Quinoline 8 Carboxylic Acid
Quinoline Thiophene Imidazole Thiazole
Quinoline-8-carboxylic acid
Name Quinoline-8-carboxylic acid
Chemical Formula C10H7NO2
Molar Mass 173.17 g/mol
Appearance Yellow - brown crystals
Melting Point 213 - 215 °C
Solubility In Water Slightly soluble
Solubility In Organic Solvents Soluble in ethanol, acetone
Pka Value ca. 4.5
Odor Odorless
Density 1.35 g/cm³ (estimated)
Cas Number 86-58-8
FAQ

What is the chemistry of Quinoline-8-carboxylic acid?

Quinoline-8-carboxylic acid has unique chemical properties and is common to acids. This substance is white to light yellow crystalline powder and is relatively stable at room temperature. In case of hot topics, open flames, or contact with strong oxidants, there is a risk of fire and explosion.

Its acidity is derived from the carboxyl group, which can neutralize with bases to form corresponding salts and water. If reacted with sodium hydroxide, quinoline-8-carboxylate sodium and water can be obtained. This reaction is often used in organic synthesis to prepare quinoline-8-carboxylate salts.

Quinoline-8-carboxylic acid also has certain nucleophilic properties and can participate in nucleophilic substitution reactions. Under appropriate conditions, the hydroxyl group in the carboxyl group can be replaced by other nucleophilic reagents, and many quinoline-8-carboxylic acid derivatives have been derived, which are widely used in pharmaceutical chemistry, materials science and other fields.

In addition, the quinoline ring structure of the substance makes it have certain aromatic and conjugated systems, endowing it with special optical and electrical properties. For example, in some photoluminescent materials, quinoline-8-carboxylic acids and their derivatives can be used as luminescent groups, which can generate fluorescence after being excited by light, showing potential application value in fluorescent probes, biological imaging and other fields. < Br >
In terms of solubility, it is slightly soluble in water, but soluble in common organic solvents such as ethanol, ether, chloroform, etc. This solubility characteristic facilitates its application and separation and purification in different reaction systems.

In summary, quinoline-8-carboxylic acids are important organic compounds in many fields due to their diverse chemical properties, and play key roles in organic synthesis, drug development, and material preparation.

What are the main uses of Quinoline-8-carboxylic acid?

Quinoline-8-carboxylic acid is one of the organic compounds with a wide range of uses. It is described as follows:

1. Pharmaceutical field
This compound is of great significance in the creation of medicine. Because of its specific chemical structure and biological activity, it can be used as a key intermediate for the synthesis of a variety of biologically active drugs. For example, some antibacterial drugs, quinoline-8-carboxylic acid, after being chemically modified, can inhibit the growth and reproduction of bacteria, or can interfere with the metabolic pathway of bacteria, thereby exhibiting antibacterial effect and helping to deal with infections caused by bacteria. Furthermore, in the field of anti-cancer drug research and development, it may be used as a lead compound. By optimizing its structure, researchers can explore new anti-cancer drugs that can precisely act on specific targets of cancer cells, which is expected to open up new paths for cancer treatment.

Second, Materials Science
1. ** Fluorescent Materials **: Quinoline-8-carboxylic acid can fluoresce under specific conditions due to its own structural characteristics. Therefore, it can be applied to the preparation of fluorescent materials. In the design of fluorescent probes, it can be combined with specific ions or molecules, and the fluorescence characteristics will be changed after binding, so as to achieve sensitive detection of specific substances in the environment. For example, in the field of biological imaging, it can be used to label biomolecules to help researchers observe molecular activities and cellular physiological processes in organisms.
2. ** Metal Complex Materials **: This acid can form complexes with a variety of metal ions. Such metal complexes often have unique physical and chemical properties and have potential applications in catalysis, gas adsorption and magnetic materials. For example, some quinoline-8-carboxylic acid metal complexes may be used as high-efficiency catalysts to improve reaction rate and selectivity in organic synthesis reactions and promote the development of organic synthesis chemistry.

Third, analytical chemistry
can be used as analytical reagents for qualitative and quantitative analysis of metal ions. Due to the formation of stable complexes with many metal ions and the different properties of the complexes, the content of metal ions in samples can be accurately determined by spectrophotometry, electrochemical analysis and other means. For example, in the analysis of environmental water samples, ores and other samples, the concentration of metal ions such as iron, copper, zinc can be effectively detected, providing strong support for environmental monitoring and resource analysis.

What are the synthetic methods of Quinoline-8-carboxylic acid?

The synthesis method of quinoline-8-carboxylic acid has been known since ancient times. There are many methods, each has its own advantages and disadvantages, and the main ones are selected as follows.

First, using anthranilic acid and glycerol as raw materials, under the catalysis of concentrated sulfuric acid and ferrous sulfate, it can be obtained by Skraup reaction. This is a classic method. The raw materials are easy to obtain, but the reaction conditions are harsh, high temperature is required and there are many side reactions, and the separation and purification of the product are complicated.

Second, it is obtained by oxidation of quinoline. Strong oxidants, such as potassium permanganate, potassium dichromate, etc., can be used. Although this step is relatively simple, the use of oxidants is easy to cause environmental pollution, and the degree of oxidation is difficult to precisely control, which often affects the purity and yield of the product.

Third, using 8-hydroxyquinoline as the starting material, it is prepared by carboxylation reaction. Carbon dioxide is often used as the carboxylation reagent and carried out under suitable catalysts and reaction conditions. This method is green and environmentally friendly, with good selectivity. However, it requires high reaction equipment and conditions, and the catalyst needs to be carefully screened and optimized.

Fourth, it is synthesized by the nucleophilic substitution reaction of halogenated quinoline and carboxylation reagents. The halogen atom activity of halogenated quinoline is different, and the reaction conditions are also different. The reaction conditions of this route are relatively mild, but the preparation or addition of halogenated quinoline, and the selectivity of nucleophilic substitution reaction needs to be carefully considered.

The above methods are all common methods for synthesizing quinoline-8-carboxylic acids. In practical applications, they need to be selected according to many factors such as raw material availability, cost, environmental protection requirements and product quality.

Where is Quinoline-8-carboxylic acid used?

Quinoline-8-carboxylic acid, which is used in many fields. In the field of medicine, it is an important intermediate in organic synthesis. Gein quinoline-8-carboxylic acid has a unique chemical structure, which can be converted into various bioactive compounds by organic synthesis. Among them, some compounds have been found to have potential for the treatment of specific diseases, such as antibacterial, anti-inflammatory and anti-tumor.

In the field of materials science, quinoline-8-carboxylic acid is also of great concern. It can be used to prepare functional materials, such as fluorescent materials. Due to its structural characteristics, it can fluoresce under specific conditions, so it can play an important role in optical sensors, display materials, etc., to help detect specific substances and improve the display effect.

Furthermore, in the field of analytical chemistry, quinoline-8-carboxylic acid can be used as a coordination agent. It can form stable complexes with a variety of metal ions. With this property, it can be used for the separation, enrichment and determination of metal ions. By coordinating with metal ions, it can achieve efficient detection of specific metal ions in samples, and has practical application value in environmental monitoring, food analysis, etc.

What is the market outlook for Quinoline-8-carboxylic acid?

Quinoline-8-carboxylic acid, this substance is still promising in the current market situation. Looking at its characteristics, it has a variety of uses. In the field of medicine, it can be a raw material for synthesizing good medicines. With its unique structure, it can interact with many biomolecules, or it can help develop new anti-malarial and anti-cancer drugs. Nowadays, the medical industry has a growing demand for new drugs, which provides a broad market for it. In the field of materials, it has also emerged and can participate in the preparation of materials with specific properties, such as some functional polymer materials. With the vigorous development of materials science, the demand for new materials is rising. Quinoline-8-carboxylic acid may occupy a place in this field due to its characteristics.

However, its market also faces challenges. The complexity and high cost of the synthesis process limit its large-scale production and application. To expand the market, it is necessary to develop more efficient and low-cost synthesis methods. And the market competition is fierce, and similar or alternative products are also competing for share. Only by continuously improving product quality and optimizing performance can we win in the market competition.

Overall, although quinoline-8-carboxylic acid faces challenges, with its potential value in fields such as medicine and materials, if it can overcome production problems and enhance competitiveness, the future market prospect is still promising, and it is expected to shine in many fields and inject new impetus into the development of related industries.