2 Methylpyridine 3 Boronic Acid Pinacol Ester
pyridine pyrrole pyrazine piperidine piperazine

2-Methylpyridine-3-boronic acid pinacol ester

    Specifications

    HS Code

    229402

    Chemical Formula C12H18BNO2
    Molecular Weight 219.09
    Appearance Solid (Typical)
    Melting Point 84 - 88 °C
    Boiling Point N/A (decomposes)
    Solubility In Water Insoluble
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, toluene
    Density N/A
    Purity Typically high - >95% (in commercial products)
    Stability Stable under normal conditions, avoid strong oxidizing agents

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    2-Methylpyridine-3-boronic acid pinacol ester
    2-Methylpyridine-3-boronic acid pinacol ester is an important chemical substance in the field of organic synthesis. It has unique chemical properties and plays a key role in many chemical reactions.
    This compound has good stability. Due to the existence of the boronic acid pinacol ester structure, it is not easy to decompose under common conditions. In organic solvents, the substance has good solubility, whether it is common polar organic solvents such as dichloromethane, N, N-dimethylformamide, or some non-polar organic solvents, it can have a certain degree of solubility. This property provides convenience for its organic synthesis operation and facilitates the smooth reaction in homogeneous systems.
    The reactivity of 2-methylpyridine-3-boronic acid pinacol ester is also striking. Its borate ester can participate in many classical organic reactions, the most typical of which is the Suzuki coupling reaction. In this reaction, it can be coupled with halogenated aromatics or halogenated olefins under the action of suitable catalysts (such as palladium catalysts) and bases to form carbon-carbon bonds, which is of great significance for the synthesis of complex organic molecular structures and is widely used in drug synthesis, materials science and other fields.
    In addition, the 2-methylpyridine ring endows the compound with unique electronic effects and steric hindrances. The nitrogen atom of the pyridine ring has a certain electronegativity, which can affect the electron cloud distribution of the whole molecule, and then have an effect on the reactivity and selectivity. At the same time, the introduction of methyl groups also changes the spatial structure of the molecule. In some reactions, the steric hindrance effect affects the accessibility of the check point of the reaction, making the reaction more selective.
    Overall, 2-methyl pyridine-3-boronic acid pinacol esters occupy an important position in the field of organic synthesis chemistry due to their stability, solubility and unique reactivity, providing a powerful tool for the construction of many complex organic compounds.
    What are the synthesis methods of 2-Methylpyridine-3-boronic acid pinacol ester
    To prepare 2-methyl-pyridine-3-boronic acid pinacol ester, there are two common methods. One is to start with 2-methyl-3-halopyridine, and then react with borate ester through metallization. First, 2-methyl-3-halopyridine and butyl lithium and other strong bases are exposed to low temperatures, and the halogen atom is metallized to produce carbon-lithium bonds. This active intermediate meets pinacol borate, and is nucleophilic substituted and boron atoms are implanted to form the target product. After the reaction is completed, it is purified by extraction, column chromatography and other methods.
    Second, take 2-methylpyridine as the initial material, and first introduce the boron group at the 3 position of the pyridine ring with the help of the guide group. For example, 2-methylpyridine is combined with a suitable guide reagent to make the boronation reagent selectively act on the 3 position. After removing the guide group, 2-methylpyridine-3-boronic acid pinacol ester is obtained. In the reaction, the choice of solvent, temperature and base is all important, which affects the yield and selectivity. These two methods have advantages and disadvantages. The raw material of the former is easy to obtain, but the metallization step needs to be strictly controlled; the latter has good selectivity, and the introduction and removal of the guide group is slightly complicated. In practice, according to the availability of raw materials, cost and product requirements, the appropriate method should be selected.
    2-Methylpyridine-3-boronic acid pinacol ester is used in which areas
    2-Methylpyridine-3-boronic acid pinacol ester, this compound has applications in many fields such as medicine and materials science.
    In the field of medicine, as a key organic synthesis intermediate, it plays an important role in the creation of new drugs. Because its structure contains pyridine ring and borate ester group, pyridine ring has good biological activity and coordination ability, borate ester group can participate in a variety of chemical reactions, which is convenient for the construction of complex drug molecular structure. For example, through the Suzuki-Miyaura coupling reaction, it can react with substrates such as halogenated aromatics to form carbon-carbon bonds, synthesize compounds with specific structures and biological activities, or be used to develop anti-tumor, antibacterial, antiviral and other drugs.
    In the field of materials science, 2-methylpyridine-3-boronic acid pinacol esters also have significant uses. Because the borate part can react with materials containing specific groups such as hydroxyl groups, it can be used to modify the surface of materials and change the hydrophobicity, adhesion and other properties of materials. In the preparation of organic optoelectronic materials, it can be used as a structural unit to introduce polymers or small molecule systems, endowing materials with unique optoelectronic properties. For example, it can be used to prepare functional materials in devices such as Light Emitting Diodes and solar cells. Because of its structural characteristics, it can adjust the energy level structure and charge transport performance of materials, and improve the photoelectric conversion efficiency and stability of devices.
    In the field of chemical synthesis, as a commonly used boronation reagent, boron-based functional groups are introduced into organic molecules. Boron-based functional groups can not only participate in subsequent organic reactions and realize the diverse transformation of molecules, but also can be used to synthesize various organic compounds with special structures and functions, enrich the means and strategies of organic synthesis chemistry, and help synthetic chemists construct more complex and novel organic molecular structures.
    What is the market price of 2-Methylpyridine-3-boronic acid pinacol ester
    2 - Methylpyridine - 3 - boronic acid pinacol ester is also a chemical product. Its market price is often affected by factors such as cost, and it is not cheap.
    In the past, the cost of chemical materials was limited, depending on the supply and demand. If this product is not available, and the production is not enough, it will rise; on the contrary, if the supply is in demand, it will be reduced or decreased. And its ease of production is also low. If the method of synthesis is developed, rare raw materials or high-cost equipment are required, and the market price is not cheap.
    Furthermore, the market price also has a big shadow. If a large number of businesses are affected by this product, it will be intense, and customers will be affected, or there will be a decrease in cost. If the number of suppliers is small, it is easy to achieve high cost, or it will remain high.
    In addition, the global economic situation, the wave of efficiency, and the transformation of policy laws are all related to their performance. The prosperity of the market, the demand may be prosperous, and the demand may be low, or low. The cost of raw materials and the cost of selling goods will be affected. If the policy law is low, the cost of production may increase, and the price will also be affected.
    In addition, if you want to know the market value of 2 - Methylpyridine - 3 - boronic acid pinacol ester, you need to check the market value and test the general factors before you can get the quality information.
    What are the storage conditions for 2-Methylpyridine-3-boronic acid pinacol ester?
    2-Methylpyridine-3-boronic acid pinacol ester should be stored in a cool, dry and well-ventilated place. This compound is quite sensitive to humidity, and water vapor is easy to cause its hydrolysis and deterioration, so it needs to be strictly moisture-proof. When storing, it should be placed in a sealed container. A sealed bottle made of glass or plastic can be used to ensure that the container is tight and leak-free to prevent external moisture from invading.
    In terms of temperature, it should be maintained in a refrigerated environment of 2-8 ° C. Lower temperatures can effectively slow down the rate of chemical reactions that may occur, which is of great benefit to its stability. If the temperature is too high, the substance may undergo adverse reactions such as decomposition and polymerization, which may affect its quality and performance.
    In addition, this compound should be kept away from fire sources, heat sources and strong oxidants. Because of its flammability, it may cause combustion hazards in case of open flames and hot topics; and strong oxidants may react violently with it, resulting in accidents. At the same time, it is necessary to avoid storing with strong acids, strong bases and other substances. Its chemical properties determine that chemical reactions may occur in contact with such substances, resulting in material failure.
    The storage area should be clearly marked, indicating the name, characteristics and precautions of the substance for access and management. And a special person should be arranged to check regularly to see if the packaging is in good condition and there are no signs of deterioration, etc., to ensure that the storage conditions always meet the requirements, so as to ensure the quality and safety of 2-methylpyridine-3-borate pinacol ester.