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What is the chemistry of 2-Ethoxypyridine-3-boronic acid?
2-Ethoxypyridine-3-boronic acid, which is a commonly used reagent in organic synthesis. Its properties are multi-terminal, let me tell you one by one.
In terms of its physical characteristics, it may be a white to white solid powder under normal conditions. Looking at its appearance, it is delicate and uniform in quality, like the first fall of new snow, showing its purity. It is relatively stable in the air, but it needs to be properly stored to avoid moisture and hot topics. If exposed to moisture or heat, it may affect its quality.
As for chemical properties, this boric acid contains boron atoms and has unique reactivity. The boric acid groups can participate in a variety of classical organic reactions, the most common of which is the Suzuki-Miyaura coupling reaction. In this reaction, boric acid and organic halides or pseudo-halides can efficiently form carbon-carbon bonds under the action of palladium catalysts and bases. This reaction is a powerful tool for building complex organic molecular frameworks, and plays a pivotal role in many fields such as medicinal chemistry and materials science.
The existence of pyridine rings and ethoxy groups endows molecules with special electronic effects and spatial structures. The pyridine ring is aromatic and has a unique distribution of electron clouds. It can undergo nucleophilic and electrophilic substitution reactions with a variety of reagents; ethoxy groups can affect the solubility and reactivity of molecules, and moderately increase their solubility in organic solvents, making the reaction easier to carry out in a homogeneous system.
However, when using this compound, safety should also be paid attention to. Although the toxicity is not yet extreme, when operating, it is still necessary to follow laboratory norms and wear protective equipment, such as gloves, goggles, etc., to prevent contact with skin and eyes. If you accidentally come into contact, you need to rinse with plenty of water immediately and seek medical attention according to the specific situation. In conclusion, 2-ethoxypyridine-3-boronic acid plays a key role in organic synthesis due to its unique chemical properties, opening up many possibilities for scientific research and industrial production.
What are the common synthesis methods of 2-Ethoxypyridine-3-boronic acid?
The common synthesis methods of 2-ethoxypyridine-3-boronic acid, let me explain in detail.
First, the halogenated pyridine method. First, the halogenated pyridine is taken, and the halogen atom is used as the starting check point. Usually, 2-halogen-3-ethoxypyridine is used to react with organometallic reagents, such as n-butyllithium, at low temperature to form lithium reagent intermediates. This intermediate is very active, and then reacts with borate esters, such as trimethyl borate, and then hydrolyzes to obtain the target product 2-ethoxypyridine-3-boronic acid. This process requires precise control of reaction temperature and reagent ratio, otherwise it is prone to side reactions.
Second, the pyridyl borate method. Pyridyl borate is used as raw material, and the ethoxylation reagent is reacted with ethoxylation reagent under the action of suitable catalyst, such as palladium catalyst. The ethoxylation reagent can be selected from halogenated ethane, etc. The reaction system needs to be protected by inert gas, and the amount of catalyst, reaction time and temperature are all key factors. The palladium catalyst can activate the activity check point of the pyridyl borate ester, and promote its smooth combination with the ethoxylation reagent to generate 2-ethoxy pyridyl-3-boronic acid.
Third, the metal catalytic coupling method. A halide containing ethoxylpyridine structure is coupled with boric acid or borate ester in the presence of metal catalysts and ligands. Commonly used metal catalysts are palladium, nickel, etc., and the ligand is selected according to the specific reaction system. The reaction is carried out in an appropriate solvent, and factors such as solvent polarity and pH have an impact on the reaction process and product yield. Metal catalysts can promote the formation of electron transfer and bonds between halides and boric acid or borate esters. After a series of complex intermediate steps, 2-ethoxylpyridine-3-boronic acid is finally obtained.
Where is 2-Ethoxypyridine-3-boronic acid used?
2-Ethoxypyridine-3-boronic acid has many applications in various fields. It can be a key building block in the field of organic synthesis. Due to its unique structure, the cap can participate in many coupling reactions by taking advantage of the active chemical properties of boron atoms when constructing complex organic molecules. Such as the Suzuki-Miyaura coupling reaction, which is a common means of forming carbon-carbon bonds. In this reaction, 2-ethoxypyridine-3-boronic acid can efficiently form new carbon-carbon bonds with substrates such as halogenated aromatics or olefins under the action of suitable catalysts and bases, thereby assisting in the synthesis of many biologically active molecules, natural products and pharmaceutical intermediates.
In the field of medicinal chemistry, this compound is also very important. Due to the presence of pyridine rings and boric acid groups, it can endow molecules with specific biological activities and pharmacological properties. Pyridine rings can provide good coordination ability, while boric acid groups can participate in hydrogen bonding, etc., which helps molecules to combine with biological targets, and then new drugs may be developed.
Furthermore, in the field of materials science, it may be able to participate in the preparation of functional materials. With its chemical activity, it can be used as a connecting unit to construct materials with special optical, electrical or other properties. For example, in the preparation of fluorescent materials, it can be ingeniously designed to introduce them into the molecular structure to regulate the luminescence properties of the materials, which contributes to the research and development of new photofunctional materials.
It can be seen that 2-ethoxypyridine-3-boronic acid has shown great application potential in many key fields such as organic synthesis, pharmaceutical chemistry and materials science, and is indeed a valuable chemical substance.
What is the market price of 2-Ethoxypyridine-3-boronic acid?
2-Ethoxypyridine-3-boronic acid, the price of this product in the market is difficult to determine. The price often varies due to various reasons, such as the abundance of materials, the difficulty of preparation, the amount of market demand, and the difference in sellers.
In the past, if the supply of materials was full, the preparation process was relatively simple, and the market demand was not hot, its price might be relatively easy. However, if the raw materials are scarce, the preparation techniques are complicated, and the market demand increases greatly, the price must rise.
At some point, due to the shortage of raw materials, the preparation cost rose, and the price per gram at that time was quite high. Or when there are other times, the market supply is abundant and the demand is slightly slower, the price will become more affordable.
In summary, if you want to know the price of the market, you should consult the various chemical material companies and compare the prices to get a closer figure. However, the current price is also unpredictable to change in the future. The market situation is impermanent, and the price will also change accordingly.
What are the storage conditions for 2-Ethoxypyridine-3-boronic acid?
For 2-ethoxypyridine-3-boronic acid, its storage conditions are quite critical. This compound needs to be stored in a dry and cool place to avoid moisture and high temperature. Humidity can easily cause it to hydrolyze, and high temperature may cause it to decompose, damaging its chemical structure and purity.
Furthermore, it needs to be placed in a light-shielding place. Due to light or trigger photochemical reactions, the molecular structure changes and the quality decreases. Therefore, it is a good strategy to store it in a brown bottle or a container with light-shielding properties.
Storage temperature is also particular, and it should be controlled between -20 ° C and 4 ° C. Low temperature environment can reduce its chemical reaction rate and extend its shelf life. If the temperature is too high, the molecular activity is enhanced, and the reaction is easy to form; if the temperature is too low, or the crystallization is caused, it will affect the use and subsequent use.
In addition, the storage place should be kept away from oxidizing agents and basic substances. 2-ethoxylpyridine-3-boronic acid has certain activity, and it is easy to be oxidized when it encounters oxidizing agents. In case of alkali, it can cause acid-base reaction, which can cause it to deteriorate. Therefore, it must be separated from such substances when storing to ensure the stability of its chemical properties. In this way, this compound must be properly stored so that it can function as before in subsequent use.