Name | P-Trifluorobenzeneboronic acid |
Chemical Formula | C6H4BF3O2 |
Molecular Weight | 175.90 |
Appearance | White to off-white solid |
Cas Number | 121159-35-9 |
Melting Point | 125 - 129 °C |
Solubility In Water | Slightly soluble |
Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, dichloromethane |
Purity | Typically high - purity grades available, e.g., 95%+, 98%+ |
Chemical Formula | C6H4BF3O2 |
Molar Mass | 177.90 g/mol |
Appearance | White to off - white solid |
Melting Point | 157 - 161 °C |
Solubility In Water | Slightly soluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, toluene |
Acidity | Weakly acidic due to the boronic acid group |
Purity | Typically available in high purity (e.g., 97%+) |
Stability | Stable under normal conditions, but moisture - sensitive |
Cas Number | 656 - 46 - 2 |
Name | P-Trifluorobenzeneboronic acid |
Chemical Formula | C6H4BF3O2 |
Molar Mass | 177.90 g/mol |
Appearance | White to off - white solid |
Melting Point | 143 - 147 °C |
Solubility In Water | Slightly soluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, ethanol |
Pka | ~8.7 |
Boiling Point | Decomposes before boiling |
What are the main uses of P-Trifluorobenzeneboronic acid?
P-Trifluorobenzeneboronic acid is widely used and plays an important role in the field of organic synthesis.
First, it is often used as an arylation reagent. In the Suzuki-Miyaura reaction, this is a key player. This reaction can efficiently couple p-trifluorophenylboronic acid with halogenated aromatics or pseudo-halogenated aromatics under mild conditions with the help of a palladium catalyst to form carbon-carbon bonds. In this way, a large number of biaryl compounds with specific structures can be prepared, which are of great significance in the fields of materials science and medicinal chemistry. For example, when synthesizing new organic Light Emitting Diode (OLED) materials, the biaryl structure obtained by this reaction can effectively improve the photoelectric properties of the materials.
Second, it has made outstanding contributions in the field of drug research and development. Due to its unique electronic effects and spatial structure, introducing it into drug molecules may optimize the activity, selectivity and metabolic properties of drugs. Like the design and synthesis of some anti-cancer drugs, the reaction involving p-trifluorobenzene boronic acid helps to build key structural fragments, providing the possibility for the development of high-efficiency and low-toxicity anti-cancer drugs.
Third, materials science is also indispensable. For example, when preparing high-performance liquid crystal materials, the products generated by the reaction of p-trifluorophenylboronic acid can endow the liquid crystal materials with better stability and response speed. In addition, in the preparation of conductive polymers, the special structures they participate in can improve the electrical conductivity of the polymers, laying the foundation for the development of new conductive materials.
What are the physical properties of P-Trifluorobenzeneboronic acid?
Trifluorophenylboronic acid, or P-Trifluorobenzeneboronic acid, is a commonly used reagent in organic chemistry. Its physical properties are unique, let me tell you one by one.
This substance is usually white to quasi-white solid, and its properties are stable at room temperature and pressure. Looking at its appearance, it is a delicate powder, smooth to the touch, pure in color, and free of variegated patches.
The melting point is about 124-128 ° C. When the temperature gradually rises, the solid will gradually melt and change from solid to liquid. This melting point characteristic is crucial in organic synthesis, which can help chemists determine its purity and control the conditions for related reactions.
Solubility is also a key physical property. Trifluorophenylboronic acid is slightly soluble in water, but it has good solubility in common organic solvents such as dichloromethane, ether, toluene, etc. In dichloromethane, it can be rapidly dispersed and dissolved to form a uniform solution. This characteristic makes it possible to choose a suitable solvent according to different reaction requirements in the construction of an organic reaction system to facilitate the reaction.
In addition, its density is about 1.55 g/cm ³. Although it is not a light substance, it has a moderate density in the category of organic compounds. This density characteristic is also of reference value in the operation of material ratio and phase separation of the reaction system.
In addition, trifluorophenylboronic acid has a certain stability, and when it encounters strong oxidants, strong bases and other substances, chemical reactions will also occur. Therefore, when storing, it should be placed in a dry, cool place and away from such dangerous substances to ensure its chemical stability.
What are the synthetic methods of P-Trifluorobenzeneboronic acid?
There are several common methods for synthesizing P-Trifluorobenzeneboronic acid.
One is a method using halogenated aromatic hydrocarbons as starting materials. First, trifluorobenzene containing halogen atoms, such as p-trifluorobromobenzene, is taken to react with metal magnesium to form Grignard's reagent. This process needs to be carried out in an organic solvent such as anhydrous ether or tetrahydrofuran, and the environment needs to be isolated from water vapor and air. Grignard's reagent is highly active, and then it reacts with borate esters, such as trimethyl borate. After the reaction is completed, the target product P-trifluorobenzene boronic acid can be obtained through a hydrolysis step. In this hydrolysis step, the reaction mixture is usually treated with a dilute acid, such as dilute hydrochloric acid or dilute sulfuric acid, to promote the conversion of borate esters to boric acid.
The second can be synthesized by the aryl lithium reagent method. Using p-trifluoroiodobenzene as a starting material, it reacts with butyl lithium at a low temperature, such as minus 78 degrees Celsius, in an anhydrous and inert gas-protected environment to form p-trifluorophenyllithium. This lithium reagent is also highly reactive, and then reacts with borate esters, such as triisopropyl borate, followed by hydrolysis operations to produce P-trifluorophenylboronic acid. This low temperature condition is designed to maintain the controllability of the reaction and avoid side reactions. < Br >
In addition, there is also a method of synthesis by a palladium-catalyzed coupling reaction. Using p-trifluorobrombenzene and diphenyl alcohol borate as raw materials, in the presence of palladium catalysts, such as tetra (triphenylphosphine) palladium (0), ligands and bases, in a suitable organic solvent. This reaction condition is relatively mild. After the reaction is completed, pure P-trifluorobenzene boronic acid can be obtained through separation and purification. Among them, the role of the base is to promote the reaction, and the ligand can enhance the activity and selectivity of the palladium catalyst.
P-Trifluorobenzeneboronic acid in storage and transportation
Trifluorophenylboronic acid is also an important agent for chemical reactions. When storing and transporting it, it should be paid attention to in detail.
When storing it, it should be placed in a cool and dry place. If this product is afraid of moisture, the tide will easily cause deterioration. If it is wet or invaded by water vapor, its properties may be changed, and the effect of chemical reaction will also be reduced. And the temperature should not be high, and high temperature may cause the risk of decomposition, endangering safety and damaging its quality.
When it is transported, the first heavy package is completely solid. It must be prevented from leaking, so as to prevent it from leaking. Because of its certain chemical properties, the leakage may react with foreign objects and cause unexpected changes. Furthermore, the place of transportation must also avoid hot topics and open flames. Both fire and heat can cause danger, making it happen and cause disaster.
When you are transported with other things, you must be careful to check their phase. Do not transport with things that can play a role, such as strong oxygen agents and strong alkalis. When these things meet with trifluorophenylboronic acid, or react violently, they are at risk of ignition and explosion.
The escort should also be aware of its nature and danger, and prepare corresponding strategies. If there is a leak, etc., it can be dealt with quickly to reduce its harm to the first outbreak. In this way, the safety of storage and transportation is ensured, so that trifluorophenylboronic acid can be used in the chemical industry.
What is the market price of P-Trifluorobenzeneboronic acid?
Alas! It is not easy to know the market price of p-trifluorophenylboronic acid. The price of this chemical often changes for various reasons.
First, the amount of output is related to its price. If the product is prosperous, the price may be easy; if the product is thin, the price will be high. And its preparation process is also divided into complex and simple. The complex is expensive and time-consuming, and the price is high; the simple one saves money and effort, and the price is low.
Second, the demand situation also affects the price. In the fields of medicine, materials, etc., if the demand for this product is urgent, the supply is in short supply, and the price will rise; if the demand is sluggish, the supply will exceed the demand, and the price will be depressed. < Br >
Third, the cost of raw materials has a great impact. The price of the raw materials required for the preparation of this product is directly related to the price of p-trifluorophenylboronic acid. If the price of raw materials is high, the price of the finished product is also high; if the price of raw materials is low, the price of the finished product is also low.
Fourth, market competition should not be underestimated. If there are many competitors in the market, the price may be reduced for the sake of competing for the market; if the competition eases, the price may rise steadily.
According to the "Tiangong Kaiwu", the price of the product varies according to time, place, supply and demand. Today for trifluorophenylboronic acid, although it is difficult to determine its price, in general terms, in the current market, its price may fluctuate between a few yuan per gram and a few tens of yuan. This is only an approximate amount. The actual price should be subject to the real-time quotation in the market. It is easy to change and cannot be restrained.