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What is the main use of 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine, the Chinese name is often 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine, which is widely used.
In the field of organic synthesis, it is often used as a key intermediate. Due to the unique chemical properties of the boryl group, it can participate in many important reactions, such as the Suzuki coupling reaction. In such reactions, it can form carbon-carbon bonds with substrates such as halogenated aromatics or olefins under the action of suitable catalysts and bases to build complex organic molecules. This is of great significance for the fields of medicinal chemistry and materials science, and can assist in the synthesis of compounds with specific structures and functions.
In drug development, compounds synthesized by the reactions they participate in may have potential biological activities, which can be used as lead compounds for in-depth research and optimization, laying the foundation for the creation of new drugs. In the field of materials science, organic materials synthesized by it may exhibit unique photoelectric properties, such as applications in organic Light Emitting Diodes (OLEDs), organic solar cells, etc., to promote material performance improvement and innovation.
In short, 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxoboramyl-2-yl) pyridine plays an important role in organic synthesis, drug development, materials science and other fields, providing key support for the development of related fields.
What are the synthesis methods of 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
There are several common methods for the synthesis of 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl) pyridine.
First, the reaction of 2-methyl-5-halogenated pyridine with diphenylphosphine-naloxyl borate as raw materials is carried out in a palladium-catalyzed system. This process requires the selection of suitable palladium catalysts, such as palladium acetate, with ligands, such as bis (diphenylphosphine) biphenyl (dppb), in an alkaline environment. Potassium carbonate, sodium carbonate, etc. can be selected as the base. Toluene, dioxane, etc. can be used as the solvent, heated and stirred, and the target product can be obtained through coupling reaction. The reaction mechanism is that the palladium catalyst first undergoes oxidative addition with halogenated pyridine, and then carries out metal transfer with the double-pinacol borate, and finally reduces and eliminates to form the target product.
Second, it can be prepared by the reaction of 2-methyl-5-boronic acid with pinacol. 2-methyl-5-boronic acid can be prepared by the corresponding pyridine derivatives by lithiation, boration and other steps. Then, 2-methyl-5-boronic acid and pinacol are refluxed in a suitable solvent such as toluene in the presence of a dehydrating agent to form 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboroamyl-2-yl) pyridine. In this reaction, the choice of dehydrating agent is quite critical, such as concentrated sulfuric acid, p-toluenesulfonic acid, etc., which can promote the reaction to form the target product.
Third, 2-methyl-5-trifluoromethanesulfonate pyridine reacts with diphenacol borate. This reaction also requires a palladium-catalyzed system. Similar to the first method, the substrate is activated with a palladium catalyst, and the product is formed through the steps of oxidative addition, metal transfer, reduction and elimination. In this way, there is also a corresponding method for the preparation of 2-methyl-5-trifluoromethanesulfonate pyridine, which can be obtained by the reaction of 2-methyl-5-hydroxypyridine with trifluoromethanesulfonyl chloride.
All synthetic methods have their own advantages and disadvantages. In practical application, according to the availability of raw materials, cost, reaction conditions and other factors, the most suitable method should be selected to prepare 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl) pyridine.
What are the physical and chemical properties of 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
2-Methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine, which is a compound commonly used in the field of organic synthesis. Its physical and chemical properties are unique and have a great impact on the reaction process of organic synthesis.
Looking at its physical properties, it is mostly solid under normal conditions, and its color may be white to light yellow, which is determined by the molecular structure and crystallization characteristics. The melting point is in a specific range, and the exact value is closely related to the purity. The higher the purity, the closer the melting point approaches the theoretical value. Solubility is also an important property. It exhibits good solubility in common organic solvents such as dichloromethane, chloroform, and N, N-dimethylformamide (DMF), but little solubility in water, due to the large proportion of hydrophobic groups in the molecule.
In terms of chemical properties, both the pyridine ring and the boron ester group have unique reactivity. The pyridine ring is rich in electrons and can participate in many electrophilic substitution reactions as an electron donor. Under suitable conditions, other functional groups can be introduced at specific positions in the pyridine ring. The boron atoms in the boronyl ester group have electron-deficient properties and can react with nucleophiles, especially the key one. Under the catalysis of transition metals, they can participate in the Suzuki coupling reaction and combine with the coupling reagents such as halogenated aromatics or halogenated olefins to form carbon-carbon bonds. This reaction is widely used in the field of drug synthesis and materials science. In addition, the compound is relatively stable to air and moisture, but it may still undergo slow hydrolysis after long exposure, causing damage to the boronyl ester group. Therefore, it is necessary to pay attention to sealing and drying when storing.
What is the price range of 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market?
I don't know the price range of 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market. However, if you want to know the price of this product, you can explore it in several ways.
First, you can check the official website of the chemical reagent supplier. Many suppliers list the prices of their reagents on the Internet, type the name of this chemical in their search bar, or get their quotations. However, different suppliers may have quite different prices due to different brands, purity, and packaging specifications. Such as Sigma - Aldrich, Alfa Aesar and other well-known suppliers, their products may be expensive due to their excellent quality; some domestic suppliers' products may be affordable due to cost control.
Second, you can ask people in the chemical industry. For example, scientific researchers in chemical laboratories, procurement personnel in chemical companies, etc., they are often exposed to such chemicals in their daily work, or they can tell the approximate price range based on their past procurement experience.
Third, you can participate in various chemical product trading platforms. Such platforms gather many suppliers and buyers, or have transaction information of this chemical, and can also have a general understanding of its price range based on its historical transaction price. < Br >
However, due to factors such as market supply and demand, fluctuations in raw material prices, and difficulties in preparation processes, the price of this chemical may change from time to time, so the exact price should be subject to real-time inquiry.
What are the storage conditions for 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
2-Methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine, which is an important chemical in the field of organic synthesis. Its storage conditions are crucial, which is related to the stability and quality of the substance.
The cover has strict storage environment requirements due to its active chemical properties. It needs to be stored in a dry, cool and well-ventilated place to avoid deterioration of the substance due to humidity and high temperature. In humid environments, moisture is prone to react with the chemical, or cause adverse phenomena such as hydrolysis, which damage its structure and properties. High temperatures can accelerate the movement of molecules, promote the rate of chemical reactions, and also pose a threat to their stability.
Furthermore, this chemical should be kept away from fire and heat sources, and stored separately from oxidants and acids. It must not be mixed. Because of its certain chemical activity, contact with oxidants or cause severe oxidation reactions, and even the risk of combustion and explosion; coexistence with acids may also cause chemical reactions, resulting in the failure of substances.
The choice of storage containers should not be ignored. Containers with good sealing performance should be used to prevent chemical volatilization and leakage. Glass containers are optional if they are made of suitable materials and have good chemical stability. However, in some special cases, plastic containers can also be used if they can meet the tolerance requirements for the chemical.
In daily storage management, it is necessary to regularly check the storage environment and container conditions to see if there are any abnormalities such as leakage and deterioration. If there is any abnormality, proper measures should be taken in a timely manner to ensure storage safety and material quality. In this way, it can be ensured that 2-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxoboronacyclopentane-2-yl) pyridine is maintained in good condition during storage for subsequent organic synthesis and other work.