2 Chloro 5 Methylpyridine 3 Boronic Acid
pyridine pyrrole pyrazine piperidine piperazine

2-Chloro-5-methylpyridine-3-boronic acid

    Specifications

    HS Code

    771714

    Chemical Formula C6H7BClNO2
    Molar Mass 171.409 g/mol
    Appearance Solid (usually white to off - white)
    Solubility Soluble in some organic solvents like dichloromethane, less soluble in water
    Pka Typically related to the boronic acid group, around 8 - 9 for boronic acids in general
    Melting Point Specific value would need experimental determination, but often in the range of 150 - 200°C for similar boronic acids
    Boiling Point Decomposes before boiling in normal conditions due to instability of boronic acid group at high temperatures
    Density Calculated density based on molecular structure is around 1.3 - 1.4 g/cm³
    Reactivity Reacts with electrophiles, undergoes Suzuki - Miyaura coupling reactions

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    Frequently Asked Questions

    As a leading 2-Chloro-5-methylpyridine-3-boronic acid supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What are the chemical properties of 2-Chloro-5-methylpyridine-3-boronic acid?
    2-Chloro-5-methylpyridine-3-boronic acid, which is an important reagent in organic synthesis. It has many chemical properties, so let me talk about them one by one.
    Let's talk about its acidity first. This compound contains a boric acid group (-B (OH) -2), which can give protons under appropriate conditions and exhibit a certain acidity. The acidity of boric acid is derived from the outer electronic structure of boron atoms. Its empty p-orbit accepts electron pairs, which in turn prompts hydrogen atoms in hydroxyl groups to dissociate more easily, but its acidity is relatively weak.
    Let's talk about its nucleophilic substitution reaction. The chlorine atom in the molecule, because it is connected to the pyridine ring, is affected by the electronic effect on the ring, and has a certain activity. It is easy to be attacked by nucleophilic reagents and undergo nucleophilic substitution reactions. Nucleophilic reagents such as alkoxides and amines can react with chlorine atoms to form new carbon-heteroatom bonds, which is crucial in the construction of complex organic molecular structures.
    Then discusses the reaction characteristics of boric acid groups. Boric acid groups can form stable cyclic borate esters with compounds containing two adjacent hydroxyl groups, such as diols and o-diphenols. This reaction is highly selective and is often used in the identification and construction of compounds with specific structures in organic synthesis. In addition, boric acid groups also play an important role in transition metal-catalyzed reactions, such as the Suzuki reaction. In the Suzuki reaction, 2-chloro-5-methylpyridine-3-boronic acid can be coupled with organic halides under the action of palladium catalysts, etc., to realize the construction of carbon-carbon bonds. It is widely used in drug synthesis, materials science and other fields to prepare organic compounds with specific structures and functions.
    In addition, the pyridine ring of this compound also endows it with unique electronic properties and spatial structure. Pyridine rings are aromatic, and the electron cloud is uniformly distributed, which affects the physical and chemical properties of the whole molecule. The methyl groups on the ring can change the electron cloud density of the pyridine ring, which affects the activity and selectivity of nucleophilic substitution and electrophilic substitution.
    2-chloro-5-methylpyridine-3-boronic acid has rich and diverse chemical properties and plays an important role in the field of organic synthesis chemistry, providing an effective way for the synthesis of many complex organic compounds.
    What are the main uses of 2-Chloro-5-methylpyridine-3-boronic acid?
    2-Chloro-5-methylpyridine-3-boronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. It can participate in the construction of multiple and complex organic molecular structures. By coupling with many electrophilic reagents, such as Suzuki coupling reaction, this reaction condition is relatively mild, and the selectivity is quite good. It can efficiently construct carbon-carbon bonds, and has important applications in pharmaceutical chemistry, materials science, etc.
    In drug development, due to the unique chemical properties of the pyridine ring and the boric acid group, 2-chloro-5-methylpyridine-3-boronic acid can be used to create new drug molecules. The pyridine ring structure can enhance the stability and biological activity of the molecule, and the boric acid group can participate in specific chemical reactions, which helps to optimize the pharmacokinetic properties of drugs, improve the efficacy and reduce toxic and side effects.
    In the field of materials science, it can be used as a basic unit for building functional materials. After rational design and reaction, materials with special photoelectric properties can be prepared, such as for organic Light Emitting Diode (OLED), solar cells and other fields, providing an effective way to develop high-performance new materials.
    In addition, in the field of pesticide chemistry, 2-chloro-5-methylpyridine-3-boronic acid is also used. With its chemical activity, pesticide compounds with high insecticidal, bactericidal or herbicidal activities can be synthesized, providing strong support for agricultural production of pest control and weed control.
    What are the synthesis methods of 2-Chloro-5-methylpyridine-3-boronic acid?
    The synthesis methods of 2-chloro-5-methylpyridine-3-boronic acid are as follows.
    One is to use 2-chloro-5-methylpyridine as the starting material, introduce halogen atoms through halogenation reaction, and then through metallization reaction, such as the use of butyl lithium and other reagents, to metal a specific position on the pyridine ring, and then react with borate ester reagents, such as trimethoxy borate. After hydrolysis step, the target product 2-chloro-5-methylpyridine-3-boronic acid can be obtained. In this process, the halogenation reaction needs to choose suitable reaction conditions, such as reaction temperature, solvent, etc., to ensure that the halogen atoms are accurately introduced into the desired position. Metallization reactions also need to pay attention to the control of reaction conditions. Due to the high activity of reagents such as butyl lithium, the reaction environment is strict, and anhydrous and anaerobic environment is a necessary condition, otherwise it is easy to cause side reactions to occur, affecting the yield and purity of the product.
    Second, starting from the corresponding pyridine derivatives, the pyridine ring can be modified first to construct a suitable substituent structure. For example, through a suitable substitution reaction, methyl and chlorine atoms are introduced at a specific position in the pyridine ring to form a pyridine intermediate with a specific structure. Afterwards, the palladium-catalyzed coupling reaction is used to introduce boron-containing reagents to build boron-carbon bonds, so as to obtain the target boric acid compound. In this path, the palladium-catalyzed coupling reaction is a key step, and suitable palladium catalysts, ligands and bases need to be screened for reaction conditions. Different palladium catalysts and ligands have significant effects on reaction activity and selectivity, and suitable bases can promote the reaction and inhibit side reactions.
    Another method is to use pyridine heterocyclic compounds as starting materials to construct the target structure through a multi-step reaction. First, the pyridine ring is functionalized to form an intermediate containing an activity check point that can be further reacted. After that, with the help of the reaction of organometallic reagents and boron-containing reagents, boryl groups are introduced into the pyridine ring, and combined with the subsequent functional group conversion reaction, 2-chloro-5-methylpyridine-3-boronic acid is gradually synthesized. The steps of this method are slightly complicated, but the synthesis route can be flexibly adjusted according to different starting materials and reaction conditions to achieve higher yield and purity.
    All synthesis methods have their own advantages and disadvantages. In practical application, the optimal synthesis path should be selected according to the availability of starting materials, the difficulty of controlling the reaction conditions, and the purity and yield requirements of the product.
    What should be paid attention to when storing and transporting 2-Chloro-5-methylpyridine-3-boronic acid?
    2-Chloro-5-methylpyridine-3-boronic acid is a commonly used reagent in organic synthesis. When storing and transporting, many points need to be paid attention to.
    Store first. This compound is sensitive to air and moisture, so it must be stored in a dry and inert gas environment to prevent moisture hydrolysis. Choose a sealed container, such as a glass bottle or a plastic bottle with a sealing gasket, fill it with an inert gas such as nitrogen or argon, and then seal it tightly. Store in a cool, dry and well-ventilated place, away from heat sources and open flames, and may cause decomposition or other dangerous reactions due to heat or open flames. At the same time, it is necessary to avoid mixing with oxidizing agents, acids, alkalis and other substances to prevent chemical reactions from causing them to deteriorate.
    As for transportation. During transportation, it is necessary to ensure that the packaging is firm to prevent material leakage due to damage to the container. It is usually placed in a special transportation box, and buffer materials and desiccants are added to the box to buffer and prevent shock and further moisture. Transportation vehicles should be equipped with corresponding fire protection equipment and leakage emergency treatment equipment, just in case. Transportation personnel also need to be professionally trained to be familiar with the characteristics of the chemical and emergency treatment methods. Relevant regulations and standards must be followed during transportation to ensure transportation safety compliance.
    What is the market price of 2-Chloro-5-methylpyridine-3-boronic acid?
    The question you are asking is about the market price of 2-chloro-5-methylpyridine-3-boronic acid. However, it is not easy to know the price. The price of this chemical often changes due to many factors.
    First, the difficulty of the production process affects the cost, which in turn affects the price. If the preparation of this product requires complicated steps, expensive raw materials, or strict requirements for reaction conditions, the cost will be high and the price will be high.
    Second, the state of market supply and demand determines the price. If demand is strong and supply is limited, the price will rise; if supply exceeds demand, the price will fall.
    Third, the purity of the product is closely related to the price. Those with high purity have a wide range of uses and high value, and the price will also rise; those with low purity have relatively low prices.
    Fourth, different suppliers offer different prices due to their own cost structures and business strategies. Large and mature suppliers may have lower costs due to scale effects; emerging suppliers may have different prices for expanding the market.
    According to past experience, the prices of organoboronic acids fluctuate. According to the common purity and general market conditions, the price of 2-chloro-5-methylpyridine-3-boronic acid per gram may range from tens of yuan to more than 100 yuan. However, this is only a rough guess. To get an accurate price, you need to consult major chemical raw material suppliers in detail, or refer to the data of recent chemical product trading platforms to know the exact price.