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What are the main uses of Potassium-6-fluoropyridine-3-trifluoroborate?
Potassium-6-fluoropyridine-3-trifluoroborate is a crucial reagent in the field of organic synthesis. It has a wide range of main uses and plays a key role in many chemical reactions.
One is often used in the Suzuki-Miyaura coupling reaction. This reaction is a classic method for constructing carbon-carbon bonds and is widely used in pharmaceutical chemistry, materials science and other fields. Potassium-6-fluoropyridine-3-trifluoroborate can be used as a substitute for aryl borate, and it can be coupled with halogenated aromatics or olefins under the action of palladium catalyst to form new carbon-carbon bonds. With this reaction, organic molecules with specific structures can be effectively synthesized, laying the foundation for the creation of new drugs and functional materials.
Second, it also plays an important role in the synthesis of fluorine-containing organic compounds. Due to its molecular structure containing fluorine atoms, the unique electronic and spatial effects of fluorine atoms make fluorine-containing organic compounds often exhibit special physical, chemical and biological activities. By using potassium-6-fluoropyridine-3-trifluoroborate to participate in the reaction, fluorine atoms can be precisely introduced into the target molecule, thereby endowing the product with unique properties, such as enhancing the lipophilicity and metabolic stability of the drug.
Third, in the construction of heterocyclic compounds, it also plays a non-negligible role. Pyridine heterocyclic compounds are widely used in the fields of medicine, pesticides, dyes and so on. As a key intermediate, potassium-6-fluoropyridine-3-trifluoroborate can participate in various cyclization reactions to build pyridine heterocyclic rings with diverse structures, thus providing rich compound resources for research and development in related fields. In conclusion, potassium-6-fluoropyridine-3-trifluoroborate plays a central role in many fields of organic synthesis due to its unique structure and reactivity, and promotes the progress and development of many disciplines such as drug discovery and material innovation.
What are Potassium-6-fluoropyridine-3-trifluoroborate synthesis methods?
To prepare potassium-6-fluoropyridine-3-trifluoroborate, the following methods are often followed.
First, react with potassium salt with 6-fluoropyridine-3-boronic acid. Take an appropriate amount of 6-fluoropyridine-3-boronic acid first, place it in a clean reactor, add an appropriate amount of solvent, such as anhydrous ethanol or dichloromethane, and stir to dissolve it evenly. Then, slowly add potassium salts, such as potassium carbonate or potassium hydroxide, paying close attention to the reaction temperature and pH during the process. Due to reaction or thermogenesis, the temperature should be controlled within an appropriate range to prevent side reactions from occurring. After the reaction is completed, the product can be obtained by extraction, drying, concentration and other steps.
Second, it is prepared by halogenated pyridine derivatives. Using 2-chloro-5-fluoropyridine as the starting material, the Grignard reagent is first reacted with magnesium powder. In an anhydrous and oxygen-free environment, the magnesium powder is placed in a reaction bottle, an appropriate amount of anhydrous ether is added as a solvent, and the ether solution of 2-chloro-5-fluoropyridine is added dropwise to initiate a reaction to generate the corresponding Grignard reagent. Subsequently, the boron trifluoride ether complex is introduced, and the intermediate of 6-fluoropyridine-3-trifluoroborate is generated through a series of reactions. Then reacted with a potassium source, such as an alcohol solution of potassium carbonate, after post-treatment, such as filtration, washing, recrystallization, etc., the target product potassium-6-fluoropyridine-3-trifluoroborate can be obtained.
Third, the coupling reaction is catalyzed by palladium. Using 6-halogenated pyridine derivatives and potassium trifluoroborate as raw materials, the reaction is in the presence of palladium catalyst. 6-Halopyridine (such as 6-bromopyridine-3-fluorine), potassium trifluoroborate, palladium catalyst (such as tetra (triphenylphosphine) palladium) and an appropriate amount of base (such as cesium carbonate) were placed in the reaction system, and a suitable organic solvent, such as N, N-dimethylformamide, was added to stir the reaction at a certain temperature. After the reaction, the product was purified by column chromatography or recrystallization to obtain potassium-6-fluoropyridine-3-trifluoroborate.
What are the physical properties of Potassium-6-fluoropyridine-3-trifluoroborate?
Potassium-6-fluoropyridine-3-trifluoroborate is an important compound in organic chemistry. Its physical properties are particularly critical and are related to many practical applications.
First of all, its appearance is often white to white solid powder, fine and uniform, which makes it easy to handle and measure in many reactions and operations. Its solubility cannot be ignored. It shows a certain solubility in common organic solvents such as dichloromethane, N, N-dimethylformamide (DMF), etc., but its solubility in water is relatively limited. This solubility feature allows chemists to choose the reaction medium according to the specific reaction requirements. If a homogeneous reaction system is required, a suitable solvent can be selected according to its solubility characteristics.
Furthermore, when it comes to melting point, potassium-6-fluoropyridine-3-trifluoroborate has a specific melting point range, which is an important indicator for identifying its purity and stability. Accurate melting point data can help chemists judge the quality of the compound, and in the process of synthesis and purification, melting point monitoring can effectively control the purity of the product.
In addition, the stability of the compound is considerable. Under normal environmental conditions, if properly stored, its chemical structure and properties can be maintained relatively stable. However, it should be noted that although it has a certain stability, it should still be avoided from contact with strong oxidants, strong acids and bases, etc., to prevent uncontrollable chemical reactions from occurring, causing structural damage or forming other by-products.
The physical properties of potassium-6-fluoropyridine-3-trifluoroborate, such as appearance, solubility, melting point and stability, play a crucial role in organic synthesis, drug development and other fields, providing a key basis for chemists to design and implement various reactions.
Potassium-6-fluoropyridine-3-trifluoroborate chemical stability
The chemical stability of potassium-6-fluoropyridine-3-trifluoroborate is related to many aspects. Among this compound, the boron-fluorine bond, the carbon-fluorine bond and the nitrogen-fluorine bond all affect its stability. The boron-fluorine bond has a high bond energy, which can endow the molecule with certain stability. However, under certain conditions, it may also be attacked by nucleophiles, resulting in the fracture of the boron-fluorine bond.
The carbon-fluorine bond is also very strong, because its fluorine atom is strong electronegativity and has a strong attraction to electrons, making the carbon-fluorine bond difficult to break. However, under extreme conditions such as high temperature and strong acid and alkali, the carbon-fluorine bond may also react.
Furthermore, the nitrogen-fluorine bond also affects the stability of the compound. The nitrogen atom on the pyridine ring is alkaline to a certain extent. If it encounters an acidic environment or binds to protons, it changes the molecular electron cloud distribution, which in turn affects the stability.
In addition, the solvent environment also has a great influence on its stability. Polar solvents can promote the ionization process. If the compound is ionized in solution, it may change its stability. In non-polar solvents, the intermolecular interaction is different from that in polar solvents, which also affects its stability.
At the same time, external conditions such as temperature and light cannot be ignored. High temperature may cause molecular movement to intensify, increase reactivity, and reduce stability; light or luminescent chemical reactions can cause structural changes in compounds.
Overall, the chemical stability of potassium-6-fluoropyridine-3-trifluoroborate is influenced by various factors such as bond energy, solvent, and external conditions. All factors need to be considered comprehensively to clarify its stability performance in different situations.
What is the price range of Potassium-6-fluoropyridine-3-trifluoroborate in the market?
Potassium-6-fluoropyridine-3-trifluoroborate is in the market, and its price range is difficult to determine. The price of this compound often varies from one reason to another. First, the difficulty of its preparation varies. If the preparation process is complicated and requires special raw materials and fine control, the price will be high; if the preparation method is simple and easy, the price may be slightly cheaper. Second, the supply and demand of the market is also the main reason. If the market demands a lot, but the supply is small, the price will increase; if the supply exceeds the demand, the price may drop. Third, the purity of the product is also tied to the price. The price of high-purity potassium-6-fluoropyridine-3-trifluoroborate must be higher than that of slightly lower purity due to the need for more refined purification techniques.
According to the knowledge of "Tiangong Kaiwu", the price of a product depends on the labor of creation, the change in supply and demand, and the difference in quality. In the field of chemical industry today, potassium-6-fluoropyridine-3-trifluoroborate is no exception. Although it is difficult to determine the range of its price, it can be deduced: crude and low purity, the price per gram may be between a few yuan and tens of yuan; if it is high purity and used for special scientific research or high-end industry, the price per gram may reach hundreds of yuan, or even higher. Market conditions are fickle, and prices also move from time to time. To know the exact price, you need to carefully observe the current market conditions and ask suppliers.