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What are the main uses of 2-Chloro-5-Fluorobenzeneboronic Acid?
2-Chloro-5-fluorophenylboronic acid has a wide range of uses. It is a key reagent in the field of organic synthesis.
Suzuki coupling reaction is often used to build complex organic molecular structures. Suzuki coupling reaction is an important method for forming carbon-carbon bonds in organic synthesis, and 2-chloro-5-fluorophenylboronic acid can be used as an aryl boronic acid reagent in this reaction. It reacts with substrates such as halogenated aromatics or olefin halides under the action of palladium catalysts and bases. Through this reaction, chlorine and fluorine-containing aryl fragments can be precisely introduced into the target molecule, providing an effective way for the synthesis of organic compounds with diverse structures, such as new drug molecules and materials with special optoelectronic properties.
In the field of medicinal chemistry, due to its unique structure, the presence of chlorine and fluorine atoms endows molecules with specific physicochemical properties. The introduction of fluorine atoms often enhances the lipid solubility of molecules, which helps drug molecules pass through biofilms and improve bioavailability; chlorine atoms may affect the interaction between molecules and targets. Therefore, 2-chloro-5-fluorophenylboronic acid is often used to construct the backbone of compounds with potential biological activities, laying the foundation for the development of new drugs.
In the field of materials science, compounds prepared by the organic synthesis reactions in which they participate can be applied to organic Light Emitting Diode (OLED) materials, solar cell materials, etc. Because they can precisely regulate the molecular structure through chemical modification, which affects the photoelectric properties of materials, such as luminous wavelength and carrier transport capacity, it has important value in the research and development of advanced materials.
What are the physical properties of 2-Chloro-5-Fluorobenzeneboronic Acid?
2-Chloro-5-fluorophenylboronic acid is an important reagent commonly used in organic synthesis. Its physical properties are as follows:
Looking at its properties, it is mostly white to off-white solid powder under normal conditions. This form is easy to store and use, and it is easy to disperse in many organic reaction systems, laying the foundation for the smooth progress of the reaction.
When it comes to the melting point, it is about 158-162 ° C. As a key physical constant of a substance, the melting point is of great significance for the identification of its purity and the control of its reaction conditions. In this temperature range, the substance converts from a solid state to a liquid state, according to which the phase change in a specific reaction environment can be inferred, and the reaction process can be optimized.
In terms of solubility, 2-chloro-5-fluorophenylboronic acid is slightly soluble in water. This property indicates that water is not a good solvent, and its solubility is limited in reaction systems involving the aqueous phase. However, it is soluble in common organic solvents such as dichloromethane, ether, toluene, etc. The good solubility in organic solvents allows for the flexible selection of suitable solvents according to the reaction requirements to build an ideal reaction environment and promote the efficient occurrence of the reaction. For example, in some organic synthesis that requires a homogeneous reaction system, dichloromethane can be used as a solvent to promote the full contact and mixing of 2-chloro-5-fluorophenylboronic acid with other reactants, and promote the reaction in the desired direction.
What are the synthetic methods of 2-Chloro-5-Fluorobenzeneboronic Acid?
There are several methods for the synthesis of 2-chloro-5-fluorophenylboronic acid.
First, 2-chloro-5-fluorobromobenzene is used as the starting material. First, it is reacted with magnesium chips in an inert solvent such as anhydrous ether or tetrahydrofuran at a suitable temperature to make Grignard's reagent. The process needs to pay attention to the anhydrous and oxygen-free reaction system, because Grignard's reagent is extremely active and easily decomposes in contact with water and oxygen. Then, the Grignard reagent and borate esters, such as trimethyl borate or triethyl borate, are mixed and reacted at low temperature. After the reaction is completed, it is hydrolyzed with acid and treated with dilute hydrochloric acid or dilute sulfuric acid to obtain 2-chloro-5-fluorophenylboronic acid. The advantage of this method is that the raw materials are relatively easy to obtain and the reaction conditions are relatively conventional; the disadvantage is that the preparation of Grignard reagents is strict and the operation needs to be fine.
Second, the reaction of palladium-catalyzed aryl halides with diphenacol borate. 2-Chloro-5-fluorobromobenzene and diphenacol borate are reacted in suitable solvents, such as toluene and dioxane, in the presence of palladium catalysts, such as tetra (triphenylphosphine) palladium, and bases, such as potassium carbonate and sodium carbonate. The reaction conditions are relatively mild, the reaction equipment requirements are not as harsh as Grignard's reagent method, and the yield is usually considerable. However, the price of palladium catalysts is high, which will increase production costs, and the separation and recovery of catalysts after the reaction is more complicated.
Third, 2-chloro-5-fluoroaniline is used as the starting material. After the diazotization reaction, it is converted into a diazonium salt, which is achieved by reacting sodium nitrite with hydrochloric acid or sulfuric acid at low temperature. The generated diazonium salt is then reacted with boric acid or borate ester to obtain the target product. This method has many steps, and the diazotization reaction needs to be strictly controlled at temperature, otherwise the diazonium salt is easy to decompose and cause danger. However, the starting material 2-chloro-5-fluoroaniline is relatively inexpensive, and if it is properly operated, it is also a feasible synthesis path.
2-Chloro-5-Fluorobenzeneboronic Acid to pay attention to when storing and transporting
2-Chloro-5-fluorophenylboronic acid is a commonly used reagent in organic synthesis. When storing and transporting it, many matters cannot be ignored.
When storing, the temperature and humidity of the first environment. It should be stored in a cool and dry place to prevent moisture decomposition and deterioration. If the temperature is too high, it is easy to cause its decomposition and damage its chemical activity. Therefore, it is better to store it in a low temperature environment, usually 2-8 ° C. If it can be controlled in a constant greenhouse, it is even better.
Furthermore, it is quite sensitive to air and moisture. In order to prevent it from reacting with water, oxygen, etc. in the air, it must be sealed and stored. It is often filled with inert gas, such as nitrogen, in the storage container to drain the air to ensure its chemical stability. And after taking it, the container should be quickly sealed to prevent it from being exposed to the air for a long time.
As for the time of transportation, the packaging must be sturdy. Use special chemical reagent packaging materials to properly wrap it to prevent damage to the container due to collision and vibration and leakage of reagents. At the same time, the transportation vehicle should maintain a suitable temperature and humidity environment, and should not undergo extreme temperature changes. Transport personnel should also be familiar with its chemical properties. In case of emergencies, such as leakage, they can quickly and properly dispose of it according to its characteristics to ensure the safety of transportation.
In summary, the storage and transportation of 2-chloro-5-fluorophenylboronic acid requires extra attention to temperature and humidity control, sealing protection, and packaging and transportation to ensure its chemical stability and quality.
2-Chloro-5-Fluorobenzeneboronic the market price of Acid
The market price of 2-chloro-5-fluorophenylboronic acid is difficult to come to a conclusion. This is because the market changes, and the price often changes with many factors, just like the changing situation, which is elusive.
The first to bear the brunt is the trend of supply and demand. If there are many people in the market who want to buy this product, but the output is limited, the so-called "rare is expensive", the price will rise; on the contrary, if the supply is abundant and the demand is weak, the price may decline.
Furthermore, the price of raw materials is also the key. If the raw materials required to synthesize this acid are expensive, the manufacturer's cost will increase, and in order to ensure profitability, the price of finished products will rise; if the raw materials are cheap, the price of finished products may be close to the people.
The quality of production technology also affects the price. Exquisite skills can increase the efficiency of production, reduce the proportion of defective products, control the cost, and the price can also be appropriate; if the technology is crude, the cost is high and the output is small, the price will be difficult to lower.
Regional differences also have an impact on the price. The capital of Dayi, the convergence of commerce and trade, the convenience of logistics, the fierce competition, or the price is low; while in remote places, transportation is difficult, supply is inconvenient, and the price may be high.
Brand reputation is also related to the price. A well-known factory, with high quality products, trusts everyone, and its price may be higher than that of other factories.
To sum up the above, in order to know the exact market price of 2-chloro-5-fluorophenylboronic acid, it is necessary to carefully examine the current supply and demand, raw material prices, production processes, regional differences and brands, and then explore the market changes in detail to obtain its approximate value.