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What are the main uses of alpha-acetylthiophene?
Alpha-acetylthiophene is also an organic compound. It has a wide range of uses and is often a key intermediate in the synthesis of many drugs in the field of medicine. Due to its unique chemical structure, it can participate in a variety of reactions and help form molecules with specific biological activities, such as the preparation of antibacterial and anti-inflammatory drugs.
In the field of materials science, it also has important functions. It can be used as a cornerstone for the construction of functional materials. After specific reaction conversion, materials with unique photoelectric properties can be obtained for photoelectric devices such as organic Light Emitting Diode (OLED) to increase their luminous efficiency and stability.
In the fragrance industry, alpha-acetylthiophene can be used as a fragrance additive due to its special smell. According to its smell characteristics, perfumers often integrate it into flavor formulas to add unique aromas to products, which are used in perfumes, food flavors, etc., to improve the olfactory quality of products.
Furthermore, in the field of organic synthetic chemistry, it is a commonly used reagent. Chemists use its active reaction check point to carry out various organic reactions, such as nucleophilic substitution, condensation reactions, etc., to construct complex organic molecular structures, expand the boundaries of organic synthesis, and promote the development of organic chemistry.
What are the physical properties of alpha-acetylthiophene?
Alpha-acetylthiophene is also an organic compound. It has various physical properties, so let me tell you one by one.
In terms of its appearance, it is a colorless to light yellow liquid under normal conditions. It is clear and has a special aromatic smell. Its boiling point is between 221 and 223 ° C. At this temperature, the substance gradually changes from liquid to gaseous. This boiling point characteristic is crucial in separation, purification and related chemical operations.
As for the melting point, it is about -10 ° C. When the ambient temperature drops to this temperature, the substance will solidify from liquid to solid.
The density of α-acetylthiophene is about 1.199 g/cm ³, which is heavier than water. If mixed with water, it will sink underwater. Its solubility also has characteristics. It is slightly soluble in water, but it can be miscible with many organic solvents, such as ethanol, ether, acetone, etc. This solubility has a significant impact on the selection of reaction media and product separation in organic synthesis.
In addition, the vapor pressure of α-acetylthiophene has a corresponding value at a specific temperature, which is related to its existence and behavior in the gas phase. Its refractive index is also a specific constant, reflecting the refractive properties of light when passing through the substance, which is of great reference value for identification and purity analysis. All these physical properties are the cornerstones of in-depth understanding and application of α-acetylthiophene, and are indispensable in many fields such as chemical industry and scientific research.
What is the chemistry of alpha-acetylthiophene?
Alpha-acetylthiophene is also an organic compound. It has special chemical properties and has attracted much attention in the field of organic synthesis.
α-acetylthiophene contains a thiophene ring and an acetyl group, which gives it unique reactivity. Its thiophene ring is aromatic and more active than the benzene ring. Because it is a five-membered heterocycle, the electron cloud is unevenly distributed, resulting in electrophilic substitution reactions. The common electrophilic substitution sites are at the 2-position and 5-position of the thiophene ring, due to the stability of the reaction intermediate.
Its acetyl group can cause many reactions. The carbonyl group of the acetyl group is electrophilic and can react with nucleophiles. For example, in case of Grignard reagent, alcohol products can be obtained by nucleophilic addition. It can also undergo condensation reaction with compounds containing active hydrogen under basic conditions, such as condensation with aldehyde hydroxyaldehyde, which can construct carbon-carbon bonds and expand molecular structures.
α-acetylthiophene can be reduced. Its carbonyl can be reduced to alcoholic hydroxyl groups by reducing reagents such as lithium aluminum hydride or sodium borohydride, which is the way to obtain alcohols containing thiophene structure. At the same time, thiophene rings can also be partially reduced under specific conditions, changing their electronic properties and reactivity.
In oxidation reactions, α-acetylthiophene may vary depending on the reaction conditions. Under mild oxidation, the carbonyl group may be further oxidized to a carboxyl group; under strong oxidation conditions, the thiophene ring may be destroyed to form various oxidation products.
In addition, α-acetylthiophene has unique spectral properties due to its conjugated system. Its ultraviolet spectrum has characteristic absorption peaks, which can be analyzed qualitatively and quantitatively. In infrared spectroscopy, the characteristic vibration peaks of carbonyl and thiophene rings can help structure identification.
α-acetylthiophene has rich chemical properties and is an important synthetic block in the fields of organic synthesis, medicinal chemistry and materials science. With its unique structure and reactivity, it can construct multiple organic molecular structures.
What are alpha-acetylthiophene synthesis methods?
The method of preparing α-acetylthiophene has existed in ancient times, and there are many paths. Common ones are as follows:
First, thiophene and acetic anhydride are used as raw materials, and anhydrous aluminum trichloride is used as a catalyst, which is prepared by Fu-gram acylation reaction. In this reaction, the aromatic ring of thiophene is electron-rich. Under the catalysis of anhydrous aluminum trichloride, the acetyl group of acetic anhydride can attack the thiophene ring electrophilically to obtain α-acetylthiophene. The operation is: in a dry reaction bottle, first add anhydrous aluminum trichloride, protect it with nitrogen, slowly inject acetic anhydride, stir well, and add thiophene dropwise. During the reaction, it is necessary to control the temperature moderately, usually starting at low temperature and gradually rising to room temperature or slightly higher temperature to make the reaction sufficient. After the reaction is completed, the reaction is quenched with ice water, and the product is purified by extraction, washing, drying, distillation and other steps.
Second, thiophene and acetyl chloride are used as raw materials, and anhydrous aluminum trichloride is also used as catalyst. Acetyl chloride has higher activity than acetic anhydride, and the reaction rate may be faster. In the same reaction bottle protected by nitrogen, anhydrous aluminum trichloride is added, acetyl chloride is injected, and thiophene is added dropwise. The reaction conditions are similar to those using acetic anhydride as raw materials, and temperature control is also required. After the reaction is completed, according to the conventional post-treatment method, such as extraction to remove impurities, dilute acid, water washing, anhydrous magnesium sulfate and other desiccants are dried, and finally pure α-acetylthiophene is distilled.
Third, thiophene is used as the starting material, and Grignard's reagent is first prepared, and then reacts with acetylhalide or acetic anhydride. First, thiophene and magnesium chips are reacted in a solvent such as anhydrous ether to form thiophene magnesium halide (Grignard's reagent). After that, at low temperature, acetylhalide or acetic anhydride is slowly added to Grignard's reagent, and a nucleophilic substitution reaction occurs to obtain α-acetylthiophene. This method step is slightly complicated, but Subsequent operations such as hydrolysis, extraction, drying, and distillation are still required to obtain high-purity products.
What is the price range of alpha-acetylthiophene in the market?
The price of α-acetylthiophene in the market varies depending on the purity of the product, the amount purchased, and the supply and demand of the market. In the past, if the purchase quantity is small and the ordinary purity is sought, the price per gram is about tens to hundreds of yuan. If you want high-purity products, and the purchase quantity is still small, the price per gram may rise to several hundred yuan.
However, if the purchase quantity is quite large, such as in kilograms, the seller often sells it at the wholesale price. For ordinary purity, the price per kilogram may drop to several thousand yuan; for high purity, the price per kilogram may be around 10,000 yuan.
The supply and demand situation in the market is also very important. If the demand is large and the supply is small, the price will rise; if the supply exceeds the demand, the price may fall. Therefore, if you want to know the exact price, it is advisable to consult the chemical raw material supplier, who can quote a near-real price according to the current situation.