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What is the chemistry of 4-bromopyridin-2-amine?
4-Bromopyridine-2-amine is one of the organic compounds. It has special chemical properties and can be observed in various reactions.
Looking at its structure, the pyridine ring contains nitrogen atoms, which are basic, and the amino group is also basic, which are often used in chemical reactions. The bromine atom is connected to the pyridine ring, and the halogen atom is active and prone to nucleophilic substitution reactions. Under suitable reaction conditions, the bromine atom can be replaced by many nucleophiles, such as hydroxyl, alkoxy, and amino groups. Such substitution reactions often rely on the help of bases to promote the reaction.
Its amino groups are also non-idle and can participate in nucleophilic addition, condensation and other reactions. When encountering electrophilic reagents such as acyl halides and acid anhydrides, amino groups can launch nucleophilic attacks on them to form amides. This is a common means for organic synthesis to build new bonds and increase molecular complexity.
And because of the existence of the pyridine ring conjugate system, 4-bromopyridine-2-amine exhibits certain stability and electron delocalization characteristics. This property not only affects its physical properties, but also has significant effects on chemical reaction activity and selectivity. The electron cloud distribution of the conjugated system can affect the electron density of the reaction check point, so that the reaction activity at different positions is different. Chemists can choose suitable reaction conditions accordingly, control the direction of the reaction and the selectivity of the product. 4-Bromopyridine-2-amine is rich in chemical properties and has a wide range of uses in the field of organic synthesis. It can be used to produce various organic compounds with special functions and structures by virtue of its diverse reaction properties.
What are the common synthetic methods of 4-bromopyridin-2-amine?
Common synthesis methods of 4-bromopyridine-2-amine are as follows:
** Using 2-aminopyridine as raw material **:
Dissolve 2-aminopyridine in a suitable solvent, such as glacial acetic acid or dichloromethane, etc. At low temperatures, generally 0-5 ° C, slowly add brominating reagents, such as bromine ($Br_2 $) and a suitable catalyst (such as iron powder or iron tribromide). After the dropwise addition is completed, warm up to room temperature and stir the reaction for a certain period of time. After the reaction is completed, 4-bromopyridine-2-amine can be obtained by conventional post-processing operations, such as adding an appropriate amount of water, extracting with an organic solvent, drying the organic phase, and then purifying it by column chromatography or recrystallization. This method is relatively easy to obtain raw materials, and the reaction conditions are relatively mild, but attention should be paid to the toxicity and corrosiveness of brominating reagents.
** Pyridine derivatives are used as raw materials **:
Select suitable pyridine derivatives, such as 2-methoxypyridine-4-boronic acid. It is first reacted with a brominated reagent, such as N-bromosuccinimide (NBS), in an organic solvent (such as tetrahydrofuran), in the presence of an appropriate catalyst (such as tetrakis (triphenylphosphine) palladium (0)) and a base (such as potassium carbonate). The reaction is usually carried out under heated reflux conditions. After the reaction is completed, the target product is obtained by washing with water, extraction, drying, column chromatography and other steps. This method takes advantage of the characteristics of boric acid derivatives and has good selectivity, but the catalyst cost is high.
** Using halopyridine as raw material **:
Using 2-chloropyridine-4-bromine as the starting material, in the presence of ammoniation reagents (such as liquid ammonia or ammonia water), the reaction is heated in a high-pressure reactor. The reaction temperature is generally 100-150 ° C, and the pressure is adjusted according to the specific situation. After the reaction is completed, it is cooled and reduced pressure, and the product is separated and purified by distillation, extraction and other means. This method uses the nucleophilic substitution reaction of halopyridine with ammonia, which is relatively simple to operate, but requires high-pressure equipment.
4-bromopyridin-2-amine in what areas?
4-Bromopyridine-2-amine, this substance is useful in various fields. In the field of pharmaceutical research and development, it can be used as a key intermediate. The structure of Gainpyridine and amine gives it unique chemical activity and can interact with a variety of biological targets. By means of organic synthesis, complex compounds can be constructed with 4-bromopyridine-2-amine as the base, which is expected to develop new drugs, such as antibacterial and anti-cancer agents.
In the field of materials science, it also plays an important role. Because it contains bromine and amine groups, it can participate in specific reactions and prepare materials with special properties. For example, when used in the synthesis of optoelectronic materials, the charge transport performance of the material may be improved, so that the material exhibits better performance in devices such as Light Emitting Diode and solar cells.
Furthermore, in the creation of pesticides, 4-bromopyridine-2-amine is also useful. Pyridine compounds often have certain biological activities. After rational modification and transformation, high-efficiency, low-toxicity and environmentally friendly pesticides can be developed, which can help the control of agricultural pests and ensure crop harvest.
To sum up, 4-bromopyridine-2-amine plays an important role in the fields of medicine, materials, pesticides, etc., providing key support for many scientific research and industrial development.
What are the physical properties of 4-bromopyridin-2-amine?
4-Bromopyridine-2-amine is one of the organic compounds. It has many physical properties and has attracted much attention in the field of chemistry.
In terms of its properties, under normal temperature and pressure, 4-bromopyridine-2-amine often takes a solid form. In view, it is mostly white to light yellow powdery substances. This color state is convenient for researchers to intuitively identify and observe during the experimental process.
Melting point is also one of its important physical properties. Its melting point value is about a certain range, which is of great significance for determining the purity of the substance and the phase change under specific temperature conditions. Due to the different purity, the melting point may be deviated, so the melting point measurement is a common means to measure its purity.
In terms of solubility, 4-bromopyridine-2-amine exhibits unique solubility in organic solvents. In common organic solvents such as ethanol, dichloromethane, etc., it has certain solubility. However, in water, its solubility is relatively limited. This difference in solubility allows researchers to choose suitable solvents according to them when performing chemical reactions, separation and purification, etc., to achieve experimental purposes.
In addition, the density of 4-bromopyridine-2-amine is also a specific value. This physical quantity is indispensable in terms of mass and volume conversion, as well as the ratio of the reaction system.
In summary, the physical properties of 4-bromopyridine-2-amine, such as color state, melting point, solubility, density, etc., are interrelated and have their own uses. They are the foundation for chemical research, chemical production, and many other fields. They lay a solid foundation for in-depth exploration of their chemical properties and practical applications.
What is the market price of 4-bromopyridin-2-amine?
4-Bromopyridin-2-amine, that is, 4-bromopyridin-2-amine, its market price often fluctuates due to many factors. This compound is widely used in the chemical industry and scientific research fields, such as in the synthesis of medicinal chemistry, it is a key intermediate.
Let's talk about the primary factor affecting its price - purity. High purity, impurities are rare, and it is indispensable in high-end scientific research and drug synthesis scenarios that require strict purity, and its price is naturally high. If the purity is above 99%, the price per gram may be in the hundreds of yuan. On the contrary, if the purity is slightly lower, although it can meet some general industrial uses, the price will drop sharply, perhaps only a few tens of yuan per gram.
Furthermore, the market supply and demand relationship also has a profound impact on prices. When the demand for 4-bromopyridine-2-amine surges in scientific research projects or chemical production, and the supply cannot be replenished in a timely manner, the price will rise rapidly like an arrow from the string. On the contrary, if the market demand is weak, but the supply is sufficient, the price will show a downward trend.
In addition, the role of preparation process and cost on the price should not be underestimated. If the preparation process is complicated, expensive reagents are required, and the reaction conditions are harsh, such as high temperature, high pressure, or specific catalysts, the cost will inevitably rise, which will lead to an increase in the market price.
From the perspective of regional factors, different regions have different prices due to economic levels, logistics costs, and industrial agglomeration. In places with developed chemical industries and convenient logistics, prices may be relatively close to the people due to economies of scale and lower logistics costs; while in remote areas with limited chemical resources, prices will be higher.
Overall, the market price of 4-bromopyridine-2-amine fluctuates between tens and hundreds of yuan per gram. The specific price needs to be determined comprehensively according to factors such as actual purity, supply and demand, preparation process, and region.