4 Bromopyridine 2 Carboxylate
pyridine pyrrole pyrazine piperidine piperazine

4-bromopyridine-2-carboxylate

    Specifications

    HS Code

    961017

    Chemical Formula C6H4BrNO2
    Molecular Weight 188.005 g/mol
    Appearance Solid
    Melting Point Typically specific to its form, e.g., for some derivatives around 180 - 190 °C (approximate)
    Solubility In Water Poorly soluble
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform
    Pka Value Related to the acidic nature of the carboxyl group, around 2 - 3 (approximate for the carboxylic acid moiety)
    Reactivity Reactive at the bromine site for nucleophilic substitution reactions, and at the carboxylate group for esterification, etc.
    Stability Stable under normal conditions, but can react with strong oxidizing or reducing agents

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    Frequently Asked Questions

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    What is the chemistry of 4-bromopyridine-2-carboxylate?
    4-Bromopyridine-2-carboxylic acid ester is an important compound in the field of organic chemistry. Its chemical properties are unique and play a key role in many organic synthesis reactions.
    From the perspective of structure, this compound is composed of a pyridine ring, a bromine atom and a carboxylic acid ester group. The pyridine ring is aromatic and has a special electron cloud distribution, which endows the compound with certain stability and reactivity. As a halogen atom, the bromine atom has strong electronegativity, which can affect the electron cloud density of molecules and change their reactivity and selectivity. The carboxylic acid ester group has both carbonyl and ether bonds, which brings unique chemical properties to the compound.
    In terms of reactivity, the bromine atom can undergo nucleophilic substitution. Under the action of appropriate nucleophiles, bromine atoms are easily substituted, so as to realize molecular structure modification and synthesize a series of derivatives. For example, it reacts with nucleophiles such as alcohols and amines to generate corresponding substituted products, which are widely used in pharmaceutical chemistry, materials science and other fields.
    In addition, carboxylic acid ester groups can participate in hydrolysis, alcoholysis and aminolysis. The hydrolysis reaction is catalyzed by acids or bases to generate 4-bromopyridine-2-carboxylic acids and corresponding alcohols. The alcoholysis reaction can exchange esters with different alcohols to prepare neocarboxylic acid esters. During the aminolysis reaction, it interacts with ammonia or amines to form amide compounds.
    At the same time, due to the existence of pyridine ring, 4-bromopyridine-2-carboxylic acid esters can be used as ligands to complex with metal ions to form metal complexes, which show potential application value in the field of catalysis.
    In summary, 4-bromopyridine-2-carboxylic acid esters exhibit diverse chemical properties due to their unique chemical structure, providing rich research materials and application possibilities for organic synthesis and material preparation.
    What are the common synthetic methods of 4-bromopyridine-2-carboxylate?
    The common methods for the synthesis of 4-bromopyridine-2-carboxylate are as follows.
    One is to use 4-bromopyridine as the starting material. First, 4-bromopyridine is reacted with suitable reagents, and the carboxyl precursor is introduced at the second position of the pyridine ring. For example, it can react with carbon dioxide under specific conditions, such as in the presence of a strong base, low temperature and high pressure environment, similar to the addition reaction of Grignard's reagent and carbon dioxide to generate the corresponding carboxylate. This process requires careful control of the reaction conditions to ensure the purity and yield of the product.
    The second can start from 2-pyridine carboxylic acid. Using a suitable brominating reagent, such as N-bromosuccinimide (NBS), in a suitable reaction system, such as an inert solvent, add an initiator, heat or light to initiate the reaction, so that 2-pyridine carboxylic acid is brominated at the 4 position, and then 4-bromopyridine-2-carboxylate is obtained. However, in this process, attention should be paid to the amount of brominating reagent and the monitoring of the reaction process to prevent the formation of polybrominated by-products.
    Furthermore, it can also be achieved through some multi-step reactions. For example, a pyridine ring is constructed first, and then a bromine atom and a carboxyl group are introduced in sequence. With suitable nitrogen and carbon-containing raw materials, pyridine rings are formed by cyclization reaction, and then brominated and carboxylated at specific positions. Although this approach has many steps, it can be flexibly adjusted according to the availability of raw materials and the controllability of the reaction.
    In short, when synthesizing 4-bromopyridine-2-carboxylate, it is necessary to comprehensively consider various factors such as raw material cost, reaction conditions, product purity and yield, and carefully select an appropriate synthesis method.
    4-bromopyridine-2-carboxylate in what areas
    4-Bromopyridine-2-carboxylic acid esters are used in many fields. In the field of medicinal chemistry, it is a key intermediate for the synthesis of drugs. Due to its unique structure, it can be chemically modified to obtain compounds with specific pharmacological activities. For example, when developing antibacterial drugs, this compound can be used as a starting material to supplement specific functional groups through various reactions to increase its inhibitory effect on specific bacteria, thus paving the way for the creation of new antibacterial drugs.
    In the field of materials science, 4-bromopyridine-2-carboxylic acid esters also have outstanding performance. It can participate in the synthesis of polymer materials, through which it can be polymerized with other monomers to obtain polymers with special properties. For example, the resulting polymer may have good thermal stability and mechanical properties, which are very useful in fields such as aerospace and automobile manufacturing that require strict material properties.
    Furthermore, in the field of organic synthetic chemistry, it is often an important building block for organic synthesis. Chemists can use it to perform halogenation reactions, nucleophilic substitution reactions and many other organic reactions to construct complex organic molecular structures. With its precise reaction check point and activity, it can efficiently synthesize a series of organic compounds with novel structures, injecting vitality into the research and development of organic chemistry, and helping to explore more novel chemical substances and their properties.
    What is the market outlook for 4-bromopyridine-2-carboxylate?
    4-Bromopyridine-2-carboxylate is a valuable compound in organic chemistry. In today's chemical and pharmaceutical fields, its market prospect is quite promising.
    Looking at the chemical industry, the synthesis of many new materials has an increasing demand for it. Due to its unique structure, the cap can impart special properties to the material. For example, in the preparation of some high-performance polymers, 4-bromopyridine-2-carboxylate can be used as a key monomer. After clever polymerization, it can create materials with excellent thermal stability and mechanical properties, which are widely used in high-end fields such as aerospace and automobile manufacturing.
    In the field of medicine, this compound has unlimited potential. Its molecular structure contains active groups such as nitrogen heterocycles and carboxylic groups, which can be chemically modified to precisely target specific biological targets. Many studies have shown that drugs developed on this basis have shown significant therapeutic effects on refractory diseases such as cancer and neurological diseases. Today, major pharmaceutical companies around the world have invested a lot of resources to explore innovative drugs based on 4-bromopyridine-2-carboxylate.
    However, its market development also faces challenges. The synthesis process is complex and expensive, limiting large-scale production. And the environmental protection requirements are increasingly strict, and the production process needs to meet strict emission standards, which tests the technical and financial strength of the production enterprise. But over time, with the advancement of science and technology, the synthesis process may be optimized, the cost is expected to be reduced, and the environmental protection problem will be gradually resolved. By then, the market prospect of 4-bromopyridine-2-carboxylate will be broader, and it will shine more brightly in the chemical and pharmaceutical industries.
    What are the physical properties of 4-bromopyridine-2-carboxylate?
    4-Bromopyridine-2-carboxylate is a kind of organic compound. Its physical properties are quite important and have relevant considerations in various fields of chemistry.
    Looking at its properties, under normal conditions, or in a solid state, this is due to the force between molecules. The atoms in the molecule are connected to each other to form a specific structure, causing its aggregate state to appear as a solid state.
    When it comes to melting point, due to the uniqueness of the compound structure, its melting point has its own specific value. However, the exact melting point often varies slightly due to factors such as preparation method and purity. Because impurities exist in it, or interfere with the crystal lattice arrangement, the melting point changes.
    In terms of solubility, 4-bromopyridine-2-carboxylate has different solubility in organic solvents. In polar organic solvents, such as ethanol, acetone, etc., there may be a certain solubility. Because its molecules have polar groups, they can form intermolecular forces with polar solvents, such as hydrogen bonds, dipole-dipole interactions, etc., which can promote dissolution. For non-polar organic solvents, such as n-hexane, benzene, etc., the solubility may be very small, because the force between them and non-polar solvents is weak.
    In addition, its density is also one of the physical properties. The size of the density depends on the molecular weight and the way the molecules are piled up. The larger the molecular mass and the more tightly piled, the greater the density. This has an impact on the separation and mixing of substances.
    and its appearance color, or white to off-white appearance. This color characteristic is also the basis for preliminary identification of the compound.
    All these physical properties are of key significance in the synthesis, separation, identification and application of 4-bromopyridine-2-carboxylate, providing important clues and bases for chemists to explore the compound.