3 Chloro 2 Methoxypyridine 4 Boronic Acid
pyridine pyrrole pyrazine piperidine piperazine

3-Chloro-2-methoxypyridine-4-boronic acid

    Specifications

    HS Code

    433989

    Chemical Formula C6H7BClNO3
    Molar Mass 187.39 g/mol
    Appearance White to off - white solid
    Solubility In Water Low solubility
    Solubility In Organic Solvents Soluble in some polar organic solvents like DMSO, DMF
    Pka Value Relevant to its acidic - basic properties in solution
    Boiling Point Decomposes before reaching a typical boiling point in normal conditions
    Melting Point 120 - 125 °C
    Stability Stable under normal conditions, but may react with strong oxidizing or reducing agents

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    Frequently Asked Questions

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    What is the chemistry of 3-Chloro-2-methoxypyridine-4-boronic acid?
    3-Chloro-2-methoxypyridine-4-boronic acid is an essential reagent in organic synthesis. Its chemical properties are unique and have a profound impact on organic synthesis reactions.
    First of all, its structure is based on a pyridine ring, and chlorine atoms, methoxy groups and boric acid groups are connected to specific positions. Pyridine rings are aromatic and stable in nature. However, due to the existence of nitrogen atoms, the electron cloud distribution is special, which makes pyridine rings prone to electrophilic substitution reactions. < Br >
    Chlorine atoms have electron-absorbing induction effects, which can reduce the electron cloud density of pyridine rings, especially in the adjacent and para-positions of chlorine atoms, which affects the activity and check point selectivity of electrophilic substitution reactions. In some reactions, chlorine atoms can be used as leaving groups to participate in nucleophilic substitution reactions and form new carbon-heterozygous bonds.
    Methoxy groups contain lone pair electrons, which have electron-giving conjugation effects. It can increase the electron cloud density of pyridine rings, making methoxy groups more vulnerable to electrophilic reagents. And the steric resistance of methoxy groups also has a certain impact on the reaction.
    Boric acid groups are another key part of this compound. The boric acid group is weakly acidic and can be complexed with a variety of metal ions. This property is widely used in metal-catalyzed organic reactions. For example, in the Suzuki coupling reaction, the boric acid group and the organic halide form a carbon-carbon bond under the action of palladium catalyst, which is an important means to construct complex organic molecules. In addition, the boric acid group can also participate in esterification reactions, etc., to form borate esters with special properties.
    In summary, 3-chloro-2-methoxypyridine-4-boronic acid exhibits unique chemical properties due to the interaction of various groups, and has a wide range of uses in the field of organic synthesis. It can assist in the synthesis of many organic compounds with special structures and functions.
    What are the main uses of 3-Chloro-2-methoxypyridine-4-boronic acid?
    3-Chloro-2-methoxypyridine-4-boronic acid, which has a wide range of uses. It can be a key intermediate in the synthesis of medicine. Taking the creation of specific targeted anti-cancer drugs as an example, it can precisely target cancer cells with unique structural characteristics, help build an active drug molecular structure, and then promote the development of anti-cancer drugs.
    In the field of materials science, it also shows unique functions. It can participate in the preparation of new organic optoelectronic materials. With its structure containing special atoms such as boron and chlorine, it endows the materials with unique photoelectric properties, such as optimizing the charge transfer efficiency of materials and improving luminous efficiency. It contributes to the innovative development of organic optoelectronic materials. < Br >
    In the field of organic synthesis chemistry, it is a commonly used synthetic building block. With the difference in reactivity between boron groups, chlorine and methoxy groups, it can ingeniously realize the construction of various complex organic molecules. For example, by coupling reaction with halogenated aromatics, highly efficient biaryl compounds with specific structures are constructed, which are widely used in the total synthesis of natural products, the creation of new pesticides and many other fields, greatly expanding the possibility of organic synthesis.
    What are the synthetic methods of 3-Chloro-2-methoxypyridine-4-boronic acid?
    The synthesis method of 3-chloro-2-methoxypyridine-4-boronic acid often involves a variety of paths. First, the boron group can be introduced by metallization reaction starting from the halogenate containing the pyridine structure. For example, 3-chloro-2-methoxypyridine is used as the starting material. Under the action of a strong base such as n-butyl lithium at low temperature, a lithium reagent is first formed, and then reacted with borate esters such as trimethyl borate, and then hydrolyzed to obtain the target product 3-chloro-2-methoxypyridine-4-boronic acid. In this process, the low temperature environment is extremely critical to ensure the selectivity of the reaction and avoid side reactions.
    Second, it can also be achieved by the coupling reaction catalyzed by palladium. Select suitable halogenated pyridine derivatives and borate esters or boric acid derivatives, and react in suitable solvents in the presence of palladium catalysts such as tetra (triphenylphosphine) palladium (0) and ligands. For example, with 3-chloro-2-methoxy-4-halopyridine and pinacol borane, under the promotion of alkali, heating reaction in toluene and other solvents, through coupling and hydrolysis steps, 3-chloro-2-methoxy pyridine-4-boronic acid can also be obtained. During the reaction, the choice of catalyst and ligand has a great influence on the reactivity and selectivity, which needs to be carefully regulated.
    In addition, we can also consider starting from the construction of the pyridine ring. When constructing the pyridine ring, the functional groups such as chlorine, methoxy group and boron group can be introduced into the appropriate position by rationally designing the reaction steps to synthesize the target product. This strategy requires a deep understanding of the reaction mechanism of the pyridine ring construction, and careful planning of the reaction sequence and conditions to achieve efficient and highly selective synthesis.
    What to pay attention to when storing and transporting 3-Chloro-2-methoxypyridine-4-boronic acid
    For 3-chloro-2-methoxypyridine-4-boronic acid, many matters must be paid attention to when storing and transporting. This compound has specific chemical properties, so when storing, the first environmental conditions should be. It should be placed in a cool, dry and well-ventilated place, and must not be exposed to high temperature and humidity. High temperature can easily cause changes in its chemical structure, and humidity may cause adverse reactions such as hydrolysis, which will damage its purity and quality.
    Furthermore, the storage place should be kept away from fire, heat sources and various oxidants. Because it may be flammable to a certain extent or react violently with oxidants, it endangers safety. And it must be stored separately from other chemicals to avoid mutual contamination and reaction.
    During transportation, the packaging must be sturdy and well sealed. Appropriate packaging materials are selected to resist vibration, collision and friction, and to prevent material leakage due to package damage. Stable environmental conditions should also be maintained during transportation to avoid large fluctuations in temperature and humidity.
    When handling, operators should wear appropriate protective equipment, such as gloves, goggles, etc., to prevent skin and eye damage caused by contact. In case of accidental leakage, it should be cleaned quickly according to the established emergency treatment procedures to prevent the spread of contamination. In this way, the safety and quality of 3-chloro-2-methoxypyridine-4-boronic acid during storage and transportation can be ensured.
    3-Chloro-2-methoxypyridine-4-boronic acid related market prospects
    3-Chloro-2-methoxypyridine-4-boronic acid is becoming increasingly important in the field of chemical raw materials. This is a key intermediate in organic synthesis, and is widely used in many fields such as medicine, pesticides and materials science.
    Looking at the field of medicine, it is often the cornerstone of the creation of new drugs. Through ingenious reactions with other organic molecules, structures with specific biological activities can be constructed, and then specific drugs for various diseases can be developed. Today, there is a growing demand for high-efficiency and low-toxicity drugs in pharmaceutical research and development. With their unique chemical properties, such intermediates can precisely regulate the structure and activity of drug molecules, making them indispensable in the creation of new drugs.
    In terms of pesticides, with the deepening of green and environmental protection concepts, the development of high-efficiency and low-residue pesticides is the general trend. 3-Chloro-2-methoxypyridine-4-boronic acid can help synthesize pesticides with novel mechanisms of action to deal with difficult problems such as pest resistance. It is effective in optimizing the molecular design of pesticides and improving the performance of pesticides.
    In the field of materials science, with the rapid development of electronics, optics and other fields, the demand for high-performance materials has surged. This boric acid compound can participate in the preparation of functional materials, such as optoelectronic materials. Through its reaction with other substances, the material is endowed with unique optical and electrical properties, which contributes to the innovative development of materials science.
    In summary, 3-chloro-2-methoxypyridine-4-boronic acid has a broad market prospect due to the increasing demand for innovative materials and compounds in various fields. With the continuous progress of science and technology, its potential in various application fields is expected to be further explored, injecting new impetus into the development of many industries.