Benzothiophene 5 Carboxyaldehyde
quinoline thiophene imidazole thiazole

Benzothiophene-5-Carboxyaldehyde

Taiy Chemical

    Specifications

    HS Code

    596102

    Name Benzothiophene-5-Carboxyaldehyde
    Chemical Formula C9H6OS
    Molar Mass 162.21 g/mol
    Appearance Solid (usually)
    Melting Point Data may vary, around 50 - 60 °C (approximate)
    Boiling Point Data may vary, around 280 - 290 °C (approximate)
    Solubility In Water Insoluble
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, dichloromethane
    Odor Characteristic, likely pungent or aromatic
    Color Off - white to light yellow

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    Frequently Asked Questions

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    What is the chemistry of Benzothiophene-5-Carboxyaldehyde?
    Benzothiophene-5-formaldehyde is a member of the family of organic compounds. Its molecular structure is unique. It is formed by fusing the benzene ring with the thiophene ring, and there is an aldehyde group attached to the 5 position of the benzene ring. This unique structure gives it many specific chemical properties.
    First describe its physical characteristics. Benzothiophene-5-formaldehyde is usually in a solid form and is relatively stable at room temperature. Its physical parameters such as melting point and boiling point are closely related to the intermolecular forces. The existence of aldehyde groups can cause hydrogen bonds between molecules, which affects the melting point and boiling point.
    Let's talk about chemical activity. The aldehyde group is the key activity check point of this compound. The aldehyde group is electrophilic and vulnerable to attack by nucleophiles. For example, it can be acetalized with alcohols to form an acetal structure. This reaction is very important in organic synthesis and is often used to protect aldehyde groups or build complex organic molecular structures.
    In addition, benzothiophene-5-formaldehyde can participate in oxidation reactions. The aldehyde group is easily oxidized to a carboxyl group, and this transformation can be achieved by selecting an appropriate oxidant, such as potassium permanganate. This property makes it play a key role in the preparation of derivatives such as benzothiophene-5-carboxylic acid.
    In the field of nucleophilic substitution, the aldehyde group of benzothiophene-5-formaldehyde can also exhibit activity. For example, it reacts with nucleophiles containing nitrogen and sulfur to form new carbon-heteroatomic bonds, thereby expanding the functionality and complexity of the molecule.
    Furthermore, the benzene and thiophene rings of benzothiophene-5-formaldehyde are not "silent". Although they are relatively stable, they can also participate in the reaction under specific conditions, such as strong acidic or alkaline environments, high temperatures, and the presence of specific catalysts. For example, the benzene ring can undergo Fourier-gram reaction, and the thiophene ring can undergo electrophilic substitution reaction, etc. These reactions provide the possibility to introduce other functional groups on the benzothiophene skeleton, thereby enriching its chemical properties and application range.
    What are the physical properties of Benzothiophene-5-Carboxyaldehyde?
    Benzothiophene-5-formaldehyde, an organic compound, has unique physical properties. It is solid and stable at room temperature. In case of hot topics, open flames or strong oxidizing agents, there is a risk of fire and explosion.
    Looking at its appearance, it is often white to light yellow crystalline powder, which is easy to store and transport. The melting point is about [specific melting point value] ℃, this characteristic is crucial for its purification and identification. Melting point determination can be an effective means to determine the purity of the substance. If the purity is high, the melting point range is narrow and close to the theoretical value; if impurities are contained, the melting point will be reduced and the melting range will be widened.
    Furthermore, its solubility is also an important physical property. Slightly soluble in water, due to the formation of hydrogen bonds between water molecules, while benzothiophene-5-formaldehyde is an organic molecule, which has a weak interaction with water, so it is insoluble. However, it is soluble in common organic solvents, such as ethanol, ether, chloroform, etc. In ethanol, due to the polarity of ethanol and the interaction between benzothiophene-5-formaldehyde molecules, a homogeneous solution can be formed. This solubility characteristic is widely used in organic synthesis and chemical analysis. For example, in the synthesis reaction, a suitable organic solvent can be selected to dissolve the reactant to promote the reaction to proceed uniformly; during analysis, it can be used for extraction, separation and purification of the substance.
    In addition, benzothiophene-5-formaldehyde is volatile to a certain extent. Although it evaporates slowly at room temperature, in high temperatures or poorly ventilated environments, the volatilization rate accelerates and the concentration in the air increases. Its vapor is irritating, and too much inhalation will cause respiratory discomfort. When operating, you need to do it in a well-ventilated place or wear protective equipment to ensure safety.
    What are the common synthetic methods of Benzothiophene-5-Carboxyaldehyde?
    Benzothiophene-5-Carboxyaldehyde is benzothiophene-5-formaldehyde. The common synthesis methods are as follows:
    First, benzothiophene is used as the starting material. First, through the Fu-gram acylation reaction, under the catalysis of Lewis acid such as aluminum trichloride, with a mixture of formylation reagents such as N, N-dimethylformamide (DMF) and phosphorus oxychloride (POCl). In this reaction, POCl and DMF generate an active formylation intermediate, which attacks the 5-position of benzothiophene, thereby introducing formyl groups to generate benzothiophene-5-formaldehyde. The reaction needs to be carried out at an appropriate temperature, usually starting at a low temperature, gradually heating up to the complete reaction, and the target product can be obtained through subsequent steps such as hydrolysis, separation, and purification.
    Second, a suitable halogenated benzothiophene is used as a raw material. If the 5-position is a halogen atom, it can be synthesized by a metal-catalyzed carbonylation reaction. For example, under the catalysis of palladium catalysts such as tetrakis (triphenylphosphine) palladium (Pd (PPh)), it reacts with carbon monoxide and nucleophiles (such as alkoxides) to form an intermediate product, and then hydrolyzes to replace the halogen atom with a formyl group, and finally gives benzothiophene-5-formaldehyde. This method requires controlling the carbon monoxide pressure of the reaction system, the amount of catalyst and the reaction time to improve the yield.
    Third, from the perspective of constructing a benzothiophene ring. Using compounds containing sulfur and benzene ring structure, benzothiophene ring is formed simultaneously through cyclization reaction and formyl group is introduced. For example, some sulfur-containing alkenyl aryl compounds achieve cyclization and formylation at the same time under specific oxidative cyclization conditions. This process often requires the synergistic action of suitable oxidants and catalysts. The reaction conditions are relatively complex, and fine regulation is required to ensure that the reaction proceeds in the direction of generating benzothiophene-5-formaldehyde.
    Benzothiophene-5-Carboxyaldehyde in what areas?
    Benzothiophene-5-formaldehyde is useful in many fields. In the field of pharmaceutical creation, it is a key intermediate, which helps to synthesize a variety of specific drugs. The unique structure of Gainbenzothiophene can closely fit specific targets in organisms, thus exhibiting various pharmacological activities such as antibacterial, anti-inflammatory, and anti-tumor. For example, after careful design and modification, benzothiophene-5-formaldehyde can be used as a starting material to synthesize new anti-tumor drugs, which is expected to provide a new path to solve cancer problems.
    In the field of materials science, it also has extraordinary value. In the development of organic optoelectronic materials, benzothiophene-5-formaldehyde can be used as the core building unit for the preparation of high-performance Light Emitting Diode (OLED) materials. Due to its structure, the material has unique electron transport and luminescence characteristics, which can significantly improve the luminous efficiency and stability of OLED devices, injecting new vitality into the innovation of display technology.
    In the field of fine chemicals, its use is quite extensive. It can be used to synthesize high-end fragrances. With its special chemical structure, it can generate compounds with unique aromas through a series of reactions, adding fascinating fragrance to perfumes, cosmetics, etc. At the same time, in the field of dye synthesis, new dyes with bright colors and excellent fastness can be prepared from it, which can meet the needs of high-quality dyes in textile, printing and dyeing industries.
    To sum up, benzothiophene-5-formaldehyde plays an indispensable role in the fields of medicine, materials, fine chemicals, etc., like a bright star, illuminating the development path of many industries.
    What are Benzothiophene-5-Carboxyaldehyde storage conditions?
    Benzothiophene-5-formaldehyde is one of the organic compounds. Its storage conditions are crucial, and it is related to the stability and quality of this substance.
    In the ancient meaning of "Tiangong Kaiwu", where things are hidden, their properties need to be checked. Benzothiophene-5-formaldehyde should be stored in a cool and dry place. Cover a cool place to slow down the rate of chemical reactions and prevent decomposition or deterioration due to excessive temperature. Dry places prevent it from being damp. In case of water vapor, or adverse reactions such as hydrolysis, its purity and structure will be damaged.
    Furthermore, it is necessary to avoid open flames and hot topics. This compound may be flammable. In case of open flame or hot topic, it may cause fire or even explosion, endangering the safety of the surroundings.
    Storage device should also be selected with caution. A sealed container should be used to prevent excessive contact with air. Oxygen, carbon dioxide, etc. in the air may react with oxidation and addition. If it is stored in a sealed bottle made of glass or specific plastic materials, it can be isolated from external adverse factors.
    And the storage place should be kept away from oxidants. The chemical structure of benzothiophene-5-formaldehyde makes it prone to violent oxidation reactions when it encounters oxidants, not only destroying its own structure, but also producing harmful products.
    In short, store benzothiophene-5-formaldehyde in the above conditions of cool, dry, fire-proof, sealed and free from oxidants, so that its quality can be preserved for future scientific research, industry and other purposes.