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What is the main use of 1-Bromo-4- [ (Trifluoromethyl) Sulfanyl] Benzene?
1-Bromo-4- [ (trifluoromethyl) thio] benzene, an important intermediate in organic synthesis, has a wide range of uses in many fields.
In the field of medicinal chemistry, its use is quite critical. Due to the unique electronic and spatial effects of trifluoromethyl and thio groups, it can significantly change the physical, chemical and biological activities of compounds. With this compound as a starting material, specific functional groups can be introduced through multi-step reactions to synthesize compounds with unique pharmacological activities, laying the foundation for the development of new drugs. For example, in the development of anti-cancer drugs, drug molecules with specific inhibitory effects on cancer cells can be synthesized by modifying their structures, which can help medical progress.
In the field of materials science, it also plays an important role. It can be used as a key structural unit to build functional materials. By polymerizing with other monomers, trifluoromethyl and sulfur groups are introduced into the main chain or side chain of polymer materials, giving materials such as excellent weather resistance, chemical stability and unique electrical properties. For example, it is used to prepare high-performance coatings to improve the tolerance of coatings to harsh environments and prolong the service life of materials.
In the field of pesticide chemistry, it is also indispensable. It can be used to synthesize new pesticides, using its special structure to improve the activity and selectivity of pesticides to target organisms, reduce the impact on non-target organisms, and develop high-efficiency, low-toxicity, and environmentally friendly pesticides to escort agricultural production.
In summary, 1-bromo-4- [ (trifluoromethyl) thio] benzene plays a crucial role in the fields of medicine, materials, and pesticides, promoting technological innovation and development in various fields.
What are the physical properties of 1-Bromo-4- [ (Trifluoromethyl) Sulfanyl] Benzene
1-Bromo-4- [ (trifluoromethyl) thioalkyl] benzene, this substance is in the state of colorless to light yellow liquid, and it looks clear. It has a unique odor and can be distinguished by smell. In terms of solubility, it is difficult to dissolve in water, but easily soluble in common organic solvents such as ethanol, ether, dichloromethane, etc. Because the molecular structure of the organic substance contains hydrophobic aromatic rings and fluorine-containing groups, the interaction with water molecules is weak, but it can form a suitable intermolecular force with the organic solvent molecules, so it has this solubility.
Its boiling point is determined by the intermolecular force, which is about a certain temperature range. The bromine atom and (trifluoromethyl) thioalkyl group in the molecule give it specific physical properties. The mass of bromine atoms is large, which has the effect of improving the boiling point and density of molecules; trifluoromethyl has strong electronegativity, which changes the polarity of molecules and affects the intermolecular forces. The density is higher than that of water, and when placed in water, it can be seen that it sinks to the bottom.
In terms of chemical stability, although it has certain stability, under certain conditions, in case of strong oxidants, high temperature, light, etc., the molecular structure can change. The bromine atom on the aromatic ring can participate in the nucleophilic substitution reaction, and the (trifluoromethyl) thioalkyl group can also be converted under the action of specific reagents. This is due to the activity of its functional groups and the distribution characteristics of molecular electron clouds.
What are the chemical properties of 1-Bromo-4- [ (Trifluoromethyl) Sulfanyl] Benzene
1-Bromo-4- [ (trifluoromethyl) thio] benzene is an organic compound with special chemical properties. It contains bromine atoms and trifluoromethyl thio groups, which have a great influence on the properties of compounds.
As far as nucleophilic substitution is concerned, bromine atoms have high activity and are easily replaced by nucleophilic reagents. Due to the large electronegativity of bromine in the carbon-bromine bond, the carbon is partially positively charged, and nucleophilic reagents are prone to attack this carbon. For example, when reacted with sodium alcohol, bromine can be replaced by alkoxy groups to form corresponding ether compounds; when reacted with amines, nitrogen-containing derivatives can be formed.
Its trifluoromethio group gives the compound unique properties. Trifluoromethyl has strong electron absorption, which reduces the electron cloud density of sulfur atoms connected to it. This not only affects the polarity of the molecule, but also makes sulfur atoms more likely to participate in the reaction. In case of electrophilic reagents, sulfur atoms or as reaction check points, electrophilic substitution and other reactions occur.
The compound also has certain stability. Due to the large steric resistance of trifluoromethyl and the high electronegativity of fluorine atoms, the formed carbon-fluorine bond energy is large. Under some chemical reaction conditions, it can protect the benzene ring and the linked group, making it less susceptible to excessive oxidation or other side reactions.
At the same time, its physical properties are affected by the group. Due to the presence of trifluoromethyl and bromine atoms, the relative polarity of the compound is relatively large, and the solubility in organic solvents may be different from simple aromatics such as benzene. And due to the change of intermolecular forces, the physical constants such as melting point and boiling point also have unique features.
What are the synthesis methods of 1-Bromo-4- [ (Trifluoromethyl) Sulfanyl] Benzene
There are many ways to synthesize 1-bromo-4- [ (trifluoromethyl) thioalkyl] benzene. One of the common ones is nucleophilic substitution reaction. You can first take a sulfur-containing nucleophilic reagent, such as a mercaptan compound, and a halogenated aromatic hydrocarbon, namely 1-bromo-4-halogenated benzene (here the halogen atom can be chlorine, bromine, etc.), in an appropriate solvent, such as N, N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), etc., and then add an alkali agent, such as potassium carbonate, sodium carbonate, etc., heat and stir, and through nucleophilic substitution, the thioalkyl group replaces the halogen atom, and then obtains the target product. In this process, the solvent needs to be dried to avoid side reactions, and the amount of alkali needs to be precisely controlled. Excessive or insufficient amount can affect the yield.
Second, the coupling reaction can be catalyzed by metal. With metal catalysts such as palladium and nickel as the core, suitable ligands, such as phosphine ligands, are selected to couple the sulfur-containing reagent with 1-bromo-4-halobenzene under specific conditions. For example, when catalyzed by palladium, an inert gas such as nitrogen can be introduced into the solvent such as toluene and dioxane to protect the temperature and reaction time to achieve the coupling of the two. This method requires strict reaction conditions, and the selection and matching of metal catalysts and ligands has a profound impact on the success or failure of the reaction and the yield.
Or the benzene ring can be modified first, introducing thioalkyl groups, and then brominating. Trifluoromethylthioalkyl can be introduced into the benzene ring by an appropriate method, and then a suitable brominating agent, such as bromine, N-bromosuccinimide (NBS), etc., can be selected under the action of light or initiator to bromide the benzene ring at a specific position to obtain the target compound. This approach requires attention to the selectivity of each step of the reaction, ensuring that the reaction proceeds in the expected direction, avoiding unnecessary side reactions, in order to improve the purity and yield of the product.
What are the precautions for 1-Bromo-4- [ (Trifluoromethyl) Sulfanyl] Benzene during storage and transportation?
1-Bromo-4- [ (trifluoromethyl) thio] benzene, during storage and transportation, it is necessary to pay attention to many key matters.
This compound has certain chemical activity, and when storing, the first choice of environment. It should be placed in a cool, dry and well-ventilated place, away from fire and heat sources. Due to heat or exposure to open flames, it may cause dangerous chemical reactions, or even the risk of explosion. And it is quite sensitive to moisture, which can easily cause it to deteriorate, so the dryness of the storage environment is crucial.
Furthermore, the choice of container should not be underestimated. It must be packed in a container with good sealing performance to prevent volatilization and leakage. The material of the selected container must be compatible with the compound and do not chemically react with it to ensure its chemical stability.
During transportation, it is a basic requirement to follow relevant regulations and standards. Transportation vehicles should be equipped with necessary emergency treatment equipment and protective equipment for emergencies. When loading and unloading, operators should be careful and handle light to avoid damage to the container and leakage of materials.
In addition, in view of the certain toxicity and irritation of the compound, both storage and transportation personnel should take personal protective measures, such as wearing appropriate protective gloves, protective glasses and gas masks, to ensure their own safety. In conclusion, the storage and transportation of 1-bromo-4- [ (trifluoromethyl) thio] benzene requires comprehensive attention to all details for safety.