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What is the chemistry of 3-Chloro-2-isobutoxypyridine-5-boronicacid?
3-Chloro-2-isobutoxypyridine-5-boronic acid is an important organic boron compound in the field of organic synthesis. It has many unique chemical properties and plays a key role in organic synthesis.
This compound contains a boric acid group, which is electrophilic and can participate in many key organic reactions, such as the Suzuki coupling reaction. In the Suzuki coupling reaction, boric acid compounds can form carbon-carbon bonds with halogenated aromatics or olefins under the action of palladium catalysts and bases, and are widely used to construct complex organic molecular structures, synthesize drugs, natural products and related compounds in the field of materials science.
The pyridine ring of 3-chloro-2-isobutoxy-pyridine-5-boronic acid endows it with unique electronic properties and spatial structure. The nitrogen atom of the pyridine ring has a lone pair electron, which can participate in the coordination and affect the reactivity and selectivity of the compound. And the chlorine atom and the isobutoxy group on the ring also have a profound impact on its chemical properties. The chlorine atom can be used as a leaving group to participate in the nucleophilic substitution reaction, thereby introducing other functional groups to expand the structural diversity of the compound. As a larger substituent, the isobutoxy group can affect the molecular steric resistance and electron cloud distribution, and has an effect on the reaction selectivity and activity.
In addition, the compound is relatively sensitive to humidity and air. The boric acid group may undergo reactions such as hydrolysis in humid environment or air, which affects its stability and reaction performance. Therefore, when storing and using, appropriate moisture-proof and air-proof measures should be taken, such as operating and storing under the protection of dry inert gas.
What are the main uses of 3-Chloro-2-isobutoxypyridine-5-boronicacid?
3-Chloro-2-isobutoxypyridine-5-boronic acid is a compound with a wide range of uses in organic synthesis. Its main uses are as follows:
First, in the field of medicinal chemistry, it is often used to create new drugs. Due to the unique chemical properties of boric acid groups, they can interact with specific targets in organisms. By introducing this compound into drug molecules, the activity, selectivity and pharmacokinetic properties of drugs can be optimized. For example, in the development of anti-cancer drugs, through the delicate design of molecules containing this boric acid structure, it is expected to achieve precise strikes on cancer cells while reducing damage to normal cells.
Second, in the field of materials science, it can be used as a key building block for the construction of organic functional materials. By ingeniously combining with other organic or inorganic components, materials with special optical, electrical or magnetic properties can be prepared. For example, the synthesis of organic Light Emitting Diode (OLED) materials can improve the luminous efficiency and stability of materials, thereby improving the performance of OLED devices.
Third, in the field of organic synthesis chemistry, it is an extremely important intermediate. With the coupling reaction of boric acid groups with halogenated hydrocarbons, olefins and other compounds, complex organic molecular structures can be efficiently constructed. Taking the Suzuki-Miyaura coupling reaction as an example, the compound can react smoothly with various aryl halides under suitable catalysts and reaction conditions to generate a series of pyridine derivatives with different substituents, providing organic synthesis chemists with a variety of molecular construction strategies.
Fourth, it also has important applications in the development of chemical sensors. Using the specific binding ability of boric acid groups to certain specific molecules (such as sugar molecules), chemical sensors with high sensitivity and selectivity to specific analytes can be designed. For example, when detecting carbohydrates in biological samples, sensors based on boric acid compounds can achieve rapid and accurate detection, showing broad application prospects in biomedical diagnostics and other fields.
What is 3-Chloro-2-isobutoxypyridine-5-boronicacid synthesis method?
The synthesis method of 3-chloro-2-isobutoxypyridine-5-boronic acid is as follows.
First take an appropriate amount of 3-chloro-2-halopyridine (in which the halogen atom can be bromine, iodine, etc.) as the starting material and place it in a suitable reaction vessel. Add an appropriate amount of alkali, such as potassium carbonate, sodium carbonate, etc., to provide an alkaline environment and help the subsequent reaction to proceed. Then add isobutanol and react at an appropriate temperature. The reaction time depends on the actual situation. Generally, it ranges from a few hours to ten hours. This step aims to introduce isobutoxy to generate 3-chloro-2-isobutoxy pyridine.
Subsequently, 3-chloro-2-isobutoxy pyridine is exchanged with an organolithium reagent, such as n-butyl lithium, in a low temperature environment, such as -78 ° C, to generate the corresponding lithium chloride intermediate. The reaction process needs to keep the system anhydrous and oxygen-free to prevent side reactions from occurring.
Then, quickly add borate esters, such as trimethyl borate, triethyl borate, etc., to the system to react with the borate esters. After the reaction is completed, 3-chloro-2-isobutoxypyridine-5-boronic acid can be obtained by hydrolysis.
After the reaction is completed, the product needs to be separated and purified. Column chromatography can be used to select a suitable eluent, such as a mixed solvent of petroleum ether and ethyl acetate, and elute in a certain proportion to obtain pure 3-chloro-2-isobutoxypyridine-5-boronic acid. The whole synthesis process requires strict control of the reaction conditions to ensure the smooth progress of each step in order to improve the yield and purity of the product.
What is the market price of 3-Chloro-2-isobutoxypyridine-5-boronicacid?
What you are asking about is the market price of 3-chloro-2-isobutoxypyridine-5-boronic acid. However, it is difficult to determine the market price of this compound. Its price often varies due to many reasons, such as the supply and demand of materials, the difficulty of preparation, the quality of quality, and the rise and fall of the market.
If you want to know its exact price, you should follow the rules of the trade. First, you can consult the merchants of chemical reagents, such as Sinopharm Group Chemical Reagent Co., Ltd., search banner reagent company, etc. They often sell such chemicals, or can tell you the current price. Second, it can also be found on the trading websites of chemical products, such as Gade Chemical Network, Mobei Chemical Network, etc. Such platforms gather quotes from merchants and can be compared.
However, it needs to be noted that the chemical market changes, and the price also fluctuates. Therefore, if you get a temporary price, you may not hold it for a long time. If you want to buy this product, you should carefully examine the price and quality of each merchant, and weigh the pros and cons.
What are the precautions in storage and transportation of 3-Chloro-2-isobutoxypyridine-5-boronicacid?
3-Chloro-2-isobutoxy-pyridine-5-boronic acid is an important reagent for organic synthesis. During storage and transportation, many matters need to be paid attention to.
First, when storing, choose a dry and cool place. This compound is prone to moisture, and moisture is prone to deterioration, which affects its quality and reactivity. In the warehouse, the temperature should be controlled within an appropriate range to avoid high temperature hot topics to prevent it from decomposing due to excessive temperature.
Second, be sure to keep it sealed. Due to its sensitivity to moisture and oxygen in the air, exposure to air, or reaction with water and oxygen, sealed devices, such as glass bottles or plastic containers with sealing gaskets, can effectively isolate external interference.
Third, during transportation, ensure that the packaging is stable. This product may be damaged due to bumps or collisions, and strong packaging can reduce such risks. And it needs to be disposed of in accordance with the relevant dangerous chemical transportation regulations, because it may have certain chemical hazards.
Fourth, it needs to be isolated from other chemicals. Do not mix with strong oxidants, strong alkalis, etc., to prevent uncontrollable chemical reactions and endanger safety.
In conclusion, the storage and transportation of 3-chloro-2-isobutoxypyridine-5-boronic acid must adhere to strict regulations and pay attention to the interaction between the environment, packaging and chemicals to ensure its quality and safe transportation.