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What is the chemical structure of 3,4-benzopyridine?
3,4-Furanopyridine is one of the organic compounds. Its chemical structure is quite unique. It is formed by fusing furan ring with pyridine ring.
Furan ring is an aromatic five-membered heterocyclic ring containing an oxygen atom. Pyridine ring is an aromatic six-membered heterocyclic ring with a nitrogen atom in the ring. After fusing the two, the basic structure of 3,4-Furanopyridine is formed.
From the perspective of spatial structure, furan ring and pyridine ring fuse with each other, and the atoms are connected by covalent bonds to form a specific spatial configuration. The bond length, bond angle and other parameters follow the bonding rules and structural principles of organic chemistry. This structure endows 3,4-furanopyridine with unique physical and chemical properties.
In the field of organic synthesis, the structural properties of 3,4-furanopyridine make it an important synthetic building block, which can be derived through a variety of organic reactions to prepare many compounds with biological activity or special functions. In the field of medicinal chemistry, this structure has attracted much attention because it may interact with specific targets in organisms, and is often used as a structural unit of lead compounds for the development of new drugs. In short, the chemical structure of 3,4-furanopyridine plays a key role in its application in chemistry, medicine and many other fields.
What are the main physical properties of 3,4-benzopyridine?
3,4-Benzopyrene is a polycyclic aromatic hydrocarbon compound, which is very toxic and is a strong carcinogen. Its main physical properties are as follows:
- ** Appearance properties **: The pure product is colorless to light yellow needle-like crystals, which are solid at room temperature and pressure. This form is convenient for it to exist and spread in the form of tiny particles in the environment, which can be adsorbed on soot, soil particles, etc.
- ** Melting point and boiling point **: The melting point is about 179 ° C, and the boiling point is 495 ° C. The relatively high melting and boiling point indicates that the intermolecular force is strong, the structure is relatively stable, and it is not easy to change the state of matter at general ambient temperature. It will change from solid state to liquid state or gas state at high temperature.
- ** Solubility **: It is extremely difficult to dissolve in water and has very little solubility in water. This is because it is a non-polar organic matter, while water is a polar solvent. According to the principle of "similar miscibility", the two are incompatible. But it is easily soluble in organic solvents such as benzene, toluene, and cyclohexane, which makes it easier to disperse and migrate in an environment containing organic solvents.
- ** Stability **: The chemical properties are relatively stable. Due to the fact that the molecule contains multiple conjugated benzene rings, a large π bond is formed, resulting in a stable structure and is not easy to chemically react with other substances. However, under high temperature, strong light, or the presence of a specific catalyst, reactions such as oxidation and addition can occur. < Br > - ** Fluorescence characteristics **: 3,4-benzopyrene has fluorescence characteristics and emits fluorescence when irradiated with specific wavelengths of light. Using this characteristic, it can be detected and quantified by fluorescence analysis technology. It is widely used in environmental monitoring and other fields.
In which fields is 3,4-benzopyridine used?
3,2,4-thiadiazole and its applications in many fields. In the field of medicine, because of its unique chemical structure and biological activity, it can be used as a key intermediate for drug synthesis. In the research and development of many antibacterial and anti-inflammatory drugs, the 3,2,4-thiadiazole structure can significantly enhance the binding force between drugs and targets and improve drug efficacy. For example, some new antibacterial drugs targeting drug-resistant bacteria, by introducing this structure, successfully overcome the problem of bacterial resistance and provide a new way for clinical infection treatment.
In the field of pesticides, 3,2,4-thiadiazole compounds exhibit good insecticidal, bactericidal and herbicidal activities. Its mechanism of action lies in interfering with the physiological and metabolic processes of pests, pathogens and weeds. For example, some pesticides containing 3,2,4-thiadiazole can precisely act on the nervous system of pests, causing paralysis and death, and are environmentally friendly, with low residue, which meets the needs of modern green agriculture development.
In the field of materials science, 3,2,4-thiadiazole can be used to synthesize high-performance polymer materials. By introducing it into the main chain or side chain of the polymer, the thermal stability, mechanical properties and electrical properties of the material can be improved. For example, when preparing high temperature resistant insulating materials, the addition of 3,2,4-thiadiazole can greatly increase the thermal decomposition temperature of the material, so that it can still maintain stable performance in high temperature environments. It is widely used in fields such as electronics, aerospace and other fields that require strict material properties.
In addition, in the dye industry, the 3,2,4-thiadiazole structure can endow dyes with unique optical properties, improve their dye fastness and color brightness, and is widely used in textile printing and dyeing industries, providing strong support for enriching fabric colors.
What are the preparation methods of 3,4-benzopyridine?
There are many methods for preparing 3,2,4-benzothiadiazole. One method can be obtained by condensation and cyclization of o-phenylenediamine and carbon disulfide as starting materials. Among them, o-phenylenediamine and carbon disulfide are condensed to form an intermediate product under the action of a suitable temperature and catalyst in an appropriate solvent, and then cyclized to give 3,2,4-benzothiadiazole. The reaction process is as follows:
o-phenylenediamine (\ (C_6H_8N_2\)) and carbon disulfide (\ (CS_2\)) under the action of basic catalysts such as sodium hydroxide (\ (NaOH\)) or potassium carbonate (\ (K_2CO_3\)), first condensation to form the following intermediate products:
\ [C_6H_8N_2 + CS_2\ xrightarrow {catalyst} C_7H_8N_2S + H_2S\ uparrow\]
The intermediate product generated is then heated and cyclized, and the intramolecular rearrangement is finally formed into 3,2,4-benzothiadiazole (\ (C_8H_6N_2S\)), the reaction formula is as follows:
\ [C_7H_8N_2S\ xrightarrow {heating} C_8H_6N_2S + H_2\ uparrow\]
O-nitroaniline and thiourea can also be used as raw materials. O-nitroaniline is first reduced to obtain o-phenylenediamine. In this reduction process, reducing agents such as iron powder and hydrochloric acid can be used. After obtaining o-phenylenediamine, it reacts with thiourea under acidic conditions and cyclizes to generate 3,2,4-benzothiadiazole. The steps are as follows:
o-nitroaniline (\ (C_6H_6N_2O_2\)) is reduced by iron powder (\ (Fe\)) and hydrochloric acid (\ (HCl\)):
\ [C_6H_6N_2O_2 + 6HCl + 3Fe\ rightarrow C_6H_8N_2 + 3FeCl_2 + 2H_2O\]
The generated o-phenylenediamine is then cyclized with thiourea (\ (CS (NH_2) _2\) under the action of sulfuric acid (\ (H_2SO_4\)) and other acidic catalysts:
\ [C_6H_8N_2 + CS (NH_2) _2\ xrightarrow {H_2SO_4} C_8H_6N_2S + 2NH_3\ uparrow\]
In addition, halogenated aromatics and thiocyanates are also used as starting materials 3,2,4-benzothiadiazole was prepared by a series of reactions such as nuclear substitution and cyclization. Different production methods have their own advantages and disadvantages, and they need to be used according to actual demand, availability of raw materials, cost, and other factors.
How toxic is 3,4-benzopyridine?
3,4-Benzopyrene is one of the polycyclic aromatic hydrocarbons, and its toxicity is extremely severe.
This substance is highly carcinogenic. In various experiments, the administration of 3,4-benzopyrene to experimental animals, whether by smearing, injection or feeding, can cause a variety of cancers in animals, such as skin cancer, lung cancer, stomach cancer, etc. If humans are exposed to conditions rich in 3,4-benzopyrene for a long time, the risk of cancer will also increase significantly. Especially for lung cancer, epidemiological studies have shown that in some places with severe air pollution and high levels of 3,4-benzopyrene, the incidence of lung cancer in residents is significantly higher.
It is also teratogenic. Exposure to 3,4-benzopyrene during embryonic development can interfere with the normal development of the embryo, resulting in fetal abnormalities such as neural tube malformations and abnormal limb development. This is because 3,4-benzopyrene can affect the differentiation and proliferation of embryonic cells, disrupting the normal development process.
3,4-benzopyrene is also mutagenic. It can interact with DNA molecules, causing changes in the DNA sequence and increasing the chance of genetic mutations. These mutations may affect the normal physiological functions of cells. If mutations accumulate, they may promote the transformation of cells into cancer cells. Due to its toxicity, 3,4-benzopyrene is listed as a key monitoring object in the fields of environmental monitoring and food safety supervision to prevent it from causing serious harm to human health.