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What are the main uses of 2-Bromo-5-fluoro-6-formylpyridine?
2-Bromo-5-fluoro-6-formylpyridine is an important organic compound in the field of organic synthesis. Its main uses are widely used in many fields such as medicinal chemistry and materials science.
In the field of medicinal chemistry, it is often used as a key intermediate for the synthesis of drug molecules with specific biological activities. The unique electronic properties and spatial structure of the gainpyridine ring, bromine atom, fluorine atom and formyl group can endow the synthesized drugs with better pharmacological activity, selectivity and pharmacokinetic properties. For example, drug molecules with high affinity and inhibitory activity to specific disease targets can be constructed by specific chemical reactions on formyl groups, which are expected to be applied to the research and development of anti-cancer, anti-infection and other drugs.
In the field of materials science, 2-bromo-5-fluoro-6-formylpyridine also has extraordinary performance. The existence of pyridine rings makes it have certain coordination ability, which can coordinate with metal ions to construct metal-organic framework materials (MOFs). Such materials have shown excellent performance in gas adsorption and separation, catalysis and other fields. In addition, the introduction of bromine and fluorine atoms can adjust the electronic structure and optical properties of materials, and has potential application value in the field of organic optoelectronic materials, such as organic Light Emitting Diodes (OLEDs) and organic solar cells. Through rational design and modification, the charge transport performance, luminous efficiency and stability of materials can be optimized, laying the foundation for the development of high-performance organic optoelectronic devices.
In summary, 2-bromo-5-fluoro-6-formylpyridine has shown important application value in the fields of medicine and materials due to its unique structural properties, and plays an indispensable role in promoting the development of related fields.
What are 2-Bromo-5-fluoro-6-formylpyridine synthesis methods?
To prepare 2-bromo-5-fluoro-6-formylpyridine, the method of organic synthesis is often followed. First, it can start from the compound containing the pyridine ring. First, take an appropriate pyridine derivative and introduce bromine and fluorine atoms on the pyridine ring. The method of bromination is to choose a brominating agent such as N-bromosuccinimide (NBS), and under suitable solvent and catalytic conditions, the bromine atom is positioned and introduced into the specific position of the pyridine ring to obtain bromine-containing pyridine derivatives. Next, fluorinated reagents, such as potassium fluoride, are used to introduce fluorine atoms by means of phase transfer catalysis to obtain 2-bromo-5-fluoropyridine.
As for the introduction of formyl groups, the Vilsmeier-Haack reaction is commonly used. Using 2-bromo-5-fluoropyridine as a substrate, it is co-heated with N, N-dimethylformamide (DMF) and phosphorus oxychloride (POCl
). POCl
interacts with DMF to generate an active electrophilic reagent, attacks the pyridine ring, and then hydrolyzes. The formyl group is introduced at a specific position in the pyridine ring to obtain 2-bromo-5-fluoro-6-formylpyridine.
There are other methods. Or formyl-containing pyridine derivatives can be prepared first, and then bromine and fluorine atoms are introduced in turn. However, attention should be paid to the selectivity and condition control of each step of the reaction, because different substituents on the pyridine ring have an impact on the subsequent reaction activity and localization. And after each step of the reaction, it needs to be separated and purified, such as column chromatography, recrystallization and other means to obtain high-purity target products. This is a common path for the synthesis of 2-bromo-5-fluoro-6-formylpyridine.
What are the physical properties of 2-Bromo-5-fluoro-6-formylpyridine?
2-Bromo-5-fluoro-6-formylpyridine is one of the organic compounds. Its physical properties are quite impressive, let me tell them one by one.
Looking at its appearance, it may be in a solid state at room temperature, but it also depends on its purity and crystallization. Its color may be white or white-like powder, with a fine texture. If placed in light, it shines slightly, like a star hidden in the dim light.
Talking about the melting point, this is one of the important physical parameters for identifying the substance. After many experiments, the melting point is roughly within a specific range, which is crucial for defining the purity of the compound and judging the stability of its chemical structure. The accurate determination of the melting point can reveal the strength of the intermolecular forces and the regularity of the crystal structure. If the melting point deviation is too large, it implies that the compound may contain impurities, which affects its chemical properties and application efficiency.
Furthermore, solubility is also one of its significant physical properties. In the environment of organic solvents, such as common ethanol, dichloromethane, etc., 2-bromo-5-fluoro-6-formylpyridine exhibits a certain solubility. In ethanol, its solubility gradually increases with the increase of temperature. This is because the temperature increases, the molecular thermal motion intensifies, and the interaction between the solvent and the solute molecules is enhanced, making the solute molecules more easily dispersed in the solvent. In dichloromethane, its solubility is also considerable, and it can be well dissolved to form a uniform solution. This property is crucial in the reaction operation of organic synthesis. It can provide a suitable medium environment for the reaction and promote the smooth progress of the reaction.
In addition, the density of the compound is also a physical property that cannot be ignored. Its density reflects the mass of the substance per unit volume, and this value is indispensable for accurate measurement and application under specific process conditions. In the chemical production process, accurately knowing its density helps to rationally plan the volume of the reactor, ensure that the ratio of reactants is accurate, and then ensure the quality and yield of the product.
In summary, the physical properties of 2-bromo-5-fluoro-6-formylpyridine, such as appearance, melting point, solubility and density, are related to each other, and together build their unique physical properties. It plays a pivotal role in the research of organic chemistry, the practice of organic synthesis, and related chemical production fields.
What are the chemical properties of 2-Bromo-5-fluoro-6-formylpyridine?
2-Bromo-5-fluoro-6-formylpyridine is an organic compound with many unique chemical properties.
First, the characteristics of its halogenated pyridine are discussed. The substitution of bromine and fluorine atoms on the pyridine ring significantly affects the electron cloud distribution of the compound. Bromine atoms have an electron-sucking induction effect on the pyridine ring due to their large atomic radius and electronegativity, which can reduce the electron cloud density on the pyridine ring, thereby changing the electrophilic substitution reaction activity. The reaction check point is also specific due to the localization effect of bromine and fluorine atoms. The fluorine atom is highly electronegative, and its electron-withdrawing induction effect is more significant. The lone pair of electrons of the fluorine atom can be conjugated with the pyridine ring to produce the electron-giving conjugation effect. However, the conjugation effect is weaker than its electron-withdrawing induction effect, which comprehensively reduces the electron cloud density of the pyridine ring, strengthens the polarity of the molecule, and is reflected in both chemical reactions and physical properties.
Also, the influence of formyl groups. Formalyl (-CHO) is a strong electron-withdrawing group, which can further reduce the electron cloud density of the pyridine ring, making the molecule more prone to nucleophilic addition reactions. The carbon-oxygen double bond of the formyl group has strong polarity, and the carbon atom is positively charged, making it vulnerable to nucleophilic In this compound, nucleophiles can attack the carbon atoms of formyl groups and generate various addition products, such as acetals with alcohols and imines with amines.
2-Bromo-5-fluoro-6-formylpyridine molecules interact with different functional groups, making the overall chemical properties complex and diverse. In the field of organic synthesis, it can be used as a key intermediate to construct rich organic compounds through different chemical reaction paths.
What is the price range of 2-Bromo-5-fluoro-6-formylpyridine in the market?
2-Bromo-5-fluoro-6-formylpyridine is in the market, and its price range is difficult to determine. This is due to many reasons, causing its price to change.
First, the difficulty of preparation is related to its price. If the preparation of this product requires complicated methods, rare materials, or multiple delicate steps, which consume a lot of manpower and material resources, its price will be high. On the contrary, if the preparation method is simple, the materials used are common, and the price may be slightly lower.
Second, the state of market supply and demand is also the main reason. If there are many people who want this product, but the supply is small, according to the rules of the market, the price will rise. On the contrary, if the supply exceeds the demand, the merchant will sell the goods or reduce the price.
Third, the quality also affects the price. High quality, with less impurities and high purity, has more advantages in many uses, and the price will be higher; second quality, the price may be lower.
Looking at similar fine chemicals in various cities, the price often varies according to purity, packaging, and purchase quantity. Purchased in small quantities, it can range from tens to hundreds of yuan per gram. If purchased in large quantities, the unit price may be reduced due to economies of scale. However, as for 2-bromo-5-fluoro-6-formylpyridine, it is difficult to determine the exact price range due to changing market conditions and no exact public price. For details, you need to consult chemical raw material suppliers, or check recent market transaction data to get a more accurate price.