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What are the main uses of 1-Bromo-4- (Trifluoromethyl) Benzene?
1-Bromo-4- (trifluoromethyl) benzene, this substance has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate.
In the creation of fluorine-containing medicines, its position is pivotal. Due to the unique characteristics of fluorine atoms, it can significantly change the physical, chemical and biological activities of compounds. With 1-bromo-4- (trifluoromethyl) benzene, trifluoromethyl groups can be introduced to develop new drugs with excellent efficacy and strong specificity.
In the field of pesticide synthesis, it is also a common raw material. The construction of fluorinated pesticides can increase the stability and lipophilicity of pesticides, improve the control efficiency of pesticides against pests and bacteria, and reduce the adverse effects on the environment.
In the field of materials science, there are also applications. For example, the preparation of fluorinated functional materials, such as materials with special optical and electrical properties, or polymer materials with excellent corrosion resistance and weather resistance. By introducing the groups contained in the material into the molecular structure, the material can be endowed with unique properties to meet a variety of application needs.
What are the physical properties of 1-Bromo-4- (Trifluoromethyl) Benzene?
1-Bromo-4- (trifluoromethyl) benzene is a common compound in organic chemistry. Its physical properties are quite important and are described as follows:
First of all, its properties, under room temperature and pressure, are mostly colorless to pale yellow liquids. Looking at its color, this light yellow color is like morning light, soft and recognizable, which is an important characterization for its experimental observation and practical application.
The melting point is about -24 ° C. At this temperature, the substance changes from solid to liquid, such as ice and snow melting in the warm sun, showing the characteristics of material state transformation. The exact value of the melting point plays a key role in the separation, purification and identification of substances.
Besides, the boiling point is about 195 ° C - 197 ° C. When the temperature rises, the liquid boils and a large number of molecules escape from the liquid surface. This characteristic is an important basis for separating and collecting the substance in chemical operations and experimental processes such as distillation.
As for the density, it is about 1.676 g/cm ³. It is heavier than water. If it is mixed with water, it will naturally settle in the lower layer like a stone sinking to the bottom. This density characteristic is crucial when it involves operations such as liquid-liquid separation.
Its solubility is also worthy of attention. It is slightly soluble in water, but it can be soluble in a variety of organic solvents, such as ethanol, ether, acetone, etc. Just like the water suitable for fish, this substance can better demonstrate its chemical activity in the embrace of organic solvents, and this solubility is of great significance for the selection of solvents for organic synthesis reactions.
In addition, 1-bromo-4- (trifluoromethyl) benzene is volatile and will be slowly emitted in the air. When using it, it is necessary to pay attention to safety measures such as ventilation to avoid adverse effects on the environment and human body. Although its odor is difficult to describe accurately, it has a unique irritation. This odor characteristic is also an important clue for the experimenter to sense its existence and leakage.
In summary, the physical properties of 1-bromo-4- (trifluoromethyl) benzene, such as their properties, melting point, boiling point, density, solubility, volatility, and odor, play an important role in the study of organic chemistry and the practice of chemical production.
What are the chemical properties of 1-Bromo-4- (Trifluoromethyl) Benzene?
1-Bromo-4- (trifluoromethyl) benzene, which is a colorless to light yellow liquid with a special odor, insoluble in water, and miscible in most organic solvents. This substance is chemically active and has a wide range of uses in the field of organic synthesis.
First of all, its halogenated aromatic hydrocarbon characteristics are prominent, and the bromine atom is highly active. In the nucleophilic substitution reaction, the bromine atom is easily replaced by nucleophilic reagents, such as sodium alcohol and amines. Take the reaction with sodium alcohol as an example. As a nucleophilic reagent, the anion of alcohol oxide attacks the carbon atom connected to the bromine on the benzene ring with its lone pair electron, and the bromine leaves with a pair of electrons to The reaction conditions are mild and often need to be carried out under the catalysis of appropriate solvents and bases. Common solvents include N, N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), etc., and bases such as potassium carbonate and sodium carbonate.
Furthermore, the aromatic rings have electron cloud density differences. Under the influence of strong electron absorption of trifluoromethyl, the electron cloud density of the benzene ring decreases, especially the adjacent para-position of the bromine atom, which changes the activity of the electrophilic substitution reaction of the aromatic ring, and the electrophilic substitution reaction is more likely to occur in the meta-position. For example, when nitrification occurs, the nitro-positive ion acts as an electrophilic reagent, mainly attacking the benzene ring interposition to generate 3-nitro-1-bromo-4- (trifluoromethyl) benzene. The reaction needs to be carried out in a mixed system of concentrated sulfuric acid and concentrated nitric acid. Concentrated sulfuric acid acts to promote the protonation of nitric acid to produce nitro-positive ions.
In addition, 1-bromo-4- (trifluoromethyl) benzene can also participate in metal-catalyzed coupling reactions. Under palladium catalysis, Suzuki coupling reactions occur with boric acid or borate esters containing alkenyl and aryl groups to form carbon-carbon bonds and form products with alkenyl or aryl substitutions. This reaction condition usually requires the presence of a base at an appropriate temperature, which can activate boric acid or borate esters to enhance the reactivity.
1-Bromo-4- (trifluoromethyl) benzene plays a key role in many fields such as medicine, pesticides, materials, etc., and has become an important intermediate in organic synthesis chemistry due to its unique chemical properties.
What are the synthesis methods of 1-Bromo-4- (Trifluoromethyl) Benzene?
The common methods for synthesizing 1-bromo-4- (trifluoromethyl) benzene are as follows.
First, p-trifluoromethylaniline is used as the starting material. First, it undergoes a diazotization reaction with sodium nitrite and hydrochloric acid, and in a low temperature environment, a diazonium salt is formed. The diazonium salt is unstable, and then a cuprous bromide hydrobromic acid solution is added. After the Sandmeier reaction, the diazoyl group is replaced by a bromine atom, and then 1-bromo-4- (trifluoromethyl) benzene is obtained. This method is more complicated, and the diazotization reaction needs to strictly control the temperature to prevent the decomposition of diazonium salts. However, its yield is quite high, and it can achieve good synthesis
Second, p-trifluoromethylbenzoic acid is used as the starting material. First, it is reacted with phosphorus pentachloride to convert the carboxyl group into an acyl chloride group to obtain p-trifluoromethylbenzoyl chloride. Then palladium carbon is used as the catalyst and hydrogen is used as the reducing agent to carry out a reductive decarbonylation reaction to generate p-trifluoromethylbenzene. Finally, p-trifluoromethylbenzene and bromine undergo an electrophilic substitution reaction under the catalysis of iron powder or iron tribromide, and bromine atoms are introduced into the benzene ring para-position to obtain 1-bromo-4- (trifluoromethyl) benzene. There are many steps in this path, involving reduction and substitution reactions. The reaction conditions of each step need to be
Third, use p-trifluoromethyl bromobenzene as raw material. In a suitable solvent, add the corresponding metal reagent, such as magnesium, to make Grignard reagent. Then, the Grignard reagent reacts with a suitable brominated reagent, such as copper bromide, and is converted into 1-bromo-4 - (trifluoromethyl) benzene through a series of reactions. This method relies on the activity of Grignard reagents, and the reaction conditions are relatively mild. However, the preparation of Grignard reagents requires an anhydrous and oxygen-free environment, and the operation requirements are relatively strict.
The above synthetic methods have their own advantages and disadvantages. In practical application, the appropriate method should be selected according to the factors such as raw material availability, cost, yield and reaction conditions.
What should be paid attention to when storing and transporting 1-Bromo-4- (Trifluoromethyl) Benzene?
1-Bromo-4- (trifluoromethyl) benzene is an organic chemical substance, and many key matters need to be paid attention to during storage and transportation.
When storing, the first priority is the environment. It should be found in a cool, well-ventilated place, away from fires and heat sources. This is because of its flammability, it is dangerous to burn and explode when heated or exposed to open flames. And the temperature needs to be strictly controlled. Excessive temperature can easily increase its volatilization, or cause chemical reactions, resulting in quality changes.
Furthermore, storage containers are also crucial. The appropriate material must be selected to ensure that it does not react with 1-bromo-4- (trifluoromethyl) benzene, and the sealing must be good to prevent leakage. If using a glass bottle, pay attention to whether the material can withstand the erosion of this material; if using a metal container, consider whether it will react chemically with it.
The storage place should also be stored separately from oxidants, alkalis and other substances. Because of its active chemical nature, contact with these substances can easily cause violent reactions and endanger safety. And the storage area should be equipped with suitable materials to contain leaks. In case of leakage, it can be properly handled in a timely manner.
When transporting, the packaging must be solid and reliable. Select qualified packaging materials and methods in accordance with relevant regulations to ensure that the packaging is not damaged or leaked during the transportation turbulence. Transportation vehicles must also meet safety standards and be equipped with corresponding fire equipment and emergency treatment equipment.
Transportation personnel must have professional training and be familiar with the characteristics, hazards and emergency treatment methods of 1-bromo-4- (trifluoromethyl) benzene. During transportation, strictly abide by traffic rules and avoid violent operations such as sudden braking and sharp turns to prevent damage to the packaging. And pay close attention to the transportation status. If any abnormalities are found, such as leaks and odors, immediate measures should be taken to ensure transportation safety.