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What is the main use of 6-Hydroxypyridine-3-boronic acid pinacol ester?
6-Hydroxypyridine-3-boronic acid pinacol ester has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. It can participate in the construction of various compounds containing pyridine structures, which are of great value in medicine, pesticides and materials science.
In the process of pharmaceutical research and development, compounds containing pyridine structures may exhibit unique biological activities, or be receptor antagonists or enzyme inhibitors, with potential efficacy in the treatment of specific diseases. 6-Hydroxypyridine-3-boronic acid pinacol ester provides the possibility for the synthesis of such active drug molecules by participating in specific chemical reactions.
In the field of pesticides, pyridine compounds are often used as active active ingredients, which have the functions of repelling and poisoning pests. This pinacol borate can be used as an important starting material to prepare corresponding pyridine pesticides through a series of reactions.
In the field of materials science, materials containing pyridine structures or with special photoelectric properties can be used as organic Light Emitting Diode (OLED) materials, conductive polymers, etc. 6-hydroxypyridine-3-boronic acid pinacol esters provide key structural units for the synthesis of such functional materials.
In addition, in the academic research of organic synthetic chemistry, as an organoboron reagent, it can participate in a variety of classical reactions, such as the Suzuki-Miyaura coupling reaction. The reaction conditions are relatively mild, with good selectivity, and can efficiently construct carbon-carbon bonds, providing a convenient way for the synthesis of complex organic molecules. 6-Hydroxypyridine-3-boronic acid pinacol esters provide an effective means for the introduction of pyridine groups in such reactions, enabling researchers to synthesize organic compounds with diverse structures and promoting the development of organic synthetic chemistry.
What are the synthesis methods of 6-Hydroxypyridine-3-boronic acid pinacol ester
There are various ways to synthesize 6-hydroxypyridine-3-boronic acid pinacol esters. First, the compound containing the pyridine structure is used as the starting material. For example, 6-halogenated pyridine-3-boronic acid pinacol esters can be selected to react with nucleophiles under suitable conditions, and the halogen atoms are replaced by hydroxyl groups. The nucleophiles are often alkaline compounds containing hydroxyl groups. The reaction needs to be carried out under appropriate solvents and temperatures to ensure the high efficiency and selectivity of the reaction.
Furthermore, 6-alkoxypyridine-3-boronic acid pinacol esters can be started. The alkoxy group is converted to the hydroxyl group by a suitable dealkylation reaction. Usually, specific catalysts and reaction conditions are required to promote the conversion to occur smoothly and avoid adverse effects on the structure of the pyridine ring and the boric acid pinacol ester.
The borate ester precursor containing the pyridine ring can also be used to construct the structure of 6-hydroxypyridine-3-boronic acid pinacol ester through a series of reactions. First prepare a suitable pyridine borate precursor, and then introduce the hydroxyl group to the 6 position of the pyridine ring through the hydroxylation step. This process requires precise control of the reaction conditions at each step, including the ratio of reactants, reaction temperature, reaction time, and the catalyst and solvent used.
When synthesizing, it is necessary to pay attention to the influence of various reaction conditions on the purity and yield of the product. The choice of solvent is related to the solubility and reactivity of the reactants, and the regulation of temperature determines the reaction rate and selectivity. The performance of the catalyst is crucial to the efficient progress of the reaction. After each step of the reaction, the product often needs to be separated and purified by means such as column chromatography and recrystallization to obtain a high-purity 6-hydroxypyridine-3-boronic acid pinacol ester.
What are the physical and chemical properties of 6-Hydroxypyridine-3-boronic acid pinacol ester
6-Hydroxypyridine-3-boronic acid pinacol ester, which is a commonly used reagent in organic synthesis. Its physical and chemical properties are crucial and related to many practical applications.
Looking at its physical properties, it is mostly white to white solid under normal conditions. The melting point range of this substance is clear, about 138-142 ° C. The stability of the melting point is conducive to its treatment and application under specific temperature conditions. For example, in the heating reaction step, knowing its melting point can control the temperature to avoid its decomposition due to excessive temperature or insufficient temperature affecting the reaction process.
In terms of solubility, 6-hydroxypyridine-3-boronic acid pinacol ester exhibits good solubility in common organic solvents such as dichloromethane, N, N-dimethylformamide (DMF). This property facilitates its participation in organic reactions, because most organic reactions are carried out in solution systems. Good solubility allows the reactants to be fully contacted and mixed uniformly, thereby promoting the efficient occurrence of the reaction. However, its poor solubility in water limits its application in aqueous systems.
In terms of chemical properties, the borate ester groups in 6-hydroxypyridine-3-boronic acid pinacol ester have unique activities. The group is easy to react with nucleophiles containing hydroxyl groups and amino groups. For example, with alcohols under the action of appropriate catalysts, ester exchange reactions can occur to generate new borate ester derivatives. The hydroxyl groups on the pyridine ring are also reactive and can participate in various reactions such as esterification and etherification. And the pyridine ring, as an electron-rich aromatic ring, can undergo electrophilic substitution reactions, but due to the localization effect of hydroxyl groups and borate ester groups, the reaction check point is specific. These rich chemical reactivity make 6-hydroxypyridine-3-boronic acid pinacol esters an important starting material and intermediate for building complex compound structures in the field of organic synthesis.
6-Hydroxypyridine-3-boronic acid pinacol ester during storage and transportation
6-Hydroxypyridine-3-boronic acid pinacol esters are important intermediates in organic synthesis. During storage and transportation, many key matters must be paid attention to.
The first thing to note is that it is quite sensitive to moisture. In this compound, the bond between boron atoms and oxygen atoms is prone to hydrolysis in contact with water, resulting in structural damage and reduced activity. Therefore, when storing, it is necessary to choose a dry place. Desiccants such as anhydrous calcium chloride and molecular sieves can be used to keep the environment dry. When transporting, waterproof measures should also be taken to protect against rain or moisture.
Second, temperature is also a key factor. High temperature may cause it to decompose, or accelerate the process of deterioration. Therefore, storage should be in a cool place, and the general temperature should not exceed 25 ° C. During transportation, in case of high temperature season or passing through a high temperature area, cooling measures should be taken, such as using a refrigerated truck or putting an ice pack in the transportation container to prevent the temperature from being too high.
Furthermore, 6-hydroxypyridine-3-boronic acid pinacol ester may have certain chemical activity and can react with a variety of substances. When storing, it should not be co-stored with strong oxidants, strong acids, strong bases, etc., to avoid dangerous reactions. When transporting, it should also be separated from such substances, follow relevant transportation regulations, and properly arrange the transportation sequence and location.
In addition, packaging should not be underestimated. Packaging must be sturdy and well sealed to prevent leakage and resist external physical impact. Commonly used packaging materials include glass bottles, plastic bottles, and outer cushioning materials such as foam and cotton. During transportation, handle with care to avoid violent vibrations and collisions to ensure complete packaging and compound safety.
6-Hydroxypyridine-3-boronic acid pinacol ester market price
The market price of 6-hydroxypyridine-3-boronic acid pinacol ester is difficult to determine. The price of this product is constantly changing due to various factors, just like the price of various products described in "Tiangong Kaiwu", which is influenced by supply and demand, process, materials, etc.
From the perspective of supply and demand, if the demand for this product is strong in the market, the demand is like a rush, and the supply is scarce, the price will rise. On the contrary, if the supply exceeds the demand, the merchant will sell the product or reduce the price to promote it.
The process is also important. If the method of preparing 6-hydroxypyridine-3-boronic acid pinacol ester is complicated, requiring many steps, laborious consumables, and high costs, its price in the market will also be high. However, if the process is refined and the cost is reduced, the price may be lower.
The source of the material is also the main reason. If the required material is scarce, difficult to collect, or its price is high due to other reasons, this will also push up the price of 6-hydroxypyridine-3-boronic acid pinacol ester.
If you want to know the price now, you should carefully investigate the chemical market conditions and consult merchants and manufacturers to obtain a conclusive price. Or refer to the price of similar things, and measure the extent of the top and bottom, and you can get a rough idea. In general, its price is impermanent, and it must be studied carefully according to the situation.