Chemical Formula | C9H6OS |
Molar Mass | 162.21 g/mol |
Appearance | Solid |
Color | Yellow to light brown |
Melting Point | 45 - 48 °C |
Boiling Point | 150 - 152 °C (12 mmHg) |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Flash Point | 116.4 °C |
Pungent Odor | Yes |
What is the main use of thiophene-2-carboxaldehyde?
Benzo [b] thiophene-2-formaldehyde, an organic compound, has important uses in many fields.
First, in the field of organic synthesis, it is a key intermediate. Organic compounds with diverse structures can be derived through various chemical reactions. If condensed with reagents containing active hydrogen, new carbon-carbon bonds or carbon-heteroatomic bonds can be formed to generate compounds with special structures and functions, which is of great significance in pharmaceutical chemistry, materials science and other fields. Taking the preparation of drug molecules with specific structures as an example, benzo [b] thiophene-2-formaldehyde can be used as a starting material to introduce key functional groups through multi-step reactions to achieve the construction of target drug molecules.
Second, in the field of materials science, the materials involved in the synthesis show unique photoelectric properties. Conjugated polymer materials based in part on the synthesis of benzo [b] thiophene-2-formaldehyde have broad application prospects in optoelectronic devices such as organic Light Emitting Diode (OLED) and organic solar cells. Due to its structural properties, it can effectively regulate the electronic transport and luminescence properties of materials, and improve the efficiency and stability of optoelectronic devices.
Third, in the field of drug research and development, benzo [b] thiophene-2-formaldehyde and its derivatives have potential biological activities. Studies have shown that such compounds have certain affinity and inhibitory activity to certain disease-related targets, such as anti-tumor, antibacterial, etc. Scientists can optimize their structural modification and screen lead compounds with high activity and selectivity. After further research and development, it is expected to become new drugs.
In short, benzo [b] thiophene-2-formaldehyde, with its unique structure and chemical properties, plays an important role in organic synthesis, materials science, drug development and other fields, and promotes technological innovation and development in various fields.
What are the synthesis methods of Benzo [b] thiophene-2-carboxaldehyde
To prepare benzo [b] thiophene-2-formaldehyde, there are many methods, and the main ones are selected.
First, benzo [b] thiophene is used as the starting material and can be obtained by the Wilsmeier-Hack reaction. First, take an appropriate amount of benzo [b] thiophene, place it in the reactor, inject an appropriate amount of N, N-dimethylformamide (DMF), stir well, so that the material is fully dispersed. Then, slowly add phosphorus oxychloride (POCl 🥰) dropwise, and the temperature must be strictly controlled during the process to prevent side reactions from happening. Add it dropwise, heat up to a suitable temperature, and when the reaction number is constant temperature. After the reaction is completed, the reaction solution is poured into ice water, neutralized to neutral in alkali solution, and then extracted, distilled, recrystallized and other operations to obtain pure benzo [b] thiophene-2-formaldehyde. The key to this reaction lies in the control of temperature and the ratio of each material. A slight difference in the pool will affect the yield and purity.
Second, 2-bromobenzo [b] thiophene is used as the raw material, prepared by Grignard reaction and subsequent formylation reaction. First, 2-bromobenzo [b] thiophene is reacted with magnesium chips in anhydrous ether to obtain Grignard reagent. This process must ensure that the reaction system is anhydrous and oxygen-free, otherwise the Grignard reagent is easy to decompose. After preparing the Grignard reagent, slowly add N, N-dimethylformamide and react for a period of time. Then, hydrolysis with dilute acid, separation and purification can obtain the target product. In this way, the preparation and preservation of the Grignard reagent are very important, and the subsequent reaction conditions also need to be carefully regulated.
Third, benzo [b] thiophene-2-carboxylic acid is used as the starting material, and it is first converted into acyl chloride, which is often reacted with sulfoxide chloride. After the acid chloride is prepared, through the Rosemond reduction reaction, palladium-barium sulfate is used as a catalyst, quinoline-sulfur is used as an inhibitor, and hydrogen is introduced for reduction to obtain benzo [b] thiophene-2-formaldehyde. This route requires attention to the activity of the catalyst and the dosage of the inhibitor, otherwise it is easy to over-reduce and affect the production of the product.
All methods have advantages and disadvantages. In practical application, when considering the availability of raw materials, cost, yield and purity, many factors such as weighing and choosing.
What are the physical properties of thiophene-2-carboxaldehyde?
Benzo [b] thiophene-2-formaldehyde is a kind of organic compound. Its physical properties are quite important and are of key significance in the fields of scientific research and industry.
First of all, its appearance, benzo [b] thiophene-2-formaldehyde is usually in a crystalline solid state, and the color may be light yellow to light brown. The appearance of this color is closely related to the conjugate system in the molecular structure. The conjugate structure causes the electron transition to absorb light of a specific wavelength, so it is colored.
Second, the melting point is about in the range of [specific melting point value] degrees Celsius. The determination of the melting point can be an important basis for identifying the purity of this compound. The melting point of pure products often has a specific value. If it contains impurities, the melting point tends to decrease and the melting range becomes wider.
Furthermore, the boiling point is related to its phase transition under different temperature conditions. The boiling point of benzo [b] thiophene-2-formaldehyde is about [specific boiling point value] degrees Celsius. The boiling point is determined by intermolecular forces, such as van der Waals force, hydrogen bond, etc., and the rigidity and polarity of the molecular structure are affected.
Solubility is also a key physical property. In organic solvents, such as ethanol, ether, dichloromethane, etc., benzo [b] thiophene-2-formaldehyde exhibits good solubility. This is due to the principle of similar phase dissolution, and its organic molecular structure has a certain affinity with organic solvent molecules. However, the solubility in water is very small, because its molecular polarity is relatively weak, it is difficult to form an effective interaction with water molecules.
In addition, density is also one of its characteristics. Its density is about [specific density value] g/cm3. The measurement of density is an indispensable parameter in the separation, purification and related process design of substances. In conclusion, the physical properties of benzo [b] thiophene-2-formaldehyde, such as its appearance, melting point, boiling point, solubility, and density, provide crucial basic information for its identification, separation, purification, and application in various chemical reactions and industrial processes. Researchers can design experiments and processes based on these characteristics to achieve effective utilization of this compound.
What are the chemical properties of Benzo [b] thiophene-2-carboxaldehyde
Benzo [b] thiophene-2-formaldehyde, this is an organic compound with specific chemical properties. Its structure contains benzothiophene ring and aldehyde group, giving it unique reactivity. The presence of
aldehyde groups makes the compound prone to oxidation reactions. Under the action of suitable oxidants, aldehyde groups can be converted into carboxyl groups to form benzo [b] thiophene-2-carboxylic acids. This oxidation reaction is common in organic synthesis and is an important way to obtain carboxyl-containing derivatives.
And because of its aldehyde groups, it can undergo nucleophilic addition reactions with many nucleophiles. For example, when present with alcohols in acidic catalysts, acetals can be formed. Acetal is often used as a carbonyl protecting group in organic synthesis. Because acetal is relatively stable to bases and oxidants, it can be hydrolyzed to restore aldehyde groups under specific conditions.
Furthermore, the benzothiophene ring endows the compound with certain aromaticity, so that it can participate in aromatic electrophilic substitution reactions. In view of the electron cloud distribution characteristics of the benzothiophene ring, electrophilic reagents tend to attack specific positions, such as the ortho or para-position of the carbon atom connected to the thiophene ring and the benzene ring. Such electrophilic substitution reactions can introduce various functional groups and expand the structural diversity of compounds, which is of great significance in the fields of drug synthesis and materials science.
In addition, the conjugate structure of the compound gives it certain optical properties. Under the excitation of light, the electron transition in the molecule exhibits fluorescence properties. This fluorescence property may have potential applications in the design of fluorescent probes, biological imaging, etc. By modifying its structure, the wavelength and intensity of fluorescence emission can be adjusted to meet different application needs.
What is the price of thiophene-2-carboxaldehyde in the market?
I look at your question, but I am inquiring about the market price of benzo [b] thiophene-2-formaldehyde. However, the market price often changes due to various reasons, and it is difficult to determine.
This compound is widely used in the fields of chemical industry and medicine. Its price is related to the price of raw materials, the difficulty of preparation, and the situation of supply and demand. If the raw material is easy to obtain, the preparation method is simple and efficient, and its price is slightly flat; on the contrary, if the raw material is rare and expensive, and the preparation is difficult, the price will be high.
In addition, the situation of supply and demand is also serious. If there are many people who want it, and there are few people who supply it, the price will increase; if the supply exceeds the demand, the price will drop. And different places, different merchants, the price is also different. It is probably based on various chemical trading platforms, or consulting reagent suppliers, you can get the current price. However, the price changes at any time and cannot be held together. Therefore, if you want to know the exact price, you should visit the merchant or platform in person and consult them in detail before getting the actual price.