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What is the main use of 2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline?
2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline is an important compound in the field of organic chemistry. It has a wide range of uses and has significant applications in many fields such as medicinal chemistry and materials science.
In the field of medicinal chemistry, this compound is often used as a key intermediate to synthesize drug molecules with specific biological activities. Due to the functional groups such as bromine, fluorine and trifluoromethyl contained in its structure, it can have a significant impact on the physicochemical properties and biological activities of drug molecules. Bromine atoms can enhance the lipid solubility of molecules and help drugs penetrate biofilms; fluorine atoms can enhance the stability of molecules and regulate the interaction between drugs and targets; the introduction of trifluoromethyl can also significantly change the lipophilic and electronic properties of molecules, thereby improving the bioavailability, metabolic stability and pharmacological activity of drugs. Therefore, by chemically modifying and derivatizing 2-bromo-6-fluoro-4- (trifluoromethyl) quinoline, chemists can create a series of potential drug lead compounds with novel structures and excellent activities, providing rich materials and opportunities for the development of new drugs.
In the field of materials science, 2-bromo-6-fluoro-4- (trifluoromethyl) quinoline also shows unique application value. Due to its molecular structure, it can be used as a building unit to participate in the synthesis of polymer materials. By polymerization, the compound is introduced into the main chain or side chain of the polymer, which can endow the material with unique optical, electrical and thermal properties. For example, its fluorine-containing functional group can reduce the surface energy of the material, improve the water resistance and corrosion resistance of the material; the conjugated structure of the quinoline ring can enhance the electronic transport ability and optical properties of the material, and has great application potential in the field of organic Light Emitting Diode (OLED), organic solar cells and other optoelectronic devices.
In addition, 2-bromo-6-fluoro-4 - (trifluoromethyl) quinoline is used in organic synthesis chemistry, and is also often used as a substrate or reagent to participate in a variety of organic reactions, such as nucleophilic substitution reactions, metal-catalyzed coupling reactions, etc. Through these reactions, chemists can precisely modify their structures, build more complex and diverse organic molecular structures, expand the strategies and methods of organic synthesis, and inject new vitality into the development of organic chemistry.
What are the synthesis methods of 2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline?
The synthesis of 2-bromo-6-fluoro-4- (trifluoromethyl) quinoline is an important field of inquiry in organic synthetic chemistry. Several common synthetic pathways are briefly described below.
First, a suitable quinoline derivative is used as the starting material, and bromine and fluorine atoms are introduced by halogenation reaction. For example, a quinoline containing a specific substituent can be selected first. Under suitable reaction conditions, a brominating reagent, such as N-bromosuccinimide (NBS), in an organic solvent, light or heat initiates a free radical reaction, so that bromine atoms are selectively substituted for specific positions in the quinoline ring. Subsequently, fluorine atoms are introduced by nucleophilic substitution or other fluorination means. < Br >
Second, to synthesize quinoline rings in a strategy of constructing quinoline rings. Quinoline rings can be formed by cyclization of suitable aromatic amines and unsaturated carbonyl compounds containing trifluoromethyl groups under acidic or basic catalytic conditions, and the activity check points of introducing bromine and fluorine atoms are reserved at specific positions. Subsequently, bromination and fluorination reactions are carried out in sequence to achieve the synthesis of the target product.
Third, cross-coupling reactions catalyzed by transition metals. Using different organic fragments containing bromine, fluorine and trifluoromethyl as raw materials, under the action of transition metal catalysts such as palladium and nickel, carbon-carbon bonds or carbon-heteroatomic bonds are formed, and then the target molecular structure is constructed. This method has high selectivity, can effectively control the position of substituents, and is widely used in the synthesis of complex quinoline derivatives.
There are many methods for synthesizing 2-bromo-6-fluoro-4- (trifluoromethyl) quinoline, each with its own advantages and disadvantages. The appropriate synthesis route should be carefully selected according to actual needs, considering the availability of starting materials, the difficulty of reaction conditions, the yield and purity of the product, and other factors.
What are the physical properties of 2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline?
2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline is a kind of organic compound. Its physical properties are worth exploring.
Looking at its appearance, under room temperature and pressure, it is mostly in a solid state, either powdery or crystalline, which is caused by the intermolecular forces and arrangements. As for the color, it is often white to off-white, but it may vary slightly due to impurities or preparation methods.
When it comes to melting point, the melting point of this compound is determined by the interaction within its molecular structure. Its molecules contain halogen atoms such as bromine and fluorine, as well as trifluoromethyl groups. These groups increase the intermolecular force, resulting in a relatively high melting point, which is roughly within a specific temperature range. The specific value depends on accurate measurement.
In terms of boiling point, due to the presence of many electronegative atoms in the molecule, the intermolecular force is enhanced, so the boiling point is also higher. To make it boil, more energy needs to be input to overcome the intermolecular attractive force.
In terms of solubility, the solubility of this compound in organic solvents is better than that of water. Organic solvents such as dichloromethane, chloroform, acetone, etc., can form similar intermolecular forces with the compound, such as van der Waals force, dipole-dipole interaction, etc., so they can be well miscible. Water is a strong polar solvent, which is difficult to match the intermolecular forces of the compound, resulting in little solubility in water.
Density, compared with similar organic compounds, due to the presence of halogen atoms and trifluoromethyl atoms in the molecule, the molecular weight is increased, and the space occupation is relatively compact, so the density is relatively high.
The physical properties of this compound are of great significance in the fields of organic synthesis, medicinal chemistry, etc. Clarifying its physical properties can provide key basis and reference for its preparation, separation, purification and application.
What are the chemical properties of 2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline
2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline is one of the organic compounds with unique chemical properties.
Its chemical activity is quite good. The quinoline ring system has a conjugated structure, and the electron cloud distribution is special, so that the compound has a certain reactivity. The introduction of bromine atoms and fluorine atoms adds to its chemical activity. Bromine atoms are good leaving groups. In nucleophilic substitution reactions, they are easily attacked and left by nucleophiles, introducing new functional groups to molecules. For example, in case of nucleophiles such as sodium alcohol, bromine atoms can be replaced by alkoxy groups to obtain corresponding ether compounds.
Fluorine atoms have high electronegativity, which affects the distribution of molecular electron clouds, enhances molecular polarity, and has an effect on their physical and chemical properties. It can enhance the acidity of molecules and show unique reactivity in some reactions. And the introduction of fluorine atoms can often improve the biological activity and stability of compounds, which is of great significance in the field of medicinal chemistry.
Furthermore, trifluoromethyl at the 4-position also has a significant effect. Trifluoromethyl has strong electron absorbency, which further changes the electron cloud density of the quinoline ring and changes the reactivity at different positions on the ring. Because of its large steric resistance, it has an impact on the reaction selectivity. In the aromatic electrophilic substitution reaction, trifluoromethyl reduces the electron cloud density of the benzene ring, which is not conducive to the attack of electrophilic reagents However, due to its electron-withdrawing induction effect, the density of the ortho and para-electron clouds can be relatively reduced, so the electrophilic substitution reaction is more likely to occur in the meta-site.
This compound can participate in various organic reactions because it contains a variety of special functional groups, and has potential application value in organic synthesis, drug development and other fields. It can be used as an intermediate to synthesize compounds with specific properties and biological activities.
What is the price range of 2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline in the market?
2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline is an organic compound, which is very important in the fields of chemical industry, pharmaceutical research and development. However, its price range in the market is difficult to specify accurately, and it is affected by many factors.
First, the cost of preparing this compound has a great impact. The price of raw materials and the difficulty of obtaining them are all key. If raw materials are scarce, expensive, and the preparation process is complicated, multi-step reactions are required, harsh conditions are required, and many reagents and energy are consumed, the cost will rise, and the price will also rise.
Second, the market supply and demand situation is an important factor. If many enterprises and scientific research institutions have strong demand for it, but the supply is limited, the price will easily rise; on the contrary, if the demand is low and the supply is sufficient, the price may decline.
Third, the price difference is also caused by the difference in manufacturers. The technical level, production scale, and operating costs of each manufacturer are different, and the product quality and price will also be different. Manufacturers with large scale and excellent technology may offer more competitive prices due to good cost control.
Fourth, purity has a significant impact on price. High purity 2-Bromo-6-fluoro-4- (trifluoromethyl) quinoline is indispensable for application scenarios sensitive to impurities, and its price is usually much higher than that of low purity.
In summary, in order to know the exact price range, it is necessary to carefully observe market dynamics and communicate with suppliers in order to obtain more accurate price information. And its price fluctuates frequently and changes with the above factors.