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What are the main uses of 2-Chloro-6-Fluorobenzeneboronic Acid?
2-Chloro-6-fluorophenylboronic acid (2-Chloro-6-Fluorobenzeneboronic Acid) is widely used and is a key synthetic building block in the field of organic synthesis.
In organic synthesis chemistry, it is often used to form carbon-carbon bonds. This is achieved by the Suzuki-Miyaura coupling reaction. In this reaction, 2-chloro-6-fluorophenylboronic acid and halogenated aromatics or alkenyl halides can form new carbon-carbon bonds under the action of palladium catalysts and bases. This reaction has a high degree of regioselectivity and stereoselectivity, and can precisely synthesize many organic compounds with specific structures. For example, in the field of medicinal chemistry, in order to synthesize complex organic molecular structures with specific pharmacological activities, this reaction is used to couple 2-chloro-6-fluorophenylboronic acid with suitable halogenates to build the required carbon-carbon skeleton, and then achieve the synthesis of the target drug molecule.
Furthermore, in the field of materials science, it also has important uses. For example, when preparing optoelectronic materials, 2-chloro-6-fluorophenylboronic acid can be used to participate in the reaction to synthesize organic conjugated polymers with special optoelectronic properties. Due to their unique molecular structure, such polymers have shown excellent performance in the fields of organic Light Emitting Diode (OLED) and organic solar cells, which is expected to improve the efficiency and stability of these devices.
In addition, in the field of pesticide chemistry, 2-chloro-6-fluorophenylboronic acid can be used as an intermediate to participate in the synthesis of pesticide active ingredients. Through its reaction with other organic compounds, pesticide molecular structures with high insecticidal, bactericidal or herbicidal activities are constructed, providing strong support for agricultural pest control and weed control. In short, 2-chloro-6-fluorophenylboronic acid plays an indispensable role in many fields due to its unique chemical structure and reactivity.
What are the physical properties of 2-Chloro-6-Fluorobenzeneboronic Acid?
2-Chloro-6-fluorophenylboronic acid, this is an important compound in organic chemistry. Its physical properties are unique and it has a wide range of uses in scientific research and chemical industry.
Looking at its properties, under room temperature and pressure, it mostly shows a white to light yellow solid state. In this form, it is relatively convenient and stable for storage and transportation. Its melting point is in a specific range, which is of great significance for the identification and purification of compounds. By accurately measuring the melting point, its purity geometry can be judged.
In addition, its solubility also has characteristics. In common organic solvents, such as ethanol and ether, it shows a certain solubility. This property provides many possibilities for its application in organic synthesis reactions. During the synthesis process, a suitable solvent can be selected to dissolve according to the reaction requirements, so as to facilitate the smooth progress of the reaction.
Its density is also an important physical property. The appropriate density makes it play a corresponding role in the phase distribution and reaction kinetics when participating in various reactions or mixed systems. In some liquid-liquid reaction systems, the density difference is related to whether the substance can be fully contacted and the speed of the reaction rate.
The physical properties of 2-chloro-6-fluorophenylboronic acid are interrelated and affect their application in different fields. Scientists can skillfully design synthesis routes and optimize reaction conditions according to their melting point, solubility, density, and other properties, thus contributing to the development of organic synthetic chemistry. In the chemical industry, products can also be produced, separated, and purified according to this, improving production efficiency and product quality.
What are the synthetic methods of 2-Chloro-6-Fluorobenzeneboronic Acid?
The synthesis method of 2-chloro-6-fluorophenylboronic acid has been known for a long time, and is described in detail below.
First, 2-chloro-6-fluorobromobenzene is used as the starting material, often anhydrous ether or tetrahydrofuran as the solvent, and it is reacted with n-butyllithium in a low temperature environment, such as -78 ° C. This step aims to generate a lithium reagent. n-butyllithium will capture the hydrogen of the bromine atom ortho-position on the phenyl ring to form an active lithium intermediate. Subsequently, borate esters, such as trimethyl borate, are added to the system, heated to room temperature or an appropriate temperature for reaction. Nucleophilic substitution of borate esters with lithium intermediates occurs to generate corresponding borate ester derivatives. Finally, 2-chloro-6-fluorophenylboronic acid can be obtained by acidic hydrolysis and treatment with acidic solutions such as dilute hydrochloric acid.
Second, 2-chloro-6-fluorophenylboronic acid can also be used as a raw material. First, it is diazotized with sodium nitrite under acidic conditions, such as hydrochloric acid solution, to form a diazonium salt. This diazonium salt is unstable and needs to be reacted at low temperature to maintain its stability. After that, a reducing agent such as sodium borohydride is added, and an appropriate amount of copper salt is added as a catalyst, such as cuprous chloride. A similar process occurs in the Sandmeier reaction, and the diazo group is replaced by the boron group to obtain the target product 2-chloro-6-fluorophenylboronic acid.
Third, it can also be synthesized through a coupling reaction catalyzed by transition metals. Using 2-chloro-6-fluorohalobenzene (the halogen atom can be chlorine, bromine, etc.) and diphenol borate as raw materials, under the catalysis of palladium catalyst, such as tetra (triphenylphosphine) palladium, add an appropriate base, such as potassium carbonate, in an organic solvent, such as dioxane, heat reflux reaction. During the reaction process, the palladium catalyst promotes the coupling of halobenzene and borate ester to form a carbon-boron bond, and finally generates 2-chloro-6-fluorophenylboronic acid, which can be obtained through subsequent separation and purification steps.
2-Chloro-6-Fluorobenzeneboronic Acid in storage and transportation
2-Chloro-6-fluorophenylboronic acid requires careful attention when storing and transporting.
First, when storing, find a cool, dry and well-ventilated place. This substance is quite sensitive to humidity and temperature, and high temperature and humidity can easily cause it to deteriorate. If the storage environment humidity is too high, it may cause it to absorb moisture, which in turn affects its chemical properties; if the temperature is too high, it may trigger a chemical reaction and damage its quality. Therefore, the warehouse temperature should be controlled within a specific range, and appropriate dehumidification equipment should be equipped to keep the environment dry.
Second, be sure to pack tightly. Use packaging materials that meet standards to prevent leakage. Because of its certain chemical activity, once it leaks or reacts with surrounding substances, it not only endangers the product itself, but also poses a threat to the environment and personnel safety. It is usually packed in sealed glass bottles or plastic bottles, and reinforced with external cartons or wooden boxes to ensure that the packaging is safe during transportation.
Third, during transportation, avoid violent vibration and collision. Violent vibration or collision may cause damage to the package, resulting in material leakage. Transportation vehicles should run smoothly, and the goods should be properly fixed to reduce shaking during transportation. At the same time, transportation personnel should be familiar with the characteristics of this chemical and emergency treatment methods to prevent accidents.
Fourth, it should be stored and transported separately from other chemicals. 2-Chloro-6-fluorophenylboronic acid or adverse reactions with certain chemicals, such as strong oxidants, strong bases, etc. Co-storage or mixed transportation may cause dangerous chemical reactions, such as combustion, explosion and other serious consequences.
In short, the storage and transportation of 2-chloro-6-fluorophenylboronic acid must be treated with caution to ensure its quality and safety, and must not be slack.
What is the market price range for 2-Chloro-6-Fluorobenzeneboronic Acid?
The market price range of 2-chloro-6-fluorophenylboronic acid is difficult to determine directly. Its price often changes due to many factors, and it is still changing.
The first to bear the brunt is the difference in production technology. Sophisticated and efficient technology may reduce its production cost, which in turn affects the price. If a workshop has a unique and mature method to make the output better and abundant, it may be priced more flexibly in the market and can be sold at a relatively affordable price.
Furthermore, the market supply and demand situation is also key. When demand is surging, many industry players are competing to buy, and the supply is relatively scarce, such as a spring in a dry time, its price will rise; on the contrary, if the market is oversupplied, it will overflow like water, and the price will drop.
The difference in quality also affects its price. 2-chloro-6-fluorophenylboronic acid with high purity and rare impurities is like a finely crafted beautiful jade, and its price is high; while those with lower quality may have lower prices.
Different suppliers also lead to different prices. Big merchants, because of their scale effect and channel advantages, may be able to supply it at a more affordable price; while small traders, or due to cost considerations, have different pricing.
In addition, the distance between regions is also a price variable. Distant foreign lands, due to transportation fees and tariffs, the price may be higher than nearby.
Roughly speaking, in the city, the price per gram may range from tens to hundreds of yuan. This is only an approximate number and is not a definite value. To know the exact price, you need to consult the chemical raw material supplier in detail, or check it carefully on the relevant trading platform, before you can get the actual price.