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What are the main uses of P-Bromotrifluoromethoxybenzene?
P-Bromotrifluoromethoxybenzene, the Chinese name of p-bromotrifluoromethoxylbenzene, is a crucial fine chemical raw material in the field of organic synthesis. Its main uses can be described as follows:
First, in the field of pharmaceutical synthesis, it is a key intermediate. Many drug molecules with special curative effects are constructed, and p-bromotrifluoromethoxylbenzene is often used as the starting material. Due to the unique electronic effect and hydrophobicity of trifluoromethoxy, the introduction of drug molecular structure can significantly improve the physical and chemical properties of drugs, such as improving the lipid solubility of drugs, enhancing their absorption and transmission efficiency in vivo, and then enhancing their efficacy. For example, in the development of some antidepressant and anti-tumor drugs, through multi-step reactions, complex molecular structures containing specific functional groups can be precisely constructed to meet the needs of drug activity.
Second, in the field of pesticide creation, the role should not be underestimated. With its special structure, pesticides derived from p-bromotrifluoromethoxylbenzene often have the characteristics of high efficiency, low toxicity and environmental friendliness. For example, in the synthesis of some new insecticides and fungicides, by introducing this structural unit, the interaction between pesticides and specific receptors in target organisms can be optimized, the toxic effect of pesticides on pests and pathogens can be enhanced, and the impact on non-target organisms can be reduced, which is in line with the current trend of green pesticide development.
Third, in the field of materials science, it also shows unique value. It can be used to prepare functional materials with excellent performance, such as special polymer materials. After a specific polymerization reaction, the p-bromotrifluoromethoxylbenzene structure is introduced into the polymer main chain or side chain, which can endow polymer materials with special properties such as good thermal stability, chemical stability and low surface energy. It is widely used in high-end fields such as aerospace, electronics and electrical appliances to meet the strict requirements for high performance of materials in related fields.
What are the physical properties of P-Bromotrifluoromethoxybenzene?
P - Bromotrifluoromethoxybenzene, organic compounds are also. They have specific physical properties, as follows:
- ** Appearance and Properties **: Under normal conditions, this substance is usually colorless to light yellow liquid, and it is clear and transparent. The characterization of its appearance is an important basis for preliminary identification in organic synthesis and chemical applications.
- ** Boiling Point **: The boiling point is about 150 - 152 ° C. The characteristics of the boiling point are related to the setting of conditions for chemical operations such as distillation and separation. In the distillation process, controlling the temperature slightly higher than this boiling point can make P - Bromotrifluoromethoxybenzene vaporized and separated, and distinguish it from other substances with different boiling points.
- ** Melting point **: The melting point is around -10 ° C. The value of the melting point affects its physical state at different temperatures. When the ambient temperature is lower than the melting point, the substance will change from liquid to solid.
- ** Density **: The density is about 1.71 g/cm ³. This density characteristic is crucial in operations involving liquid-liquid separation or mixing. If mixed with other liquids of different densities, separation can be achieved by stratification depending on their density differences.
- ** Solubility **: P - Bromotrifluoromethoxybenzene is insoluble in water, but easily soluble in organic solvents such as ethanol, ether, and dichloromethane. This solubility property provides guidance for the choice of solvents in organic synthesis reactions. For example, in some reactions, dichloromethane can be selected as a solvent to promote the smooth progress of the reaction.
- ** Vapor pressure **: At a specific temperature, it has a certain vapor pressure. The magnitude of the vapor pressure is closely related to the volatility of the substance. Higher vapor pressure means that the substance is more volatile at the corresponding temperature. During storage and use, it is necessary to pay attention to its volatilization characteristics and keep it properly sealed to prevent loss and safety hazards.
What is the chemistry of P-Bromotrifluoromethoxybenzene?
P-Bromotrifluoromethoxybenzene, that is, p-bromotrifluoromethoxylbenzene, is an organic compound with unique chemical properties.
From the perspective of reactivity, the bromine atom on the benzene ring is quite active. Because the bromine atom is the ortho-para-localization group of the benzene ring, although it has electron-absorbing induction effect, it also has electron-giving conjugation effect. The conjugation effect makes the ortho-para-electron cloud density of the benzene ring relatively high, and it is more susceptible to attack by electrophilic reagents. Therefore, in electrophilic substitution reactions, such as halogenation, nitrification, sulfonation, etc., electrophilic reagents attack the ortho-para-position of bromine atoms. For example, in the reaction with bromine catalyzed by iron bromide, new bromine atoms will be mainly added to
While trifluoromethoxy (-OCF) is a strong electron-absorbing group, the electron cloud density of benzene ring is greatly reduced by induction effect and conjugation effect, so that the electrophilic substitution activity of benzene ring is reduced. Compared with ordinary alkylbenzene, the electrophilic substitution reaction of benzene ring containing trifluoromethoxy is more difficult, and more violent reaction conditions are required. For example, the nitration reaction of ordinary alkylbenzene can be carried out at room temperature or slightly heated conditions, while the nitration of P-Bromotrifluoromethoxybenzene may require a higher temperature and more concentrated mixed acid of nitric acid and sulfuric acid.
From the perspective of redox, the compound is relatively stable, and it is difficult to be oxidized or reduced under general conditions. However, it can react under specific strong oxidation or strong reduction conditions. In case of extremely strong oxidants such as acidic potassium permanganate solution, although the benzene ring is stable and not easy to be oxidized, the substituent may be affected, but the exact reaction product is closely related to the reaction conditions. Under the action of strong reducing agents such as aluminum lithium hydride, a reduction reaction may occur to convert some functional groups, but specific reaction systems and conditions are required.
In the reaction with metal-organic reagents, bromine atoms can participate in metallization reactions, such as reacting with magnesium to form Grignard reagents. This Grignard reagent is extremely active and can undergo nucleophilic addition reactions with many carbonyl compounds such as alters and ketones, thereby forming carbon-carbon bonds. It is an important reaction path in organic synthesis and can be used to synthesize complex organic molecules.
P - Bromotrifluoromethoxybenzene is rich in chemical properties and provides an important basis for the construction of various organic compound structures in the field of organic synthesis with its bromine atom and trifluoromethoxy group properties.
What are P-Bromotrifluoromethoxybenzene synthesis methods?
P-Bromotrifluoromethoxybenzene, that is, p-bromotrifluoromethoxybenzene, has many synthesis methods, which are described in detail below.
First, p-bromophenol is used as the starting material. First, p-bromophenol is mixed with a base, such as sodium hydroxide or potassium carbonate, in a suitable solvent, such as N, N-dimethylformamide (DMF) or dimethyl sulfoxide (DMSO), to form a phenolic salt. Subsequently, trifluoromethyl halides, such as trifluoromethyl iodine or trifluoromethyl bromide, are added, and a nucleophilic substitution reaction occurs under heating conditions. This process requires attention to the control of reaction temperature and time. If the temperature is too high, it is easy to produce side reactions. If the time is too short, the reaction will not be complete. The reaction mechanism lies in the nucleophilicity of the oxygen atoms in the phenol salt, which attacks the carbon atoms of the trifluoromethyl halide, and the halogen ions leave to form the target product p-bromotrifluoromethoxylbenzene.
Second, p-bromochlorobenzene is used as the starting material. First, p-bromochlorobenzene and magnesium chips are reacted in anhydrous ethyl ether or tetrahydrofuran (THF) to make Grignard's reagent. Then, trifluoromethyl ether compounds such as trifluoromethoxy trimethylsilane are slowly added dropwise to this Grignard's reagent. After the reaction is completed, p-bromotrifluoromethoxylbenzene can be obtained after acidification. The preparation of Grignard's reagent needs to be carried out in an anhydrous and oxygen-free environment, otherwise it is easy to lead to reaction failure. The key to this reaction lies in the activity of carbon-magnesium bonds in Grignard's reagent, which can undergo nucleophilic addition reaction with trifluoromethyl ethers, and then be converted into target products by acidification.
Third, a palladium-catalyzed coupling reaction can be used. Using p-bromophenylboronic acid and trifluoromethyl halogenated ether as raw materials, the reaction is carried out in a suitable solvent in the presence of palladium catalysts, such as tetra (triphenylphosphine) palladium (0) or palladium acetate, etc., as well as bases and ligands. The ligand can enhance the activity and selectivity of the palladium catalyst, and the The reaction conditions are relatively mild and the yield is considerable. During the reaction process, the palladium catalyst first undergoes steps such as oxidative addition and metallization with the raw material, and finally is eliminated by reduction to form p-bromotrifluoromethoxybenzene.
The above synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively consider the availability of raw materials, the difficulty of reaction conditions, and production costs, and choose the most suitable method.
What is the price range of P-Bromotrifluoromethoxybenzene in the market?
P-Bromotrifluoromethoxybenzene is an important fine chemical in the field of organic synthesis. Its price range in the market is subject to many factors, and it is difficult to generalize.
First, the complexity of the preparation process has a great impact on its price. If the preparation of this compound requires multiple steps of reaction, and the reaction conditions of each step are harsh, such as extremely high requirements for temperature, pressure, catalyst, or expensive starting materials and reagents, or the reaction yield is poor, the production cost will rise sharply, resulting in high market prices. On the contrary, if the process is simple and efficient, the cost can be effectively controlled, and the price may be relatively close to the people.
Secondly, the market supply and demand situation is also a key factor. If there is a strong demand for P-Bromotrifluoromethoxybenzene in downstream industries such as medicine, pesticides, material science, etc., and the production capacity of the production enterprises is limited, the supply is in short supply, and the price will rise. However, if the market demand is sluggish and the inventory of the enterprise is overstocked, the price may be lowered in order to seek sales.
Furthermore, the product purity and quality grade also affect the price. High-purity products with very few impurities are suitable for high-end application scenarios with strict purity requirements, such as high-end pharmaceutical research and development and production, and their price is much higher than that of ordinary purity products. Ordinary purity products may only be used for general industrial synthesis, and the price is relatively low.
According to past market conditions and related transaction data, it is speculated that the price of P-Bromotrifluoromethoxybenzene with low purity (about 90% purity) may be in the tens of yuan per gram. And the price of high purity (more than 98% purity) products may reach more than 100 yuan per gram, or even higher. If the purity exceeds 99% and there are strict control requirements for specific impurities, the price per gram may be in the hundreds of yuan. However, this is only a rough range. The actual price fluctuates from time to time due to changes in the above factors. Market participants need to pay attention to market dynamics in real time to grasp accurate price information.