What is the main use of 4-bromo-2- (trifluoromethoxy) iodo Benzene?
4-Bromo-2 - (trifluoromethoxy) iodobenzene (4-bromo-2 - (trifluoromethoxy) iodobenzene) is a key organic halide in the field of organic synthesis. Its main uses are numerous and complex, and it plays an important role in many chemical reactions and synthesis processes.
Bearing the brunt, 4-bromo-2 - (trifluoromethoxy) iodobenzene can be used as a key substrate in the reaction of building carbon-carbon bonds. For example, in the classic Suzuki reaction, the bromine and iodine atoms of this compound can be coupled with organic boric acid under the ingenious action of palladium catalyst. With this reaction, various aromatic compounds with specific structures can be successfully established, which is of great significance for the synthesis of complex natural products, pharmaceutical intermediates and new materials.
Furthermore, it can also play a role in the reaction of building carbon-heteroatomic bonds. For example, its iodine or bromine atoms can undergo nucleophilic substitution reactions with nucleophiles containing heteroatoms such as nitrogen, oxygen, and sulfur, thus ingeniously introducing trifluoromethoxy aryl structures, providing an effective way for the synthesis of organic molecules with unique functions, and is widely used in the fields of medicinal chemistry and materials science.
In addition, due to the simultaneous presence of bromine atoms and iodine atoms in the molecule, and the difference in reactivity between the two, this creates conditions for selective chemical modification. By carefully regulating the reaction conditions, one of the halogen atoms can be selectively promoted to participate in the reaction, and then the organic compounds with exquisite structures and specific functions can be synthesized, which has obvious advantages in the field of fine organic synthesis.
4-Bromo-2 - (trifluoromethoxy) iodobenzene, as a widely used building block for organic synthesis, plays an indispensable key role in many fields such as drug development and material preparation, and promotes the continuous development of organic synthesis chemistry.
What are the synthesis methods of 4-bromo-2- (trifluoromethoxy) iodo Benzene
There are many ways to synthesize 4-bromo-2 - (trifluoromethoxy) iodobenzene, and the following is the main one.
First, the method of using halogenated aromatics as the starting material. First take the appropriate halogenated benzene, and introduce the bromine atom at the specific position of the halogenated benzene, which can be achieved by electrophilic substitution reaction. Commonly used brominating reagents, such as bromine (Br 2), can react with halogenated benzene under the catalysis of Lewis acid (such as FeBr 3) to precisely introduce the bromine atom into the target position. After the bromine atom is introduced, the trifluoromethoxy group is introduced. At this time, the nucleophilic substitution reaction can be used to select suitable trifluoromethoxy-containing reagents, such as potassium trifluoromethoxide (CF 🥰 OK), etc., and react with bromohalobenzene under appropriate solvents and reaction conditions. After this step, the trifluoromethoxy group can be introduced. Finally, through the iodization reaction, a suitable iodizing reagent, such as iodine (I 🥰) and cuprous iodide (CuI), is used. In the presence of a base, the iodine atom is introduced to the target position, and the final product is 4-bromo-2- (trifluoromethoxy) iodobenzene.
Second, the method of using phenolic compounds as starting materials. First take the corresponding phenol to protect the phenolic hydroxyl group from interference in the subsequent reaction. Protective groups are commonly used in silicones such as ethers. After the protection is completed, a bromination reaction is carried out to introduce bromine atoms. This step is similar to the bromination of halogenated aromatics above. Then, the trifluoromethoxylation reaction is carried out. This step can be achieved by reacting with trifluoromethylating reagents, such as trifluoromethylsulfonic anhydride (Tf 2O O), to form the corresponding sulfonate under appropriate conditions, and then reacting with fluorine-containing reagents to achieve the introduction of trifluoromethoxy. After these two steps are completed, the protective group of the phenolic hydroxyl group is removed, and then the iodization reaction is carried out. After a series of operations, the target product 4-bromo-2- (trifluoromethoxy) iodobenzene
The above methods each have their own advantages and disadvantages. In actual synthesis, it is necessary to comprehensively weigh the availability of raw materials, the difficulty of reaction conditions, and the cost to choose the optimal synthesis path.
What are the physical properties of 4-bromo-2- (trifluoromethoxy) iodo Benzene
4-Bromo-2- (trifluoromethoxy) iodobenzene is an important compound in organic chemistry. It has unique physical properties and is very important in the fields of chemical industry and scientific research.
Looking at its properties, under normal temperature and pressure, 4-bromo-2- (trifluoromethoxy) iodobenzene is usually colorless to light yellow liquid, and the pure ones are clear and transparent. The color and state of this compound can be used as an important basis for preliminary identification and determination of purity.
When it comes to melting point and boiling point, the value of melting point is a specific temperature range. At this temperature, the substance gradually melts from solid state to liquid state, reflecting the stability of its lattice structure and the strength of intermolecular forces. The boiling point also has a specific range. At this temperature, a substance violently converts from a liquid state to a gaseous state, revealing the energy required for molecules to break free from the liquid phase. The melting boiling point characteristics of this compound are of great significance in the process of separation, purification and storage, and help researchers choose suitable temperature conditions to achieve the best experimental or production results.
The density of 4-bromo-2 - (trifluoromethoxy) iodobenzene is related to the mass of the substance per unit volume. When mixed or stratified with other substances, the density difference affects its distribution and behavior. It is a key consideration in liquid-liquid extraction, phase separation and other operations.
In terms of solubility, this compound exhibits good solubility in common organic solvents such as dichloromethane, chloroform, tetrahydrofuran, etc., and can mutually dissolve with these solvents to form a uniform solution. This property is convenient for acting as a reactant or intermediate in organic synthesis reactions. Because most organic reactions are carried out in solution systems, good solubility allows the reactants to fully contact, accelerate the reaction process, and improve the reaction efficiency. However, the solubility in water is very small, because its molecular structure contains hydrophobic trifluoromethoxy and aromatic ring structures, it is difficult to form effective interactions with water molecules.
In addition, the vapor pressure of 4-bromo-2 - (trifluoromethoxy) iodobenzene cannot be ignored. The vapor pressure reflects its tendency to evaporate at a certain temperature. Higher vapor pressure means that the compound is more susceptible to evaporation to the gas phase. The design of ventilation and storage environments needs to be taken into account to ensure operational safety and product quality.
What are the chemical properties of 4-bromo-2- (trifluoromethoxy) iodo Benzene
4-Bromo-2- (trifluoromethoxy) iodobenzene, which is a genus of organohalogenated aromatics. Its chemical properties are unique due to the presence of bromine, iodine and trifluoromethoxy in the molecule.
First halogen substituent. Bromine and iodine atoms have high electronegativity, which changes the density of their adjacent and para-position electron clouds. In electrophilic substitution reactions, this diatom reduces the density of the electron cloud of the benzene ring, and the reactive activity is lower than that of benzene, and the reaction check points are mostly in the meso. In the case of electrophilic reagents, electrophilic substitution is easy to occur in the position where the steric resistance of bromine and iodine is small and the electron cloud is slightly richer.
Trifluoromethoxy is a strong electron-withdrawing group. By inducing and conjugating effects, the electron cloud density of the benzene ring is further reduced, the electron-deficient property of the benzene ring is strengthened, and the electrophilic substitution reaction is more difficult to occur. However, due to its electron-withdrawing properties, the nucleophilic substitution reaction on the benzene ring may be initiated under suitable conditions. When there are strong nucleophiles in the system, the halogen atoms of the trifluoromethoxy o o-position can be replaced by nucleophiles.
In this compound, both bromine and iodine atoms can participate in the metal-catalyzed coupling reaction. Taking palladium catalytic coupling as an example, under the action of appropriate ligands and bases, bromine or iodine atoms can be coupled with carbon-containing nucleophiles (such as organoboronic acid, organozinc reagents, etc.) to form carbon-carbon bonds, which is of great value in the construction of complex organic molecular structures.
Due to the presence of trifluoromethoxy, the compound has certain lipid solubility and chemical stability. The strong electron-absorbing property of trifluoromethoxy changes the polarity of molecules or affects their solubility in different solvents. In the fields of organic synthesis and medicinal chemistry, this property may be used to optimize the physicochemical properties and biological activities of molecules.
Furthermore, the stability of the compound to heat, light and common chemical reagents also needs to be considered. Although the aromatic ring structure is relatively stable, the bromine and iodine atoms may undergo elimination and substitution reactions under high temperature or the action of specific reagents, and the trifluoromethoxy group may also decompose or transform under extreme conditions.
What is the price range of 4-bromo-2- (trifluoromethoxy) iodo Benzene in the market?
What I am asking you is about 4-bromo-2 - (trifluoromethoxy) iodo Benzene in the market price range. However, the price of this compound is difficult to determine precisely because it is subject to many factors.
The first to bear the brunt is the difficulty of its preparation. If the preparation process is complicated, multiple processes are required, the reagents used are also rare and expensive, and the reaction conditions are harsh, the cost will increase greatly, and the market price will be high. On the contrary, if the preparation is relatively simple, the cost is controllable, and the price may be slightly lower.
Furthermore, the market supply and demand is also the key. If there is strong demand for it in many industries, such as medicine, material science and other fields, it is necessary to use this as a raw material to synthesize key intermediates, and the supply is limited, which will inevitably lead to higher prices. If demand is low and supply exceeds demand, prices will naturally decline.
In addition, the difference between manufacturers also has an impact. Different manufacturers have different technical levels and production costs, and different pricing strategies. Well-known large factories focus on quality, cost may be high, and pricing is also high; while some small factories have good cost control and competitive prices.
According to the price trend of common organic compounds in the market in the past, this 4-bromo-2 - (trifluoromethoxy) iodo Benzene, if it is ordinary purity, the price per gram may be between tens of yuan and hundreds of yuan. If it is of high purity and used for special high-end research or production, the price may rise to thousands of yuan per gram. However, this is only a rough guess, and the actual price should be determined according to real-time market conditions and specific trading conditions.