As a leading 8-Amino-7-quinolinecarbaldehyde 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 8-amino-7-quinoline formaldehyde?
8-Hydroxy-7-methoxycoumarin, also known as Qin Pietrine, has a wide range of main uses.
In the field of medicine, it has significant antibacterial and anti-inflammatory effects. It can effectively inhibit the growth and reproduction of a variety of bacteria and fungi, such as Escherichia coli, Staphylococcus aureus and other common bacteria are within its inhibitory range, so it is often used in the development of antibacterial drugs, which is very helpful for the treatment of various types of inflammation caused by bacterial infections. At the same time, it also exhibits good antioxidant properties, can remove free radicals in the body, slow down oxidative damage to cells, and has positive significance for preventing many diseases caused by oxidative stress, such as cardiovascular diseases, aging-related diseases, etc.
In the regulation of plant growth, 8-hydroxy-7-methoxycoumarin also plays an important role. It can affect the growth and development process of plants, such as promoting the germination of seeds, allowing seeds to break out of the soil faster and start the growth journey; adjusting the flowering time of plants can be based on actual needs, or prompting plants to bloom earlier or delay the flowering period, which is of great significance to the flower industry and the regulation of the flowering period of crops; and it helps to enhance the resistance of plants to adversity. When plants encounter harsh environments such as drought, high temperature, and low temperature, this substance can help plants better adapt and maintain their own life activities.
In the field of dyes, 8-hydroxy-7-methoxycoumarin can be used as a natural dye raw material due to its unique chemical structure. It can dye fabrics and other materials with specific colors, and compared with some chemical synthetic dyes, natural sources of it may have more advantages in environmental performance, in line with the current trend of pursuing green and environmentally friendly dyes.
In addition, in the fragrance industry, 8-hydroxy-7-methoxycoumarin can be used as one of the ingredients of fragrances due to its unique smell, adding a different aroma level to fragrances and enriching the odor types of fragrances.
What are the physical properties of 8-amino-7-quinoline formaldehyde?
8-Hydroxy-7-methoxycoumarin is a natural organic compound with many unique physical properties. Its appearance is often white to light yellow crystalline powder, fine texture, and a regular crystal structure can be seen under a microscope. This is due to the orderly arrangement of molecules due to intermolecular forces.
In terms of solubility, 8-hydroxy-7-methoxycoumarin is insoluble in water. Due to the strong polarity of water molecules, while the molecular polarity of this compound is relatively weak, its solubility in water is low according to the principle of "similar compatibility". However, it is soluble in some organic solvents, such as ethanol and acetone. The molecules of organic solvents such as ethanol can form interactions such as van der Waals forces with the molecules of the compound, which can help them dissolve.
The melting point of this compound is quite fixed and usually lies in a specific temperature range. The melting point is the inherent property of a substance, which is determined by its molecular structure and intermolecular forces. When heated to the melting point, the molecule obtains enough energy to overcome the intermolecular forces, causing the crystal structure to disintegrate and transform from a solid state to a liquid state.
8-Hydroxy-7-methoxycoumarin also has certain volatility. Although the volatility is not strong, at appropriate temperatures and environments, some molecules can break free from the binding of the condensation phase and enter the gas phase. This property allows it to interact with the surrounding environment by volatilization under specific conditions. < Br >
In addition, it exhibits fluorescence properties under ultraviolet light. Because there is a conjugated system in the molecular structure that can absorb ultraviolet light energy, the electrons transition to the excited state after absorbing the energy, and then release energy in the form of light when returning to the ground state, generating fluorescence. This fluorescence property has important application value in the fields of analysis and detection.
Is 8-Amino-7-quinoline formaldehyde chemically stable?
8-Amino-7-methoxycoumarin, this is an organic compound, and its chemical properties are quite stable. The reason is that the parent nuclear structure of coumarin contains benzene ring and α-pyrone ring, and the two are combined to form a planar rigid structure. This planar structure endows the molecule with a high degree of conjugation, good electron delocalization, reduced system energy, and improved stability.
8-Amino-7-methoxycoumarin Above, both amino and methoxy groups are donor groups. The amino group can be conjugated by p-π effect, and the methoxy group can not only be conjugated by p-π, but also can provide electrons to the coumarin parent nucleus by inducing effect, which enhances the stability of the conjugated system, and then improves the stability of the whole compound.
In addition, there may be hydrogen bonds in the molecule of the compound. For example, the hydrogen atom of the amino group can form an intramolecular hydrogen bond with some atoms with high electronegativity in the coumarin structure, such as oxygen atoms. This hydrogen bond helps to stabilize the molecular conformation and improve the stability of the compound.
Under common chemical environments, 8-amino-7-methoxycoumarin exhibits a certain inertness for many chemical reactions. However, under certain conditions, such as strong acids, strong bases or strong oxidants, its stability will also be affected. Because of its reactive functional groups, amino groups may protonate in strong acidic environments, and methoxy groups may react under strong alkaline conditions or hydrolyze. However, in general, the chemical properties of 8-amino-7-methoxycoumarin are quite stable under conventional conditions.
What are the synthesis methods of 8-amino-7-quinoline formaldehyde?
8-Hydroxy-7-methoxycoumarin can be synthesized by the following methods:
First, o-hydroxyacetophenone is used as the starting material. Schilling o-hydroxyacetophenone and dimethyl carbonate are methoxylated under the action of an alkaline catalyst to obtain 3-methoxy-4-hydroxyacetophenone. Subsequently, the product and diethyl oxalate are condensed to form 8-hydroxy-7-methoxy-3-oxo-3-phenylpropionate ethyl ester under alkaline conditions such as sodium ethyl alcohol under the Ecleson condensation mechanism. Finally, 8-hydroxy-7-methoxycoumarin is obtained by cyclization reaction under appropriate acidic or basic conditions. The raw materials of this route are common, and the reaction steps are relatively clear. However, some reaction conditions need to be precisely controlled, otherwise the yield will be affected.
Second, resorcinol is used as the starting material. The resorcinol is first methylated with dimethyl sulfate to selectively generate 4-methoxyresorcinol. After that, 4-methoxyresorcinol and ethyl acetoacetate are catalyzed by Lewis acids such as anhydrous zinc chloride to carry out Fu-gram acylation reaction to obtain the key intermediate. The target product, 8-hydroxy-7-methoxycoumarin, was successfully constructed by intramolecular condensation and closed-loop under suitable conditions to obtain the target product 8-hydroxy-7-methoxycoumarin. The raw materials of this method are cheap and easy to obtain, but the regional selectivity of the Fu-gram reaction needs to be carefully considered to improve the purity of the target product.
Third, it can be modified after extraction with the help of natural products. Some plants contain coumarin-like compounds with similar structures. After extraction, isolation and purification, related precursors are obtained. Through chemical modification methods, such as methylation of hydroxyl groups and the introduction of specific substituents, it is converted into 8-hydroxy-7-methoxycoumarin. This approach has a certain green chemistry concept, but the source of natural products may be limited, the extraction and separation process may be cumbersome, and the modification steps also need to be optimized to improve the overall efficiency.
What is the price range of 8-amino-7-quinoline formaldehyde in the market?
8-Hydroxy-7-methoxycoumarin, this product is in the market, and its price varies according to quality and quantity. Among pharmacies, those with high quality, if it is a refined pure product, and the quantity is small and refined, the price per gram can reach tens of gold. It is used in medicine, chemical industry and other industries, so the price is higher.
If it is ordinary commercial use, large batch, moderate quality, the price per kilogram may be between hundreds of gold and thousands of gold. Because of its production method, it is slightly complicated, requires multiple processes, and the raw materials are also expensive, so the price is not low.
However, in the chemical raw material market, when the quantity is very large with industrial specifications, the price may be slightly reduced, per kilogram or under hundreds of gold. This is because of the scale of production, the cost has to be diluted.
And its price also varies with the supply and demand of the market. If there are many people in need, but few producers, the price will tend to be higher; on the contrary, if there is too much demand, the price may be downward.
There are regional differences. In prosperous places, the business flow is convenient, the information is smooth, and the price may be stable; in remote places, the price may be slightly higher due to logistics costs. Therefore, the market price of 8-hydroxy-7-methoxycoumarin is roughly between tens of gold per gram and hundreds of gold per kilogram, and the actual price depends on the specific situation.