquinoline and its derivatives can be used as an important part of organic light-emitting materials. Due to its unique structure and optical properties, it can be used in organic electroluminescent devices (OLEDs) to help improve the luminous efficiency and stability of the device, and then improve the performance of display screens and other related products.

In addition, in the agricultural field, 8-hydroxyquinoline can act as a plant growth regulator. Appropriate use can regulate the growth and development process of plants, such as promoting seed germination, improving plant stress resistance, etc., and contributing to the increase of crop yield and income. From this perspective, 8-hydroxyquinoline plays an indispensable role in many fields.

What are the physical properties of 8-Hydroxyquinoline?

8-Hydroxyquinoline is an organic compound. It has unique physical properties and is widely used in many fields.

Looking at its properties, it is a nearly white to light yellow crystalline powder under normal conditions, and occasionally it is needle-like crystals. This substance has a certain degree of sublimation, and under specific conditions, it can be directly converted from solid to gaseous. Its melting point is about 75-76 ° C. When heated to this temperature, it melts from solid to liquid. The boiling point is 267.2 ° C. At this temperature, the liquid boils and converts to gaseous state.

In terms of solubility, 8-hydroxyquinoline is slightly soluble in water, but can be soluble in many organic solvents, such as ethanol, ether, chloroform, etc. This difference in solubility makes it exhibit different characteristics in different solvent systems. In organic solvents, it is easier to participate in various chemical reactions, providing convenience for chemical synthesis and other operations.

Furthermore, 8-hydroxyquinoline has a certain volatility and emits a weak odor in the air. Although this volatility is not strong, it may affect its stability and purity under specific environments. And it also has a certain sensitivity to light and heat. Long-term light or high temperature environment, or chemical changes such as decomposition, affect quality and performance.

In summary, the physical properties of 8-hydroxyquinoline, such as crystalline morphology, melting point, boiling point, solubility, volatility, and sensitivity to light and heat, have an important impact on its applications in chemistry, medicine, materials, and other fields. Its unique physical properties lay the foundation for its unique uses in various fields.

What are the chemical properties of 8-Hydroxyquinoline?

8-Hydroxyquinoline has unique and interesting chemical properties. This substance is amphoteric, because it contains both phenolic hydroxyl groups in the molecule, which can be acidic, and nitrogen heterocycles, which can be basic. When exposed to acid, the nitrogen atom binds to the proton by the lone pair of electrons and turns into a cation; when it is alkali, the hydrogen atom of the phenolic hydroxyl group leaves and converts into an anion.

8-Hydroxyquinoline is quite stable in the air, but in the face of strong oxidants, oxidation reactions also occur. The phenolic hydroxyl group bears the brunt of oxidation, resulting in changes in structure and properties. Under light, it may produce photochemical reactions, and the molecular structure quietly changes.

Its coordination properties are particularly outstanding. With the lone pair of electrons on the nitrogen atom and the oxygen atom, it is like a pair of dexterous "hands", tightly "embracing" with many metal ions to form stable complexes. After combining with magnesium ions, the product shows its talents in the field of fluorescence analysis; complexing with aluminum ions, it has made a name for itself in materials science and made outstanding contributions to luminescent materials.

In terms of solubility, 8-hydroxyquinoline has very little solubility in the arms of water, after all, its molecular polarity is limited. However, it can dissolve well in organic solvents such as ethanol and chloroform, which makes it find a suitable "shelter" in organic synthesis and other work, and facilitates the smooth progress of related reactions. In short, the wonderful chemical properties of 8-hydroxyquinoline make it bloom in analytical chemistry, materials science, medicine and many other fields, and become an indispensable member of scientific research and production.

What are the application scenarios of 8-Hydroxyquinoline in synthesis?

8-Hydroxyquinoline has a wide range of applications in synthesis. It can be used for the chelation of metal ions. In the field of chemical synthesis, it is often used as a chelating agent to complex with many metal ions to form stable chelates. This property makes it useful for the separation and determination of metal ions in analytical chemistry. For example, in ore analysis, 8-hydroxyquinoline can be chelated with specific metal ions to separate it from complex mixtures, and then the content of the metal ions can be accurately determined.

Furthermore, 8-hydroxyquinoline is also useful in material synthesis. It can participate in the preparation of organometallic complex luminescent materials. By coordinating with metal ions, complexes with specific structures and properties are formed, which have potential applications in optoelectronic devices such as Light Emitting Diode. Because of its adjustable structure and properties, it can meet the needs of different optoelectronic devices for luminous color, efficiency and other properties.

In addition, in the field of drug synthesis, derivatives of 8-hydroxyquinoline exhibit unique biological activities. It can be used as a drug intermediate to participate in the synthesis of drugs with antibacterial, anti-inflammatory, anti-tumor and other effects. Due to its structural modifiability, through the modification of its chemical structure, drug molecules with better activity and higher selectivity can be obtained, providing a new path and direction for the development of new drugs.

What are the production methods of 8-Hydroxyquinoline?

8-Hydroxyquinoline is also an organic compound. There are many ways to prepare it.

First, quinoline is used as the starting material, and it can be obtained by sulfonation and alkali melting. Quinoline is co-heated with concentrated sulfuric acid, and a sulfonation reaction occurs to obtain quinoline sulfonic acid. Then it is co-melted with the alkali, and the sulfonic acid group is replaced by a hydroxyl group to obtain 8-hydroxyquinoline. This process requires temperature control and time control to preserve yield and purity.

Second, it is prepared by the reaction of o-aminophenol and glycerol in the presence of concentrated sulfuric acid and oxidizing agent. The mixture of o-aminophenol and glycerol is catalyzed by sulfuric acid, glycerol is dehydrated to acronaldehyde, then condensed with o-aminophenol, and oxidized to obtain 8-hydroxyquinoline. In this process, the concentration and dosage of sulfuric acid, the type and dosage of oxidant all affect the reaction process and product quality.

Third, 8-aminoquinoline can be prepared by diazotization and hydrolysis. 8-aminoquinoline is treated with diazotization reagents to obtain diazonium salts, and then hydrolyzed, and the diazoyl groups are replaced by hydroxyl groups. In this process, the control of the diazotization reaction conditions, the rate and degree of hydrolysis are all key. < Br >
All kinds of production methods have their own advantages and disadvantages. The cost of raw materials, reaction conditions, separation and purification of products and other factors need to be comprehensively considered before selecting a suitable method to prepare 8-hydroxyquinoline.