What is the main use of 2-Benzoylthiophene, (Phenyl 2-thienyl ketone)?
2-Benzoylthiophene, that is, phenyl-2-thiophenyl ketone, is widely used. In the field of organic synthesis, it is often used as a key intermediate. Due to its special molecular structure, the benzene ring is connected to the thiophene ring by carbonyl, giving it unique chemical activity. Therefore, it can participate in many chemical reactions, such as nucleophilic addition and electrophilic substitution, which can be used to construct more complex organic compounds.
It is also of great significance in pharmaceutical chemistry. The design and synthesis of many drug molecules often use 2-benzoylthiophene as the starting material or structural fragment. Due to its structure, it can provide specific physical and chemical properties and biological activities for drug molecules, such as improving the lipid solubility of drugs, which is conducive to drug penetration through biofilms, thereby improving bioavailability; or interacting with specific targets in the body to exert pharmacological effects.
In the field of materials science, 2-benzoylthiophene can be used to prepare functional materials. For example, through specific chemical modification and polymerization, it can be introduced into the structure of polymer materials, giving the materials unique optical and electrical properties, such as preparing organic Light Emitting Diode materials with specific luminescence properties, or organic semiconductor materials with special electrical conductivity.
Furthermore, in the fragrance industry, due to its unique odor characteristics, it can be used as a raw material for fragrance ingredients, and can be chemically converted to synthesize fragrance products with special aromas, providing novel ingredient choices for fragrance blending. In short, 2-benzoylthiophene plays an important role in many fields such as organic synthesis, drugs, materials and fragrances, and is of great significance in promoting the development of related industries.
What are the physical properties of 2-Benzoylthiophene, (Phenyl 2-thienyl ketone)
2-Benzoylthiophene, that is, phenyl-2-thiophenyl ketone, has the following physical properties:
This substance is often in a solid state. Looking at its color, it is mostly white to light yellow, and the appearance is delicate and crystalline. Its melting point is between 108-110 ° C. Within this temperature limit, it will gradually change from solid to liquid, which is the key temperature for its physical state transition.
When it comes to solubility, 2-benzoylthiophene exhibits different degrees of solubility in organic solvents. Organic solvents such as common ethanol, ether, and chloroform can be miscible with it. In ethanol, with a slight increase in temperature, the dissolution rate accelerates, forming a uniform solution system; in ether, the solution is clear and transparent after dissolution. However, it is difficult to dissolve in water, and the polarity of water and the molecular structure of 2-benzoylthiophene make it difficult for the two to blend with each other, so it is mostly suspended in water.
Its density is slightly higher than that of water, and if placed in water, it will slowly settle to the bottom. Under normal temperature and pressure, the chemical properties are relatively stable, but in case of extreme conditions such as high temperature and open flame, it may cause chemical reactions, or combustion, or decomposition, releasing sulfur-containing and carbon-containing compounds. In addition, it has a certain degree of volatility, and it will slowly emit a faint special smell in the air. Although this smell is not strong and pungent, it can be keenly perceived.
What are the chemical properties of 2-Benzoylthiophene, (Phenyl 2-thienyl ketone)
2-Benzoylthiophene, that is, phenyl-2-thiophenyl ketone, has unique chemical properties. This substance has aromatic properties. Because both the benzene ring and the thiophene ring in the molecule contain a conjugated π electronic system, the conjugated structure endows it with certain stability, and makes the molecule planar, which affects its physical and chemical behavior.
In terms of reactivity, carbonyl is the key activity check point. Carbon in carbonyl is partially positive and vulnerable to attack by nucleophiles. For example, in case of alcohol nucleophiles, nucleophilic addition reactions can occur under the catalysis of acids or bases to generate hemiketal or ketal products. In case of nitrogen-containing nucleophiles such as amines, imine derivatives can be formed. This reaction is widely used in organic synthesis of nitrogen-containing heterocycles or new ligands.
In addition, electrophilic substitution reactions can occur on benzene rings and thiophene rings. Since the electron cloud density of the thiophene ring is higher than that of the benzene ring, electrophilic reagents are more inclined to attack the thiophene ring. During halogenation, halogen atoms easily replace hydrogen atoms at the α position of the thiophene ring. When there are strong electron-absorbing groups connected to the benzene ring, the electrophilic substitution reaction may occur preferentially in the benzene ring, which can be well utilized when designing and synthesizing specific substituted products.
It can also participate in redox reactions. Carbonyl groups can be reduced to alcohol hydroxyl groups, and common reducing agents such as sodium borohydride and lithium aluminum hydride are used. If stronger oxidizing agents are used, thiophene rings or benzene rings may be oxidized, resulting in ring structure changes or ring opening. This reaction needs to be carefully regulated according to specific reaction conditions and expected products.
2-benzoylthiophene has broad application prospects in the fields of medicine and materials due to its unique chemical properties. It can be used as a key intermediate in organic synthesis to construct complex structural compounds.
What are the synthesis methods of 2-Benzoylthiophene, (Phenyl 2-thienyl ketone)
2-Benzoylthiophene, that is, phenyl-2-thiophenyl ketone, has been synthesized in ancient times. The details are as follows.
First, thiophene and benzoyl chloride are used as raw materials and can be obtained by Fu-gram acylation reaction. This reaction needs to be carried out under the catalysis of Lewis acid such as anhydrous aluminum trichloride. In a dry reaction vessel, slowly drop thiophene into a mixed system containing benzoyl chloride and anhydrous aluminum trichloride. Because anhydrous aluminum trichloride is easily decomposed in contact with water, the reaction environment must be kept dry. After the dropwise addition is completed, moderately heat up and stir to make the reaction fully proceed. After the reaction is completed, the product is purified by hydrolysis, extraction, distillation and other steps. During hydrolysis, an appropriate amount of dilute acid solution is slowly added to decompose the complex. For extraction, a suitable organic solvent, such as dichloromethane, is selected to transfer the product from the aqueous phase to the organic phase. The purpose of distillation is to remove the organic solvent and unreacted raw materials to obtain pure 2-benzoylthiophene.
Second, it can be prepared by esterification of 2-thiophenylmethanol and benzoic acid, and then by a series of reactions such as Claisen condensation. First, 2-thiophenylmethanol and benzoic acid are catalyzed by acid to form esters, commonly used catalysts such as p-toluenesulfonic acid. In the reaction, in order to move the equilibrium in the direction of ester formation, azeotropic removal of water can be used. After the ester is formed, the Claisen condensation reaction is carried out under the action of strong alkali. This process requires strict control of the amount of alkali and the reaction temperature, otherwise side reactions are prone to occur. After the condensation reaction is completed, it also needs to go through separation and purification steps, such as column chromatography, to achieve the high purity requirements of the product. During column chromatography, according to the polarity difference between the product and the impurity, a suitable eluent is selected to effectively separate the product from the impurity.
Third, using thiophene and benzaldehyde as the starting materials, formyl groups are first introduced through the Wellsmeier-Hack reaction, and then a series of conversions are carried out to synthesize the target product. In the Wilsmeier-Hacker reaction, reagents such as N, N-dimethylformamide and phosphorus oxychloride are used. Thiophene reacts with it to form thiophene-2-formaldehyde derivatives, and then the target molecular structure is gradually constructed through reaction with benzene Grignard reagent and oxidation. The oxidation step can be selected with suitable oxidants, such as Jones reagent, etc., and the intermediate is oxidized to the final 2-benzoylthiophene. After the reaction, it also needs to be separated and purified in multiple steps to obtain pure products to meet the needs of experimental or industrial production.
What is the price range of 2-Benzoylthiophene, (Phenyl 2-thienyl ketone) in the market?
The price of 2-Benzoylthiophene, that is, phenyl 2-thiophenyl ketone, in the market is difficult to determine. This is due to the ever-changing market conditions, and the price also shifts with many factors.
If the reason for its influence is investigated, the first is the situation of supply and demand. If there are many buyers and few suppliers, the price will rise; conversely, if the supply exceeds the demand, the price will fall. And the cost of production is also the key. The price of raw materials, the method of production, and the cost of manpower will all affect its cost, which in turn will affect the market price. In addition, the competition in the market and the regulation of politics also have an effect that cannot be ignored. If there is competition in the same industry, it is to occupy the market seat, or there may be a downgrade in order to seek it; and the tightness of the decree, which is involved in production and circulation, can also cause changes in prices.
Looking at the traces of the past market, the price of 2-Benzoylthiophene may fluctuate sharply. Sometimes due to the shortage of raw materials, the price is like skyrocketing; sometimes due to technological refinement, production increases and prices fall. However, if you want to know the current price, you should consult chemical material suppliers, chemical trading platforms, or ask industry experts to get a more accurate price. And the speed of price movement, the price obtained today, is not much or different, so if you want to know the real-time price, you must consult close.