3 Chlorpyridine 3 Boronic Acid
pyridine pyrrole pyrazine piperidine piperazine

3-Chlorpyridine-3-boronic acid

    Specifications

    HS Code

    372950

    Name 3-Chloropyridine-3-boronic acid
    Molecular Formula C5H5BClNO2
    Molecular Weight 157.36
    Appearance Solid (Typical)
    Melting Point 155 - 160 °C
    Solubility In Water Moderate
    Pka ~8 - 9 (estimated for boronic acid group)
    Boiling Point Decomposes before boiling
    Stability Air - and moisture - sensitive, should be stored under inert gas

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    Frequently Asked Questions

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    What is the chemistry of 3-Chlorpyridine-3-boronic acid?
    3-Chloropyridine-3-boronic acid is an organic compound with unique chemical properties.
    It is acidic. Due to the outer electronic configuration of the boron atom, the boric acid group can give protons, which are acidic in appropriate solvents or reaction systems. It can neutralize with bases to form corresponding borates. This acidity makes it a catalyst in some acid-base catalytic reactions or participate in proton transfer steps.
    The boron atoms in 3-chloropyridine-3-boronic acid have empty orbitals, accept electron pairs, and exhibit Lewis acidity. They can form coordination bonds with molecules or ions with lone pairs of electrons. For example, coordination reactions with ligands containing lone pairs of electrons such as nitrogen and oxygen generate stable complexes. This property may have applications in the field of materials science and catalysis, such as the construction of new catalysts or functional materials.
    The pyridine ring and the chlorine atom endow the compound with diverse reactivity. Pyridine rings are aromatic, but their nitrogen atom electronegativity affects the distribution of electron clouds, resulting in different reactivity at different positions on the pyridine ring. The chlorine atom is an electron-withdrawing group, which can affect the electron cloud density of the pyridine ring through induction effect, reducing the electron cloud density of the adjacent and para-site, making the electrophilic substitution reaction more likely to occur in the meta-site; at the same time, the chlorine atom itself can participate in the nucleophilic substitution reaction, and when attacked by nucleophilic reagents, the chlorine atom can be replaced to form a new carbon-heteroatom bond, which enriches the compound derivatization pathway.
    3-chloropyridine-3-boronic acid is widely used in the field of organic synthesis and can be used as a key intermediate. With the help of its boric acid group and halogenated hydrocarbons, Suzuki-Miyaura coupling reaction occurs to construct carbon-carbon bonds and realize the construction of complex organic molecular skeletons. It provides an effective method for drug synthesis, material preparation, etc., to synthesize compounds with specific structures and functions.
    What are the main uses of 3-Chlorpyridine-3-boronic acid?
    3-Chloropyridine-3-boronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. Due to its special structure containing boron and chlorine, it can participate in various reactions and help build complex organic molecules.
    In the field of pharmaceutical chemistry, its importance cannot be underestimated. With its characteristics, compounds with specific pharmacological activities can be synthesized, laying the foundation for the development of new drugs, or participating in the modification of existing drug structures to optimize drug properties.
    It is also useful in materials science. It can be used as a raw material for the construction of special functional materials, such as the preparation of materials with specific optical and electrical properties, which may have potential applications in the field of optoelectronics.
    In the field of catalytic reactions, 3-chloropyridine-3-boronic acid may act as a ligand or catalyst to participate in the reaction. Using its structural characteristics, it can promote the efficient progress of certain chemical reactions and improve the selectivity and efficiency of the reaction. In short, it has shown important application value in many chemistry-related fields, providing powerful tools and key material bases for researchers to carry out various research.
    What are the synthetic methods of 3-Chlorpyridine-3-boronic acid?
    The synthesis of 3-chloropyridine-3-boronic acid is an important topic in the field of organic synthesis. There are several common methods for its synthesis.
    One is to react with organometallic reagents via halogenated pyridine, and then introduce boron groups. For example, 3-chloropyridine is used as the starting material to interact with lithium reagents such as n-butyl lithium to form a lithium intermediate. This intermediate is highly active and can react with borate esters such as trimethoxyborane. After hydrolysis, 3-chloropyridine-3-boronic acid can be obtained. This process needs to be carried out under the condition of low temperature and no water and no oxygen. Because the lithium reagent is active, it is easy to react with water and oxygen, and the reaction fails.
    Second, the coupling reaction catalyzed by transition metals can also be achieved. Using 3-chloropyridine as the substrate, suitable transition metal catalysts such as palladium are selected to react with boron-containing reagents, such as pinacol boranes, in the presence of bases. Base can promote the reaction and adjust the pH of the reaction system. Transition metal catalysts can activate the substrate and boron-containing reagents, and promote the coupling of the two to form the target product. This method has relatively mild conditions and good selectivity, and is widely used in organic synthesis. < Br >
    There are also those who use pyridine derivatives as starting materials to construct boron groups through multi-step reactions. First, the pyridine ring is functionalized in a specific way, and then the boron group is introduced into the desired position through appropriate reaction steps, and finally 3-chloropyridine-3-boronic acid is obtained. Although this approach is slightly complicated, the synthesis strategy can be flexibly adjusted according to different raw materials and reaction conditions.
    All synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively consider factors such as raw material availability, cost, reaction conditions and product purity, and choose the optimal method to efficiently synthesize 3-chloropyridine-3-boronic acid.
    What is the market price of 3-Chlorpyridine-3-boronic acid?
    The market price of 3-chloropyridine-3-boronic acid is difficult to break. Its price often changes due to many factors, just like what "Tiangong Kaiwu" said, the price of goods depends on supply and demand, materials, production methods and other things.
    The first to bear the brunt is the situation of supply and demand. If there are many people in the market who want this product, but there are few products, the price will increase; on the contrary, if the supply exceeds the demand, the price will drop. For example, "Tiangong Kaiwu" talks about all kinds of products. If you need it, the price will rise, and if you need it, the price will decrease.
    The quality of materials is also related to the price. If 3-chloropyridine-3-boronic acid has high purity and few impurities, it is expensive; if it contains more impurities and is not of good quality, the price should be low. As discussed in "Tiangong Kaiwu", the refined ones are expensive, and the coarse ones are cheap.
    The simplicity and difficulty of the production method also affect the price. If the preparation method is complicated, requires multiple processes, and requires a lot of materials and manpower, the cost will be high, and the price will also be high; if the production method is simple, the cost will decrease and the price will also be lower.
    Furthermore, the competition in the city and the difference in regions can make different prices. The market conditions vary from place to place, and the competitive situation varies, so the price varies.
    To sum up, in order to determine the current market price of 3-chloropyridine-3-boronic acid, it is necessary to carefully observe the supply and demand of the city, the quality of the product, the manufacturing process, etc., and often observe the dynamics of the market to obtain a more accurate price.
    3-Chlorpyridine-3-boronic acid in storage and transportation
    For 3-chloropyridine-3-boronic acid, many things should be paid attention to during storage and transportation.
    The first to bear the brunt, this compound is quite sensitive to moisture. Therefore, when storing, it is necessary to choose a dry place and store it in a sealed container to prevent moisture from invading and deteriorating. The container material should be selected to effectively isolate water vapor, such as glass bottles or specific plastic containers, and its sealing performance must be good.
    Furthermore, temperature is also a key factor. It should be placed in a cool place to avoid high temperature environment. High temperature can easily cause its chemical properties to be unstable, or cause adverse reactions such as decomposition. Generally speaking, the storage temperature should be maintained at 2-8 ° C. This temperature range can effectively ensure its stability.
    During transportation, ensure that the packaging is sturdy to prevent damage to the container due to collision and vibration. If using land transportation, pay attention to the temperature control of the vehicle to avoid long-term exposure to the sun. If it is transported by air, be sure to follow the strict regulations of the airline for the transportation of such chemicals to ensure safety.
    In addition, 3-chloropyridine-3-boronic acid may have certain chemical activity and potential danger. Those who operate and transport should be aware of its nature and emergency treatment methods. Once a leak occurs, it should be disposed of immediately according to the established procedures to avoid its spread from harming the environment and people.
    In short, the storage and transportation of 3-chloropyridine-3-boronic acid requires dry and cool conditions, proper packaging, and familiarization of relevant personnel with safe operation and emergency measures to ensure its quality and transportation safety.