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What are the chemical properties of 3-Chloro-4- (Trifluoromethyl) Benzeneboronic Acid
3-Chloro-4- (trifluoromethyl) phenylboronic acid, its shape is white to light yellow crystalline powder. This compound has the general properties of boric acid, is weakly acidic, and can react with alcohols to dehydrate to form borate esters.
In terms of its chemical activity, the presence of chlorine atoms and trifluoromethyl on the aromatic ring significantly affects the electron cloud distribution, resulting in its unique reactivity. Chlorine atoms are electron-withdrawing groups, which can reduce the electron cloud density of the benzene ring, increase the difficulty of electrophilic substitution reactions, but make nucleophilic substitution reactions more likely to occur. The strong electron-withdrawing effect of trifluoromethyl not only further reduces the electron cloud density of the benzene ring, but also has a significant impact on the molecular spatial structure and reaction selectivity due to its large steric barrier.
In the field of organic synthesis, 3-chloro-4- (trifluoromethyl) phenylboronic acid is widely used. It is often used as an important intermediate. Through the coupling reaction of Suzuki, it forms carbon-carbon bonds with halogenated aromatics or olefins in the presence of palladium catalysts and bases, thereby constructing complex aromatic compounds. This reaction has the advantages of high selectivity and mild conditions, and is of great significance in many fields such as drug synthesis and materials science. Due to the presence of chlorine atoms, trifluoromethyl groups, and boric acid groups in the molecule, it can participate in a variety of chemical reactions and provide a rich way for the structural modification and functionalization of organic molecules. Therefore, it has great potential in the research and development of new organic functional materials and the creation of highly active drugs.
What are the common synthesis methods of 3-Chloro-4- (Trifluoromethyl) Benzeneboronic Acid
The common synthesis methods of 3-chloro-4- (trifluoromethyl) phenylboronic acid are as follows:
First, 3-chloro-4- (trifluoromethyl) bromobenzene is used as the starting material. First, 3-chloro-4- (trifluoromethyl) bromobenzene is reacted with magnesium chips in an organic solvent such as anhydrous ether or tetrahydrofuran to make Grignard's reagent. This process needs to be operated in a low temperature and anhydrous and oxygen-free environment. Because Grignard's reagent is extremely active, it is easy to react with water and oxygen. After making Grignard's reagent, it is reacted with borate esters, such as trimethyl borate, at low temperature. After the reaction is completed, 3-chloro-4- (trifluoromethyl) phenylboronic acid can be obtained by hydrolysis treatment. The advantage of this method is that the reaction route is relatively direct and the raw materials are easy to obtain; the disadvantage is that the preparation conditions of Grignard reagent are harsh, the reaction process needs to be strictly anhydrous and oxygen-free, and the operation requirements are relatively high.
Second, 3-chloro-4- (trifluoromethyl) iodobenzene is used as the raw material. In the presence of a palladium catalyst, such as tetra (triphenylphosphine) palladium, 3-chloro-4- (trifluoromethyl) iodobenzene reacts with diphenol borate. The reaction is usually carried out in organic solvents such as toluene and dioxane, and bases such as potassium carbonate and sodium carbonate are added at the same time. After the reaction is completed, the target product can be obtained after separation and purification. This method relies on transition metal catalysis, and the reaction conditions are relatively mild and the selectivity is good; however, the price of palladium catalyst is higher, which will increase the cost, and the post-reaction treatment may be more complicated.
Third, 3-chloro-4- (trifluoromethyl) aniline is used as the starting material. It is first diazotized. Usually, sodium nitrite and hydrochloric acid are used for diazotization at low temperature to generate diazonium salts. After that, the diazonium salt is reacted with boric acid or borate ester under suitable conditions to convert into 3-chloro-4- (trifluoromethyl) phenylboronic acid. The raw materials for this method are relatively easy to obtain, but the temperature of the diazotization reaction needs to be strictly controlled, otherwise side reactions are prone to occur, and the stability of the diazonium salt is poor. Extra care is required during operation.
In which fields is 3-Chloro-4- (Trifluoromethyl) Benzeneboronic Acid used?
3-Chloro-4- (trifluoromethyl) phenylboronic acid is used in various fields.
In the field of medicinal chemistry, it is often a key intermediate for the synthesis of drugs. Due to its special structure, it contains chlorine atoms, trifluoromethyl groups and boric acid groups, which endow compounds with unique physicochemical and biological activities. Through organic synthesis, it can be integrated into the molecular framework of drugs, which can adjust the lipophilicity, metabolic stability and bioavailability of drugs. It is widely used in the development of antibacterial, antiviral, antitumor and other drugs.
It also has important functions in the field of materials science. Can participate in the construction of functional materials, such as for the preparation of optoelectronic materials. With its structural properties, it can optimize the electronic transport properties and optical properties of materials, and provide novel construction units for the research and development of organic Light Emitting Diode (OLED), solar cells and other materials, helping to improve the performance and efficiency of materials.
In the field of organic synthesis chemistry, 3-chloro-4 - (trifluoromethyl) phenylboronic acid is an extremely important reagent. Often used as an arylation reagent, it reacts with halogenated aromatics or other electrophilic reagents through various coupling reactions, such as Suzuki-Miyaura coupling reaction, to achieve the construction of carbon-carbon bonds, thereby synthesizing complex and diverse organic compounds. It provides an effective means for organic synthesis chemists to create new organic molecules, and is widely used in the total synthesis of natural products and the creation of new organic functional molecules.
What is the market price of 3-Chloro-4- (Trifluoromethyl) Benzeneboronic Acid
The market price of 3-chloro-4- (trifluoromethyl) phenylboronic acid is difficult to determine. Prices in the city often change due to multiple reasons, just like the wind and clouds.
First of all, the raw materials are at the end of the product. The manufacture of this product requires all kinds of raw materials. If the price of raw materials fluctuates, the cost will be changed accordingly. If raw materials are scarce, or their production is reduced due to time, geographical location, and man-made things, the price will rise, and the price of this product will also rise.
Furthermore, it is related to its production process. Exquisite craftsmanship may improve production and efficiency, reduce its cost, and the price may be close to the people; if the craftsmanship is difficult, it consumes money and effort, and the price is not cheap.
The state of market supply and demand is also the key. If there are many people who want it, it will be used in pharmaceutical research and development, chemical synthesis and other fields, and the supply is limited, and the price will tend to rise; on the contrary, if the supply exceeds the demand, the merchant may have to reduce the price in order to sell its goods.
And the price varies from region to region. Prosperous cities, convenient logistics, smooth supply and demand, and stable prices; remote places, difficult transportation, increased costs, and slightly higher prices.
There is competition again. There are many competitors competing for profits. In order to occupy the market, or there are preferential policies, the price may drop; if there are few competitors, it is almost monopolized, and the price is lower than the minority, which is difficult to lower.
Therefore, in order to know the exact market price of 3-chloro-4- (trifluoromethyl) phenylboronic acid, it is necessary to widely observe the price of raw materials, the state of technology, supply and demand, regional differences and competition trends, and comprehensively weigh and balance to obtain a more accurate number. However, the price is not static, and it is necessary to pay attention to market changes from time to time.
What are the storage conditions for 3-Chloro-4- (Trifluoromethyl) Benzeneboronic Acid?
3-Chloro-4- (trifluoromethyl) phenylboronic acid, a reagent commonly used in organic synthesis. Its storage conditions are critical to the stability and activity of the reagent.
Generally speaking, it needs to be stored in a dry and cool place. A dry environment can avoid adverse reactions such as hydrolysis of the reagent due to moisture invasion. Because boron atoms have certain electrophilicity, they are easy to interact with water molecules in contact with water, which in turn affects their chemical structure and reactivity. Cool conditions are also indispensable. Excessive temperature will accelerate the thermal movement of molecules, making chemical reactions more likely to occur, or causing decomposition and deterioration of the reagent.
Furthermore, it needs to be placed in a sealed container. Sealing can effectively isolate the air to prevent the reagent from reacting with gases such as oxygen and carbon dioxide in the air. Oxygen may oxidize the reagent and change its chemical properties; carbon dioxide may react with certain groups in the reagent, thereby destroying the purity and activity of the reagent.
In addition, when storing such compounds, they should be kept away from fire and heat sources, because they may have certain flammability or thermal instability. At the same time, it is necessary to avoid storing with strong oxidants, strong bases and other substances to prevent violent chemical reactions and lead to safety accidents.
Store 3-chloro-4- (trifluoromethyl) phenylboronic acid in a dry, cool, sealed environment and avoid contact with incompatible substances, so as to ensure that the reagent maintains good quality and reactivity for a long time for organic synthesis experiments.