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What are the physical properties of 6-Bromo-4-methylquinoline?
6-Bromo-4-methylquinoline is an organic compound with unique physical properties. Its color is light yellow to brown crystalline solid, which is stable at room temperature and pressure. Looking at its appearance, this solid form is easy to handle and store.
Regarding the melting point, the melting point range of 6-bromo-4-methylquinoline is 127-129 ° C. The melting point is quite high, reflecting strong intermolecular forces and stable structure. When the melting point is reached, the compound changes from solid to liquid state, which is of great significance for the identification and purity judgment of the compound. The melting point of pure substances is fixed. If impurities are contained, the melting point decreases and the melting range becomes wider.
The boiling point of 6-bromo-4-methylquinoline is about 330 ° C. A higher boiling point indicates that more energy is required to overcome intermolecular forces, causing it to change from liquid to gaseous. This property is crucial in the separation and purification of the compound, and the mixture can be separated according to the difference in boiling point by distillation and other methods.
In terms of solubility, 6-bromo-4-methylquinoline is slightly soluble in water. Because water is a polar molecule, the compound contains hydrophobic quinoline rings and methyl groups. The polarity is weak, and the force between water molecules is small, making it difficult to dissolve in water. However, it is soluble in common organic solvents such as dichloromethane, chloroform, ethanol, acetone, etc. It has good solubility in organic solvents, making it easy to select a suitable solvent for reaction, separation and purification when the organic synthesis reaction is used as a reactant or product.
6-Bromo-4-methylquinoline has a density of about 1.55 g/cm ³, which is greater than that of water. When it comes to operations such as liquid-liquid separation, if mixed with a liquid with a low density such as water, it will be in the lower layer, which is helpful for separating and processing mixtures containing this compound.
In addition, 6-bromo-4-methylquinoline has a certain vapor pressure. Although the vapor pressure is low at room temperature, when the temperature increases, the vapor pressure increases and more molecules escape from the liquid surface and enter the gas phase. This property is important for some chemical processes and environmental behavior studies.
What are the chemical properties of 6-Bromo-4-methylquinoline?
6-Bromo-4-methylquinoline is one of the organic compounds. Its chemical properties are unique and can be explored.
In terms of reactivity, the bromine atom in this compound is active and can often initiate many chemical reactions. For example, in nucleophilic substitution reactions, bromine atoms can be replaced by various nucleophilic reagents. Because bromine atoms have strong electronegativity, the carbon-bromine bond connected to the quinoline ring, the electron cloud is biased towards the bromine atom, causing the carbon atom to be partially positively charged and vulnerable to attack by nucleophilic reagents. Common nucleophilic reagents such as alkoxides and amines can react with them to generate corresponding substitution products. < Br >
Furthermore, the quinoline ring also has certain reactivity. The quinoline ring is a conjugated system and has aromatic properties. However, the electron cloud density distribution on the ring is uneven, and the reactivity at different positions is different. Under appropriate conditions, electrophilic substitution reactions can occur, such as halogenation, nitrification, sulfonation, etc. And the existence of 4-methyl has an impact on the electron cloud distribution on the ring, which in turn changes the reactivity at each position. Methyl as the power supply group can increase the electron cloud density of the adjacent and para-sites, so electrophilic substitution reactions may occur more easily at these locations.
6-bromo-4-methylquinoline under alkaline conditions, the stability may be affected. Bromine atoms may be eliminated due to the action of bases, etc. If there is a strong base, the carbon-bromine bond may be broken, and the hydrogen atoms on the adjacent carbon atoms will also participate in the reaction to form unsaturated bonds and derive products with different structures.
In addition, the compound also exhibits in redox reactions. The quinoline ring can be oxidized by appropriate oxidants, resulting in changes in its structure and properties. Under certain reduction conditions, the unsaturated bonds of the quinoline ring may be reduced to form hydrogenated quinoline derivatives. The chemical properties of 6-bromo-4-methylquinoline are rich and diverse, and in the field of organic synthesis, various complex organic molecular structures can be constructed by virtue of its many characteristics, showing broad application prospects.
What are 6-Bromo-4-methylquinoline synthesis methods?
The synthesis method of 6-bromo-4-methylquinoline has been used in many ways since ancient times, and now I will come to you one by one.
First, it can be obtained from suitable aniline derivatives and halogenated acetophenone compounds under suitable reaction conditions through steps such as condensation and cyclization. First, the aniline derivative and halogenated acetophenone are mixed in a certain proportion, in an organic solvent, and an appropriate amount of base is added to promote the reaction. The reaction temperature needs to be carefully adjusted. Generally, under moderate heating conditions, the condensation reaction between the two occurs to form an intermediate product. Subsequently, by adjusting the pH, temperature and other factors of the reaction system, the intermediate product is cyclized, and then 6-bromo-4-methylquinoline is formed. The key to this method is to precisely control the reaction conditions. The amount of alkali, reaction temperature and time all have a great impact on the yield and purity of the product.
Second, quinoline is used as the starting material, and the target product can also be synthesized through the orderly process of halogenation and methylation. First, the quinoline is brominated, and suitable brominating reagents, such as liquid bromine, N-bromosuccinimide (NBS), are selected. In the presence of a catalyst, bromide is carried out in an appropriate solvent to selectively introduce bromine atoms into the 6th position of the quinoline ring. Then, the methylation reaction is carried out, and the commonly used methylation reagents such as iodomethane and dimethyl sulfate are used. Under basic conditions, the methylation reagent is reacted with 6-bromoquinoline to introduce methyl into the 4th position to obtain 6-bromo-4-methylquinoline. This route requires attention to the selectivity of each step of the reaction and the inhibition of side reactions to ensure the efficiency and accuracy of each step of the reaction.
Third, the cross-coupling reaction catalyzed by transition metals is also feasible. A suitable organic reagent containing bromine and methyl is cross-coupled with the corresponding quinoline derivatives under the catalysis of transition metal catalysts such as palladium and copper. This method requires the optimization of the type of catalyst, the selection of ligands and the reaction conditions to improve the activity and selectivity of the reaction, so that the bromine atom and methyl can be precisely connected to the specific position of the quinoline ring, and 6-bromo-4-methylquinoline is successfully synthesized. This approach relies on in-depth understanding of the catalytic reaction mechanism of transition metals and the accumulation of practical experience.
6-Bromo-4-methylquinoline in what areas?
6-Bromo-4-methylquinoline is useful in various fields such as medicine and materials science.
In the field of medicine, it is often a key intermediate in drug synthesis. In terms of antibacterial drugs, new drugs with strong antibacterial activity can be obtained by specific modification of this compound. In the chemical structure of 6-bromo-4-methylquinoline, the presence of bromine atoms and methyl groups can affect the electron cloud distribution and spatial configuration of molecules, and then combine with specific targets in bacteria to hinder the normal physiological activities of bacteria and achieve antibacterial effect.
In the field of materials science, 6-bromo-4-methylquinoline is also very important. In the preparation of organic optoelectronic materials, it can participate in the construction of special conjugated systems. Due to its good electron transport properties, the introduction of bromine atoms and methyl groups can further regulate the energy level structure and optical properties of materials. Therefore, it can be applied to devices such as organic Light Emitting Diodes (OLEDs) to improve their luminous efficiency and stability.
Furthermore, in the basic field of chemical research, 6-bromo-4-methylquinoline provides an important starting material for organic synthesis chemists. Chemists can use a variety of chemical reactions, such as nucleophilic substitution, coupling reactions, etc., to carry out structural derivatization to explore the synthesis paths and properties of new compounds, and contribute to the development of organic chemistry.
What is the market outlook for 6-Bromo-4-methylquinoline?
6-Bromo-4-methylquinoline is one of the organic compounds. Looking at its market prospects, it is quite promising. This compound has unique applications in the field of medicine. For example, the development of new antibacterial drugs, with its special chemical structure, may show significant inhibitory effects on specific bacteria, paving the way for new medical innovation.
In the field of materials science, 6-bromo-4-methylquinoline has also emerged. It can be used as a key intermediate for functional materials. After specific reactions and modifications, it may be able to produce materials with special photoelectric properties, which can be used in cutting-edge fields such as organic Light Emitting Diodes and solar cells to improve their performance.
Furthermore, with the continuous advancement of scientific research, the research on its derivatives is also on the rise. With 6-bromo-4-methylquinoline as the cornerstone, a series of new compounds have been derived to expand their application boundaries. And its synthesis method has also been continuously optimized, the cost has gradually decreased, laying the foundation for large-scale production and wide application.
Although its current market size may be limited, with technological innovation in various fields, the demand for it is expected to rise. In the future, 6-bromo-4-methylquinoline may become an indispensable element for the development of many industries, shining brightly in more fields, and the market prospect is broad, which is quite valuable for development and research.