8-hydroxyquinoline-2-carboxaldehyde

8-Hydroxyquinoline-2-formaldehyde is one of the organic compounds. It has unique chemical properties.
Looking at its structure, it contains a quinoline ring, and has a hydroxyl group at the 8th position and an aldehyde group at the 2nd position. This structure gives it a variety of reactivity.
First of all, the aldehyde group has typical aldehyde properties. Oxidation reactions can occur. In case of weak oxidants, such as tolan reagent, it can be oxidized to carboxyl groups to form 8-hydroxyquinoline-2-carboxylic acids. This is an example of silver mirror reaction. The aldehyde group is oxidized, and the silver ion is reduced to silver elemental matter, which is attached to the wall to form a silver mirror. It can also react with compounds containing active hydrogen, such as alcohols, to form acetals. Under acidic conditions, the carbon of the carbonyl group in the aldehyde group is electrophilic, and the oxygen of the alcohol is nucleophilic, and the acetal product is obtained through a series of reactions. This reaction is often used to protect the aldehyde group.
Look at the hydroxyl group again, it has a certain acidity. It can react with alkali to generate corresponding salts. It can also participate in the esterification reaction. In case of suitable acid anhydride or acyl chloride, the hydrogen of the hydroxyl group is replaced by the acyl group to obtain ester products. And the hydroxyl group and the aldehyde group can affect each other. Due to the conjugation effect of the hydroxyl group to the electron, the electron cloud density of the phenyl ring increases, which indirectly affects the reactivity of the aldehyde group. The electron-absorbing induction effect of the aldehyde group also affects the acidity of the hydroxyl group.
In addition, 8-hydroxyquinoline-2-formaldehyde has a certain coordination ability due to the presence of quinoline rings. It can be used as a ligand to form complexes with metal ions. Because of its structure, nitrogen and oxygen atoms have lone pairs of electrons, which can coordinate with metal ions to form stable complexes, this property is widely used in analytical chemistry and materials chemistry, such as for the separation of metal ions, detection and preparation of special functional materials.

There are three methods for the synthesis of 8-hydroxyquinoline-2-formaldehyde.
One is prepared by formylation with 8-hydroxyquinoline as the starting material. In a suitable reaction vessel, 8-hydroxyquinoline is dissolved in a specific organic solvent, such as dichloromethane. At low temperature, slowly add formylating reagents, such as Vilsmeier-Haack reagent formed by phosphorus oxychloride and N, N-dimethylformamide (DMF). The activity of this reagent is quite high. When reacting with 8-hydroxyquinoline, the carbonyl carbon of DMF is activated by phosphorus oxychloride, the electrophilicity is greatly increased, and the carbon atom of the 2-position of 8-hydroxyquinoline is attacked. After a series of electrophilic substitution steps, 8-hydroxyquinoline-2-formaldehyde is generated. After the reaction is completed, the pure product can be obtained by separation and purification methods such as neutralization, extraction, and column chromatography.
The second is to use 2-methyl-8-hydroxyquinoline as the starting material, and the methyl is oxidized to an aldehyde group first. Take 2-methyl-8-hydroxyquinoline and oxidize the methyl group with a suitable oxidant, such as manganese dioxide and sulfuric acid system, or a mild Dess-Martin oxidant, under appropriate reaction conditions. During the oxidation process, methyl carbon is gradually oxidized, and through the intermediate of alcohol and aldehyde, 8-hydroxyquinoline-2-formaldehyde is finally formed. The product can be obtained by distillation, recrystallization and other means. High purity substance.
The third is obtained by reducing and decarboxylating 8-hydroxyquinoline-2-carboxylic acid as raw material. The 8-hydroxyquinoline-2-carboxylic acid is placed in a reactor and reacted at low temperature with a specific reducing agent, such as lithium aluminum hydride (LiAlH), in an anhydrous organic solvent. LiAlH provides negative hydrogen ions, attacks the carboxyl group, undergoes a reduction reaction, and the carboxyl group is converted to hydroxymethyl group, and then decarboxylated to produce 8-hydroxyquinoline-2-formaldehyde under heating or other suitable conditions. After the reaction is completed, the target product can be obtained by hydrolysis, extraction and further purification.

8-Hydroxyquinoline-2-formaldehyde is useful in many fields. In the field of medicine, it can be used as a key raw material for the synthesis of antibacterial and antiviral drugs. Because of its unique structure, it can fit with the key targets of pathogens and interfere with the normal physiological metabolism of pathogens, thus achieving the effect of antibacterial and antiviral, and opening up a new path for pharmaceutical research and development.
In the field of materials science, 8-hydroxyquinoline-2-formaldehyde is also indispensable. First, it can prepare fluorescent materials. Because of its special photophysical properties, it can efficiently emit fluorescence when excited by specific wavelengths of light, and is widely used in fluorescent sensors, organic Light Emitting Diodes and other fields. Second, in the detection of metal ions, it can specifically combine with a variety of metal ions to generate complexes with specific optical or electrical properties. With this property, it can sensitively detect the content of metal ions in the environment and biological samples, which is helpful for environmental monitoring and biological analysis.
In the field of catalysis, 8-hydroxyquinoline-2-formaldehyde and its derivatives can act as ligands to form complex catalysts with metals. Such catalysts exhibit high activity and selectivity in many organic reactions, can effectively catalyze reactions, improve reaction efficiency and product purity, and are of great significance in the organic synthesis industry. In conclusion, 8-hydroxyquinoline-2-formaldehyde, with its unique structure and properties, plays an important role in many fields such as medicine, materials science, and catalysis, and promotes the continuous development of various fields.

8-Hydroxyquinoline-2-formaldehyde is one of the organic compounds. As for its market price, it is difficult to say in a word. The matter of covering the price often changes due to various factors, which cannot be ignored.
First, the price of raw materials has a lot to do with it. If the price of all the raw materials required for its preparation rises and falls due to the weather, geographical location, and supply and demand, the price of 8-hydroxyquinoline-2-formaldehyde will also change accordingly. For example, if the raw materials are rare, the price will rise; if the raw materials are abundant, the price will tend to decline.
Second, the method of preparation is also the main reason. The subtle and simple method can save manpower and material resources, the cost will drop, and the price may be slightly lower; while the complicated and expensive method will increase the cost, and the price may be high.
Third, market supply and demand have a deep impact. If at a certain time, many merchants are looking for this product, and the demand is greater than the supply, the price will rise; conversely, if there is an excess supply, and there are few applicants, the price will fall.
Fourth, the difference in quality is related to the price. Those with high purity and few impurities have a higher price than those with more self-specific impurities. Buyers have their own requirements for quality, so the quality is different, and the price is also poor.
Repeat, the difference in region also makes the price different. In places where materials are distributed, transportation is convenient, the cost is slightly lower, and the price may be affordable; in remote places, transportation is difficult, the cost increases, and the price may be higher.
Furthermore, manufacturers and brands also have an impact. A well-known and reputable manufacturer produces products that are trusted by many people, and the price may be slightly higher; a new manufacturer is to expand the market, or to sell at a low price.
To sum up, in order to know the exact price of 8-hydroxyquinoline-2-formaldehyde, it is necessary to carefully examine the raw materials, production methods, supply and demand, quality, region, manufacturer, etc., in order to obtain a more accurate number, which cannot be generalized.

8-Hydroxyquinoline-2-formaldehyde is a kind of organic compound. Its storage conditions are crucial to the stability and quality of this substance.
When storing, the first environment is dry. This substance is afraid of moisture, and humid gas is easy to cause it to deteriorate. If it is placed in a place where moisture is diffused, or in contact with water, it may cause chemical reactions, causing its structure to change and lose its original properties. Therefore, when looking for a dry place, such as a warehouse with drying equipment, or a desiccant next to a storage device, to keep the environment less humid.
Control of temperature and temperature. It should be stored in a cool place to avoid hot topics. If the temperature is too high, the molecular activity will increase greatly, and it is easy to cause decomposition, polymerization and other reactions. Generally speaking, it is appropriate to take 2-8 degrees Celsius, just like being in a cool cellar, which can slow down the speed of chemical changes and maintain its quality for a long time.
Furthermore, it must be protected from light. Under light, or photochemical reactions will damage its structure. Therefore, the storage device should be protected from light such as brown bottles. If it is exposed to broad daylight, it will not be damaged.
In addition, 8-hydroxyquinoline-2-formaldehyde may be toxic and corrosive to a certain extent. When storing, it must be isolated from other substances, especially with oxidizing agents, strong bases, etc. In order to prevent accidental contact, violent reaction and danger. Storage places should also be marked with warnings to make people aware of their risks and take precautions. Only by storing in this way can the quality of 8-hydroxyquinoline-2-formaldehyde be guaranteed for a long time.