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What are the main uses of 3-fluorophenylboronic acid (3-Fluorobenzeneboronic Acid/3-Fluorophenylboronic Acid)?
3 - Fluorobenzeneboronic Acid/3 - Fluorophenylboronic Acid has a wide range of uses and is of great significance in the field of organic synthesis.
First, this compound plays a significant role in the construction of carbon-carbon bonds. Taking the Suzuki-Miyaura coupling reaction as an example, 3 - fluorophenylboronic acid can react with halogenated aromatics or alkenyl halides in the presence of palladium catalysts and bases to form new carbon-carbon bonds. Through this reaction, a series of biaryl compounds with specific structures can be synthesized, which are widely used in medicinal chemistry, materials science and other fields. For example, in the development of new drugs, the construction of biaryl fragments with specific structures helps to enhance the interaction between drugs and targets and enhance drug activity.
Second, in the field of materials science, 3-fluorophenylboronic acid can be used to prepare functional materials. It can participate in the polymerization reaction, introducing fluorine atoms and boric acid groups into the main chain or side chain of the polymer, thus giving the material unique properties. For example, fluoropolymers often have excellent thermal stability, chemical stability and low surface energy, while boric acid groups can participate in reversible covalent chemistry, giving materials special properties such as self-repair, which can be used to prepare high-performance optical materials and electronic materials.
Third, in medicinal chemistry, 3-fluorophenylboronic acid is used as a key intermediate for the synthesis of biologically active compounds. The introduction of fluorine atoms can change the physical and chemical properties of drug molecules, such as increasing fat solubility, which is conducive to drug penetration through biofilms and improving bioavailability. At the same time, boric acid groups can specifically bind to some targets in organisms, enhancing the targeting of drugs, providing more possibilities for the design and development of new drugs.
Fourth, in the field of organic optoelectronics, the use of 3-fluorophenylboronic acid to participate in the synthesis of organic conjugated molecules can regulate the energy level structure and optical properties of the molecules due to the electronic effect of fluorine atoms and boric acid groups. It is used in organic Light Emitting Diodes (OLEDs), organic solar cells and other devices to improve their photoelectric conversion efficiency and luminous properties.
What are the physical properties of 3-Fluorobenzeneboronic Acid/3-Fluorophenylboronic Acid?
3-Fluorophenylboronic acid, English name 3-Fluorobenzeneboronic Acid or 3-Fluorophenylboronic Acid, is an important reagent commonly used in organic synthesis. Its physical properties are quite critical and have a great impact on organic synthesis reactions.
Looking at its properties, at room temperature, 3-fluorophenylboronic acid is in the state of white to light yellow crystalline powder, which is easy to store and use, and provides convenience in many organic synthesis operations. And the powdery material has a large specific surface area, and when participating in the reaction, it can be more fully contacted with other reactants and speed up the reaction process.
The melting point is about 276-281 ° C. Melting point is an important physical property of substances, and this value indicates that 3-fluorophenylboronic acid has relatively hot topic stability. In some organic reactions that require heating, this property can ensure that it remains stable within a certain temperature range and does not decompose easily, thus effectively participating in the reaction and ensuring the smooth achievement of the synthesis target product.
In terms of solubility, 3-fluorophenylboronic acid is slightly soluble in water, but soluble in common organic solvents such as ethanol, ether, dichloromethane, etc. This solubility characteristic makes it possible to select a suitable solvent for organic synthesis according to the reaction requirements and the solubility of other reactants with it, so as to construct a homogeneous reaction system and promote the efficient progress of the reaction. For example, in some coupling reactions that need to be carried out in organic solvents, 3-fluorophenylboronic acid can be well dissolved and fully mixed with other reactants, thus realizing the effective construction of chemical bonds.
What are the synthesis methods of 3-fluorophenylboronic acid (3-Fluorobenzeneboronic Acid/3-Fluorophenylboronic Acid)?
There are many different methods for synthesizing 3-fluorophenylboronic acid. The following are the common ones.
One is the Grignard reagent method. First, 3-fluorobromobenzene and magnesium chips are prepared into Grignard reagent, that is, 3-fluorophenylmagnesium bromide, in anhydrous ether or tetrahydrofuran solvents. This process needs to be carefully operated under the protection of inert gases such as nitrogen and in a low temperature environment to prevent side reactions. Subsequently, it is reacted with borate esters, such as trimethyl borate. After the reaction is completed, 3-fluorophenylboronic acid can be obtained by hydrolysis step and treatment with dilute acid. The raw materials of this method are easy to obtain, but the preparation conditions of Grignard reagents are strict, and the requirements for anhydrous and oxygen-free are extremely high
The second is the palladium catalytic coupling method. Using 3-fluorohalobenzene (such as 3-fluorobromobenzene or 3-fluoroiodobenzene) and diphenol borate as raw materials, under the catalysis of palladium catalyst, such as tetra (triphenylphosphine) palladium, etc., in suitable solvents, such as toluene and dioxane, the reaction often requires the addition of bases, such as potassium carbonate and sodium carbonate. This method has good selectivity and high yield, but the palladium catalyst is expensive and increases the cost.
The third is the lithium reagent method. 3-fluorohalobenzene reacts with lithium reagents such as butyl lithium to generate 3-fluorophenyl lithium intermediates. This intermediate is very active, and then reacts with borate esters, and then hydrolyzes to obtain the target product. This method has high reactivity, but the lithium reagent is extremely active. Extra caution is required during operation, and the reaction conditions are also strictly controlled.
The above synthetic methods have their own advantages and disadvantages. In practical application, it is necessary to choose carefully according to many factors such as raw material availability, cost, yield and product purity.
3-Fluorophenylboronic acid (3-Fluorobenzeneboronic Acid/3-Fluorophenylboronic Acid) What are the precautions during storage and transportation?
3-Fluorophenylboronic acid is a commonly used reagent in organic synthesis. During storage and transportation, many matters need to be paid careful attention.
First word storage. This substance should be stored in a dry and cool place. Because of its certain hygroscopicity, if it is in a humid environment, it is easy to absorb water and deteriorate, which affects its chemical activity and purity. And it needs to be kept away from fire sources and oxidants. Because of its active chemical properties, it may react violently in case of fire sources or oxidants, causing fire or explosion. It should be stored in a sealed container to prevent excessive contact with air.
Second time on transportation. During transportation, temperature control is extremely critical. Do not let it be under too high or too low temperature conditions. High temperature can cause substances to decompose or accelerate their chemical reactions, and low temperature may cause them to crystallize, which also affects their quality. Packaging must be sturdy to prevent vibration and collision from damaging the container and causing material leakage. And transportation vehicles need to be equipped with corresponding emergency treatment equipment. In case of leakage and other emergencies, they can respond in time. At the same time, transportation personnel should be familiar with the characteristics of this substance and emergency treatment methods to ensure the safety of the transportation process.
3-Fluorophenylboronic acid requires careful attention to the environment, packaging, temperature and personnel when storing and transporting, in order to ensure its quality and safety.
What is the market price range for 3-fluorophenylboronic acid (3-Fluorobenzeneboronic Acid/3-Fluorophenylboronic Acid)?
3 - The market value of fluorophenylboronic acid can be covered in one word. Its price is often affected by many factors, and the market is volatile, so it is not fixed and cut.
First, the cost of production is very deep. The cost of raw materials and the complexity of production are all cost-intensive. If raw materials are scarce and expensive, or the production process requires high-quality technology and special skills, the cost will be high, resulting in a rise in the market.
Furthermore, supply and demand are also fixed. If the market demand for 3-fluorophenylboronic acid is strong and the supply is limited, the price will increase; conversely, if the supply is limited, the price may decline.
In addition, factors such as brand, product volume and quality will also make the price difference. Well-known and high-quality products are often more expensive.
If you want to know the market value, you can use the chemical trading platform or the chemical raw material supply market to negotiate.