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What are the physical properties of 2-bromo-3-phenylpyridine?
2-Bromo-3-phenylpyridine is an organic compound, and its physical properties are of great interest, as detailed below.
Looking at its appearance, it is often a white to pale yellow solid, and this color state is quite common in many organic synthesis products. The formation of its color is related to the internal structure of the molecule. Bromine atoms interact with the conjugated system of benzene and pyridine rings to affect the absorption and reflection of light, resulting in this color.
When it comes to melting point, it is about 63-67 ° C. The characteristics of the melting point depend on the intermolecular forces. There are van der Waals forces and weak hydrogen bonds between 2-bromo-3-phenylpyridine molecules. These forces maintain the relative positions between molecules. When the temperature rises to the melting point, the molecules gain enough energy to overcome these forces and transform from solid to liquid.
In terms of boiling point, it is about 311.1 ° C. The boiling point is higher because the molecules are relatively large and there are polar groups, which increases the intermolecular forces. During the heating process, more energy is required to overcome these forces, causing the molecules to break free from the liquid phase and transform into the gas phase.
Solubility is also an important property. It is insoluble in water because water is a polar solvent, while 2-bromo-3-phenylpyridine has polarity, but the non-polar part of the molecule such as benzene ring accounts for a large proportion. According to the principle of similar phase solubility, its solubility in water is not good. However, it is soluble in organic solvents such as ethanol, ether, and dichloromethane. Organic solvents such as ethanol can form similar intermolecular forces with the compound molecules, such as van der Waals force, so that it can be uniformly dispersed in the solvent.
In addition, 2-bromo-3-phenylpyridine has certain chemical activity due to the presence of bromine atoms. It can be used as an important intermediate in the field of organic synthesis, participating in nucleophilic substitution and other reactions. It has potential application value in many fields such as medicinal chemistry and materials science.
What are the chemical properties of 2-bromo-3-phenylpyridine?
2-Bromo-3-phenylpyridine is an organic compound with unique chemical properties. Its structure contains bromine atoms, phenyl groups and pyridine rings, which endow it with various reactivity.
From the perspective of nucleophilic substitution reaction, bromine atoms have high activity and are easily replaced by nucleophiles. If they interact with nucleophiles such as alkoxy and amino groups, bromine atoms can be replaced by alkoxy groups and amino groups to form corresponding derivatives. This property is of great significance in the construction of complex organic molecules, which can be used to introduce different functional groups to expand molecular structure and function.
Because the pyridine ring is basic, 2-bromo-3-phenylpyridine can react with acids to form salts. Under appropriate conditions, the pyridine ring can also participate in the electrophilic substitution reaction. Although the electron cloud density of the pyridine ring is lower than that of the benzene ring, under the influence of specific activating groups or reaction conditions, the electrophilic reagents can still attack the pyridine ring and generate corresponding substitutions. The presence of
phenyl groups also brings special properties to this compound. Phenyl groups can undergo typical reactions of the benzene ring, such as the Fu-g reaction. Under the catalysis of Lewis acid, it reacts with acyl halides or halogenated alkanes to introduce acyl or alkyl groups on the benzene ring. Furthermore, 2-bromo-3-phenylpyridine may participate in transition metal-catalyzed coupling reactions, such as Suzuki reaction, Heck reaction, etc., whereby it is coupled with other organic halides or olefins to form carbon-carbon bonds for the synthesis of complex organic molecular structures.
In conclusion, 2-bromo-3-phenylpyridine exhibits rich chemical properties due to the synergistic effect of various parts of its structure, and is widely used in the field of organic synthesis, providing an important basis for the preparation of various organic compounds.
What are the main applications of 2-bromo-3-phenylpyridine?
2-Bromo-3-phenylpyridine is an important raw material for organic synthesis and is widely used in many fields.
In the field of medicinal chemistry, its role is crucial. With this as a starting material, chemists can use ingenious reaction pathways to carefully construct complex drug molecules. For example, for some pyridine derivatives drugs with unique biological activities, 2-bromo-3-phenylpyridine can act as a key intermediate. Through reactions such as substitution and coupling with various reagents containing specific functional groups, the molecular structure can be precisely regulated to meet the needs of efficient combination of drugs with specific biological targets, and then innovative drugs for the treatment of various diseases such as cardiovascular diseases and neurological diseases can be developed.
In the field of materials science, it also plays an important role. It can be used to prepare organic optoelectronic materials with excellent performance. By introducing 2-bromo-3-phenylpyridine into the conjugated system through rational molecular design, the optical and electrical properties of the material can be effectively adjusted. Such materials have shown excellent performance in optoelectronic devices such as organic Light Emitting Diode (OLED) and organic solar cells, which is expected to improve the luminous efficiency, energy conversion efficiency and stability of the device, and promote the continuous progress of optoelectronic device technology.
Furthermore, in the field of pesticide chemistry, 2-bromo-3-phenylpyridine also has outstanding performance. Pyridine pesticides based on it have efficient control effects on a variety of pests. By modifying and optimizing its structure, pesticides can be endowed with higher biological activity, lower toxicity and better environmental compatibility, providing strong support for sustainable agricultural development.
In short, 2-bromo-3-phenylpyridine plays an indispensable role in many fields such as medicine, materials, and pesticides, promoting technological innovation and development in various fields.
What are 2-bromo-3-phenylpyridine synthesis methods?
The method of synthesizing 2-bromo-3-phenylpyridine has been known since ancient times. In the past, craftsmen have developed their skills through exploration in organic synthesis. Today, I will describe the number of methods in detail for everyone.
One of them can be started from pyridine compounds. First, take a suitable pyridine derivative and introduce bromine atoms through halogenation. This halogenation method often uses brominating reagents such as bromine, N-bromosuccinimide (NBS), etc. If bromine is used, pay attention to the reaction conditions, control its temperature and reaction time, and prevent over-halogenation. Bromine and pyridine derivatives in appropriate solvents, such as dichloromethane and carbon tetrachloride, under the action of catalysts, such as iron powder or its halides, can cause bromine atoms to replace hydrogen atoms at specific positions on the pyridine ring to obtain bromine-containing pyridine intermediates. Then, through arylation, phenyl is introduced. This arylation step is often used in palladium-catalyzed cross-coupling reactions, such as Suzuki coupling reactions. Take bromopyridine-containing intermediates and phenylboronic acid, in the presence of a base, palladium complexes as catalysts, such as tetra (triphenylphosphine) palladium (0), in organic solvents, such as toluene, dioxane and water, and heat the reaction to obtain 2-bromo-3-phenylpyridine.
Second, benzene compounds can also be used as starting materials. First, benzene is properly activated to make it easy to connect with pyridine fragments. A specific substituent can be introduced into the benzene ring through a Foucault reaction to facilitate subsequent reactions. Then, a pyridine ring is constructed through a multi-step reaction. There are many ways to construct pyridine rings, such as the variant of the Hantzsch pyridine synthesis method. With suitable aldehyde, ketone and ammonia sources, under acidic or basic conditions, through a series of reactions such as condensation and cyclization, the pyridine ring is formed. In this process, the reaction sequence and conditions are cleverly designed so that the bromine atom and the phenyl group are exactly in the target position, and finally 2-bromo-3-phenylpyridine is obtained.
Third, there are other synthesis paths. For example, the direct coupling reaction between the pyridine ring and the benzene ring is catalyzed by transition metals. Appropriate metal catalysts, such as copper, nickel and other catalytic systems, are selected to directly couple bromopyridine-containing blocks with phenyl-containing blocks with the assistance of ligands. This method requires precise regulation of the amount of catalyst, ligand structure, reaction solvent and base type and amount, in order to achieve the purpose of efficient synthesis of 2-bromo-3-phenylpyridine.
These various synthesis methods have their own advantages and disadvantages. Craftsmen should choose carefully according to actual needs, such as the availability of raw materials, the difficulty of reaction conditions, and the requirements of product purity, etc., in order to achieve efficient synthesis of this compound.
2-bromo-3-phenylpyridine What are the precautions in storage and transportation?
2-Bromo-3-phenylpyridine is an organic compound. During storage and transportation, more attention must be paid to ensure its quality and safety.
Let's talk about storage first. This compound should be stored in a cool, dry and well-ventilated place. Because of the cool environment, it can reduce the risk of chemical changes caused by excessive temperature. If it is heated, it may cause adverse reactions such as decomposition and polymerization, which will damage its purity and structure. The dry place can protect it from moisture, because it may react with water such as hydrolysis, which affects the quality. Good ventilation can prevent the accumulation of harmful gases and keep the storage space safe.
Furthermore, it should be stored separately from oxidants, acids, bases, etc. 2-Bromo-3-phenylpyridine is chemically active, meets with oxidants, or has a violent oxidation reaction, even causing combustion and explosion; in contact with acid and alkali, chemical reactions may also occur, changing its chemical properties.
The choice of storage container is also critical. A well-sealed container is required to prevent volatilization and leakage. Glass or plastic containers are commonly used, but they should be considered according to their chemical properties. If they are corrosive to a certain material, they need to be selected.
As for transportation, make sure that the packaging is firm. Vibration and collision are inevitable during transportation, and if the packaging is not solid, it is easy to cause leakage. Packaging materials must be able to withstand certain external forces and have leak-proof and moisture-proof properties.
Transportation must also comply with relevant laws and regulations, and be equipped with necessary emergency treatment equipment and protective equipment. Transportation personnel need to be professionally trained, familiar with the characteristics of the compound and emergency treatment methods. In case of leakage and other accidents, they can be handled quickly and properly to minimize harm. In short, the storage and transportation of 2-bromo-3-phenylpyridine must be done with caution, and all links should not be ignored.