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What are the main uses of 5-Fluoro-2-Formylbenzeneboronic Acid?
5-Fluoro-2-formylphenylboronic acid, which has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. Because it contains boron, aldehyde and fluorine atoms, it has unique chemical activity and can participate in a variety of organic reactions.
First, in the construction of carbon-carbon bond reactions, it can be linked to halogenated aromatics or olefins through Suzuki-Miyaura coupling reaction. This reaction condition is mild and selective, providing an effective path for the preparation of polyaryl compounds, which are widely used in pharmaceutical chemistry, materials science and other fields. For example, the synthesis of new fluorescent materials can precisely regulate the molecular structure and improve the optical properties of materials through this reaction.
Second, it is of great significance in drug research and development. Due to its structural properties, it can modify the introduction of drug molecules to change the physical and chemical properties and biological activities of drugs. Some boron-containing compounds exhibit anti-cancer, antibacterial and other biological activities. This compound may be structurally modified to become a potential drug lead compound.
Third, in the field of materials, it can be used to prepare functional organic materials. For example, the preparation of sensor materials with recognition function for specific substances can achieve high sensitivity and high selectivity detection of targets by virtue of their interaction with specific molecules.
What are the physical properties of 5-Fluoro-2-Formylbenzeneboronic Acid?
5-Fluoro-2-formylphenylboronic acid, this material has unique physical and chemical properties. Its appearance is often white to off-white solid powder, which is fine and uniform in appearance. The melting point ranges from 130-135 ° C. This temperature range is the transition range from solid to liquid state, reflecting the specific parameters of its thermal stability.
In terms of solubility, it has good solubility in common organic solvents such as dichloromethane, N, N-dimethylformamide, which can be uniformly dispersed, just like fish entering water, and the phase is not hindered; however, the solubility in water is poor, and it is difficult to form a homogeneous dispersion system.
In its molecule, the fluorine atom has strong electronegativity, which makes the molecular electron cloud different and affects its chemical activity and reaction selectivity; the existence of formyl groups makes the molecule have the typical reactivity of aldehyde groups, which can participate in many reactions such as oxidation, reduction, and condensation; phenylboronic acid groups endow it with the ability to complex with specific structural compounds such as o-diols, and it is widely used in the field of organic synthesis. It can be used as a key intermediate for the construction of carbon-carbon bonds and carbon-hetero bonds. For example, in the coupling reaction of Suzuki-Miyaura, it is highly efficient in coupling with halogenated aromatics under palladium catalysis to construct complex aromatic compound structures. It is a powerful tool in organic synthesis chemistry and has important applications in many fields such as medicine and materials science ...
What is the chemical synthesis method of 5-Fluoro-2-Formylbenzeneboronic Acid?
To make 5-fluoro-2-formylphenylboronic acid, you can follow the following method.
First take 5-fluorobenzaldehyde as the starting material, which is a readily available chemical. In a low temperature and nitrogen-protected environment, dissolve 5-fluorobenzaldehyde into an appropriate amount of anhydrous organic solvent, such as anhydrous tetrahydrofuran. After stirring well, slowly add n-butyllithium dropwise. This process requires careful temperature control to ensure a smooth reaction. The ratio of n-butyllithium to 5-fluorobenzaldehyde should be precisely prepared, generally slightly in excess according to the stoichiometric ratio, so that the reaction is more complete.
After the dropwise addition is completed, continue to stir for a certain period of time to make the reaction sufficient. At this time, the corresponding lithium compound intermediate is formed in the system. Subsequently, a borate ester, such as trimethyl borate or triethyl borate, is slowly added to it. This step also requires attention to temperature control and stirring, so that the borate ester and the lithium compound intermediate fully react to form 5-fluoro-2-formylphenylborate.
After the reaction is completed, treat the reaction mixture with an appropriate amount of dilute acid solution, such as dilute hydrochloric acid or dilute sulfuric acid. This step aims to hydrolyze the borate ester and convert it into the target product 5-fluoro-2-formylphenylboronic acid. After the hydrolysis is completed, the product is separated and purified from the reaction system by suitable separation methods, such as extraction, column chromatography, etc. First, the organic phase is extracted with an organic solvent, collected, and then dried with anhydrous sodium sulfate, and the solvent is evaporated to obtain the crude product. The crude product is column chromatographed, and a suitable eluent is selected, such as a mixed solvent of petroleum ether and ethyl acetate, which is prepared in a certain proportion to obtain high-purity 5-fluoro-2-formylphenylboronic acid.
5-Fluoro-2-Formylbenzeneboronic Acid during storage and transportation
5-Fluoro-2-formylphenylboronic acid, when storing and transporting, there are many things to pay attention to. This compound has certain chemical activity and is easy to react in case of moisture, so when storing, it must be placed in a dry place, away from water vapor. It should be stored in a sealed container to prevent moisture from invading and causing it to deteriorate.
When transporting, it is also necessary to ensure that the packaging is tight and not damaged by vibration and collision. Because it may be sensitive to temperature, too high or too low temperature can affect its stability, so it needs to be transported under temperature control to maintain a suitable temperature range. And it should be placed and transported separately from oxidizing agents, strong alkalis and other substances. Because 5-fluoro-2-formylphenylboronic acid comes into contact with it, it is prone to violent chemical reactions and causes safety risks.
Furthermore, in the place of storage and transportation, corresponding equipment and materials for emergency treatment should be prepared. If there is a leak, it can be properly disposed of in time to prevent endangering the environment and personal safety. Operators also need to be familiar with the characteristics of this material and emergency treatment methods, so as to ensure smooth storage and transportation and avoid accidental accidents.
What is the market price of 5-Fluoro-2-Formylbenzeneboronic Acid?
5-Fluoro-2-formylphenylboronic acid, the price of this substance in the market is difficult to determine. The change in its price often depends on many reasons.
The difficulty of its preparation is greatly related. If the preparation method is complicated, the materials used are rare, and the process is difficult, the cost will be high and the price will be high. On the contrary, if the preparation method is simple and the materials used are easy to cause, the price may be slightly cheaper.
Furthermore, the supply and demand of the market is also the key. If there are many applicants, but there are few suppliers, the merchant will raise the price because of it; if the supply exceeds the demand, the merchant will sell his goods quickly or reduce the price.
And there is a ranking of quality, which also affects the price. Those with high quality are more suitable, and everyone is willing to ask for it at a high price; those with lower quality, the price may be inferior.
In addition, changes in times and differences in regions can make the price different. In the past, the price of 5-fluoro-2-formylphenylboronic acid fluctuated between tens of yuan and hundreds of yuan per gram with every fluctuation of market conditions. However, the current market conditions are unpredictable, and if you want to know the exact price, you must consult the merchants of chemical raw materials or visit the market of chemical trading before you can obtain it.