What is the chemical structure of 8-aminonaphthalene-2-sulfonic acid?
8-Amino-2-naphthol-3-sulfonic acid, its molecular structure is quite unique. This compound is based on a naphthalene ring, which is a fused aromatic hydrocarbon composed of two benzene rings fused together by sharing two adjacent carbon atoms. It has a high degree of stability and conjugation system.
At a specific location in the naphthalene ring, key functional groups are connected. The amino group (-NH2O) is introduced at the 8th position, which is a basic group with lone pair electrons, endowing the compound with certain nucleophilicity and the activity to react with other substances; the hydroxyl group (-OH) exists at the 2nd position, and the hydroxyl group is a highly active functional group, which can participate in a variety of chemical reactions, such as esterification, etherification, etc., and it can interact with other molecules through hydrogen bonds, which has a significant impact on the physical and chemical properties of the compound; the 3 position is connected to the sulfonic acid group (-SOH). The sulfonic acid group is a strong acidic group, which makes the compound have good water solubility and also plays an important role in the charge distribution and chemical reaction activity of the molecule.
These functional groups interact and cooperate with each other on the naphthalene ring, and together determine the unique chemical and physical properties of 8-amino-2-naphthol-3-sulfonic acid, which makes it show important application value in many fields such as dyes and medicine.
What are the physical properties of 8-aminonaphthalene-2-sulfonic acid?
8-Hydroxyquinoline-2-carboxylic acid, is a kind of organic compound. It has several unique physical properties, which are described as follows:
Looking at its properties, it is mostly in solid form under normal conditions, but the specific appearance may vary depending on the purity and crystallization conditions, or it is a white to light yellow crystalline powder with fine texture and a smooth touch.
When it comes to the melting point, it is about 210-220 ° C. At this temperature, the lattice structure of the substance is damaged by heat, and the molecular movement intensifies, gradually melting from solid to liquid. The melting point is stable, which is an important indicator for identification and purity detection.
In terms of solubility, the solubility in water is low. Water is a polar solvent, and the polarity of the compound is limited. According to the principle of "similarity and miscibility", the mutual solubility of the two is not good. However, it is soluble in some organic solvents, such as ethanol and dichloromethane. Ethanol has moderate polarity and hydrogen bonding, and can interact with 8-hydroxyquinoline-2-carboxylic acid molecules to disperse and dissolve; although dichloromethane has weak polarity, it can interact with the compound through van der Waals force to cause it to dissolve.
The density of 8-hydroxyquinoline-2-carboxylic acid is about 1.4-1.5 g/cm ³. The density reflects the mass per unit volume of the substance. This value indicates that it is slightly denser than water. When placed in water, it will sink to the bottom.
Its sublimation is also worth mentioning. Although it is not a sublimative substance, under certain conditions, such as high vacuum and proper heating, some molecules can be directly converted from solid to gaseous. This property may have application value in the field of material purification and analysis.
In addition, the compound has a certain volatility, but the volatility is weak. At room temperature and pressure, a small amount of molecules escape into the air, and the temperature rises, and the volatility or enhancement.
What are the industrial applications of 8-aminonaphthalene-2-sulfonic acid?
8-Hydroxyquinoline-2-carboxylic acid is widely used in industry and has a wide range of applications.
First, it has a significant effect on metal ion chelating agents. Its unique structure allows it to form stable chelates with many metal ions, such as copper, zinc, aluminum, etc. This property is widely used in analytical chemistry and can be used for the separation, enrichment and determination of metal ions. For example, in water quality monitoring, it can accurately separate and measure trace metal ions in water, providing key data for water quality assessment. In the metallurgical industry, it can help extract and separate specific metals from ore leaching liquids, improving the purity and efficiency of metal refining.
Second, in the field of materials science, it also plays an important role. 8-hydroxyquinoline-2-carboxylic acid and its metal chelate are often used as luminescent materials or electroluminescent materials. After rational design and synthesis, materials with specific luminescent properties can be prepared for optoelectronic devices such as organic Light Emitting Diodes (OLEDs). These materials have high luminescent efficiency and adjustable color, which can bring new opportunities for display technology and lighting, and promote the development of related industries.
Third, in the field of catalysis, 8-hydroxyquinoline-2-carboxylic acid can act as a ligand and combine with metal catalysts to regulate the activity and selectivity of catalytic reactions. In organic synthesis reactions, such as oxidation reactions, reduction reactions, etc., by selecting suitable metals and combining the ligand, precise control of the reaction path can be achieved, and the yield and purity of the target product can be improved, which will contribute to the development of organic synthesis chemistry.
Fourth, in terms of corrosion and mildew prevention, 8-hydroxyquinoline-2-carboxylic acid has shown a certain ability. Because of its inhibitory effect on some microorganisms, it can be added to coatings, wood preservatives and other products to prevent materials from being eroded by microorganisms, prolong the service life, and ensure the quality and stability of industrial products.
What are the preparation methods of 8-aminonaphthalene-2-sulfonic acid?
8-Aminoquinoline-2-carboxylic acid is an important organic compound, which is widely used in the fields of medicine and chemical industry. Its preparation methods are various, and the following are common ones:
1. Quinoline is used as the starting material
Quinoline is nitrified and nitro is introduced at a specific position. For example, in the mixed system of concentrated sulfuric acid and concentrated nitric acid, the appropriate temperature and reaction time are controlled to obtain nitroquinoline. Subsequently, the nitro is converted into an amino group by reduction means. Common reducing agents include iron filings and hydrochloric acid, hydrogen and catalysts (such as palladium carbon), etc., to obtain 8-aminoquinoline. 8-Aminoquinoline can be prepared by carboxylation reaction, for example, in the presence of suitable catalysts (such as some transition metal catalysts), with carboxylation reagents such as carbon dioxide. The raw materials for this route are easy to obtain, but there are many reaction steps, and the reaction conditions of each step need to be carefully controlled.
2. Adopt a cyclization reaction strategy
Select suitable nitrogen-containing and carbon-containing organic small molecules, such as specific aniline derivatives and carboxylic acid derivatives with appropriate functional groups. Under appropriate catalysts and reaction conditions, the quinoline ring structure is constructed by intramolecular cyclization reaction. For example, under the catalysis of transition metals, a series of reactions such as cyclization and hydrolysis of anthranilic acid derivatives and carboxylic acid esters containing alkenyl or alkynyl groups are used to form an 8-aminoquine-2-carboxylic acid skeleton. This method has high atomic economy and relatively compact steps, but it requires strict requirements for raw material design and reaction conditions.
3. With the help of biosynthetic methods
, the catalytic properties of microorganisms or enzymes are used to realize the synthesis of 8-aminoquine-2-carboxylic acids. Specific microbial strains are screened or constructed to convert simple carbon sources, nitrogen sources and other substrates into target products by regulating the metabolic pathway of microorganisms. Or specific enzymes, such as some oxidases, transaminases, etc., are used to catalyze the synthesis of 8-aminoquine-2-carboxylic acid from the substrate under mild reaction conditions. Biosynthesis has the advantages of green and mild, but it is difficult to select strains and separate and purify enzymes, and the yield is sometimes difficult to meet large-scale demand.
What are the storage conditions for 8-aminonaphthalene-2-sulfonic acid?
8-Hydroxyquinoline-2-sulfonic acid is an important organic compound, and its storage conditions are crucial, which is related to the stability and quality of the substance.
According to the principles stated in "Tiangong Kaiwu", this compound should be stored in a cool, dry and well-ventilated place. A cool environment can avoid changes in its chemical properties due to high temperature. Due to excessive temperature, or the enhancement of molecular activity, a chemical reaction is triggered, causing it to decompose or deteriorate.
Drying conditions are indispensable. 8-Hydroxyquinoline-2-sulfonic acid has a certain hydrophilicity, and it is easy to absorb moisture in a humid environment. After moisture absorption, it may dissolve or agglomerate, which affects its purity and performance. And moisture exists or catalyzes some side reactions, which damages its structure and function.
Good ventilation is also critical. It can disperse harmful gases that may be volatilized in time to prevent danger caused by excessive local concentration. At the same time, good ventilation can maintain fresh air in the storage environment and avoid abnormal temperature and humidity caused by lack of air circulation.
In addition, the container for storing this compound should also be carefully selected. Corrosion-resistant materials, such as glass or specific plastic containers, should be used. Because 8-hydroxyquinoline-2-sulfonic acid contains acidic groups, it may react with ordinary metal containers, causing corrosion of the container and affecting the quality of the compound.
When storing, it should be stored separately from oxidants and bases to avoid chemical reactions caused by mixed storage. The corresponding variety and quantity of fire fighting equipment and leakage emergency treatment equipment should also be prepared to prevent accidents. In this way, Fangbao 8-hydroxyquinoline-2-sulfonic acid is stable during storage for subsequent use.