2 Chloro 5 4 4 5 5 Tetramethyl 1 3 2 Dioxaborolan 2 Yl Pyridine
pyridine pyrrole pyrazine piperidine piperazine

2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

    Specifications

    HS Code

    242979

    Name 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    Molecular Formula C12H17BClNO2
    Molecular Weight 253.53
    Appearance Solid (Typical)
    Solubility In Water Low (Typical for this type of compound)
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, toluene
    Reactivity Can react in cross - coupling reactions

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    Frequently Asked Questions

    As a leading 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What is the chemical structure of 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
    2-Chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron-heterocyclopentane-2-yl) pyridine is an important compound in the field of organic chemistry. To know its chemical structure, it is necessary to analyze the composition of each part in detail.
    "2-chloro" shows that the chlorine atom is attached to the No. 2 position of the pyridine ring. The pyridine ring is a nitrogen-containing hexamembered heterocycle with aromatic properties and stable structure. This chlorine atom can be used as a reaction check point in organic synthesis and participates in reactions such as nucleophilic substitution.
    "5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) " indicates that the pyridine ring at position 5 is connected with a specific boron heterocyclic ring structure. 4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclic pentane is composed of one boron atom, two oxygen atoms and a cyclopentane skeleton, and cyclopentane at positions 4 and 5 are connected with two methyl groups each. Boron atoms are electron-deficient, and this structure is often used as an organic boron reagent in organic synthesis. It participates in reactions such as Suzuki coupling, and can realize carbon-carbon bond construction. It is widely used in drug synthesis, materials science and other fields.
    In summary, the chemical structure of 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine is composed of a pyridine ring as the parent nucleus, with a chlorine atom at position 2 and a specific boron heterocycle at position 5. Each part synergistically endows the compound with unique chemical properties and reactivity, which is a key position in the field of organic synthetic chemistry.
    What are the main synthesis methods of 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
    The main synthesis methods of 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentane-2-yl) pyridine are as follows.
    One is the borate ester exchange method. This is a boron-containing raw material and the corresponding halogenated pyridine derivative as the starting material, in the presence of appropriate catalysts and ligands, the borate ester exchange reaction is carried out. For example, with suitable borate esters and 2-chloro-5-halogenated pyridine, under the synergistic action of palladium catalyst and specific ligands, the synthesis of the target product is achieved through the steps of coordination, oxidative addition, transmetallization and reduction elimination. The conditions of this method are relatively mild, and there is some room for regulation of the selectivity of substrates. However, fine screening of catalysts and ligands is required to improve the reaction efficiency and selectivity.
    The second is the metal-organic reagent method. Boron-containing metal-organic reagents can be prepared first, and then reacted with 2-chloro-5-halogenated pyridine. For example, lithium reagents or magnesium reagents react with corresponding boron reagents to generate metal-organic boron reagents, and then undergo nucleophilic substitution reaction with halogenated pyridine. This route has high reactivity, but metal-organic reagents have strict requirements on reaction conditions, and need to be operated in an anhydrous and anaerobic environment, and some reagents are cumbersome to prepare.
    The third is Using pyridine derivatives as substrates, boron groups are directly introduced at specific positions in the pyridine ring in the presence of suitable catalysts, boron sources and additives. This method has high atomic economy and simple steps. However, the reaction conditions are difficult to optimize, and the activity and selectivity of the catalyst are extremely high. It is often necessary to explore the reaction parameters in depth to obtain satisfactory yield and selectivity.
    All synthesis methods have their own advantages and disadvantages. In practical application, appropriate synthesis strategies should be carefully selected according to factors such as raw material availability, cost, and purity requirements of target products.
    Where is 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine used?
    2-Chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron-heterocyclopentane-2-yl) pyridine, which is useful in many fields.
    In the field of pharmaceutical chemistry, it is often a key intermediate in the synthesis of drugs. Due to the structure of boron-heterocyclopentane and the characteristics of chlorine atoms, it can be spliced with other compounds through various chemical reactions to build molecular structures with specific biological activities. For example, when developing antibacterial and anticancer drugs, using this as the starting material and carefully designed reaction routes can produce new drug molecules with high affinity and activity for specific disease targets. < Br >
    In the field of materials science, it has also made a name for itself. It can participate in the preparation of functional materials, such as organic optoelectronic materials. With its own structural characteristics, the introduction of this compound can regulate the electronic and optical properties of the material, so that the material can exhibit excellent performance in Light Emitting Diodes, solar cells and other devices, such as improving photoelectric conversion efficiency and enhancing luminous stability.
    In the field of organic synthetic chemistry, it is a powerful tool for building complex organic molecules. Through the classic organic reactions such as Suzuki-Miyaura coupling reaction, it is coupled with various halogenated aromatics or olefins to efficiently build carbon-carbon bonds, expand the molecular skeleton, and synthesize complex and diverse organic compounds, providing rich possibilities for organic synthesis chemists to create novel organic molecules.
    What are the physical properties of 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
    2-Chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl) pyridine, which is an important intermediate in the field of organic synthesis. Its physical properties are as follows:
    Looking at its appearance, it is mostly white to white solid under normal conditions, which is easy to store and operate. In terms of melting point, it is usually within a certain range, but the specific value will vary slightly depending on the purity of the sample and the test conditions.
    In terms of solubility, the compound exhibits specific solubility properties in common organic solvents. It has good solubility in polar organic solvents such as dichloromethane, N, N-dimethylformamide (DMF), etc. In dichloromethane, molecules and solvents can interact with each other through intermolecular forces to achieve dissolution. This property provides convenience for organic synthesis reactions, and many reactions can be carried out smoothly in dichloromethane solution systems. In DMF, due to its strong polarity, it can form hydrogen bonds with 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-amyl-2-yl) pyridine and other interactions, and can also be well dissolved, which is suitable for some reactions that require high polar solvent environments. However, the solubility in water is poor, which is due to the large proportion of organic groups in its molecular structure and the weak interaction force with water molecules, resulting in its insolubility in water.
    In addition, the compound has certain stability, but under certain conditions, in case of extreme environments such as strong acid, strong base or high temperature, the chlorine atoms and boron oxide ring structure in the structure may undergo chemical reactions, which in turn affects its stability. During storage, it is necessary to place it in a dry and cool place to avoid contact with substances that may initiate reactions, so as to maintain its chemical stability and ensure its effectiveness in application scenarios such as organic synthesis.
    What are the chemical properties of 2-chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
    2-Chloro-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine, which is an important compound in the field of organic synthesis. Its chemical properties are unique and have the following characteristics.
    In terms of reactivity, the chlorine atoms on the pyridine ring are quite active and easily participate in nucleophilic substitution reactions. Because the chlorine atoms are affected by the electron-absorbing effect of the pyridine ring, the electron cloud density of the carbon-chlorine bond decreases, making the chlorine atoms easy to be attacked by nucleophiles and leave, thereby forming new carbon-heteroatomic bonds. For example, when reacted with nucleophiles such as alkoxides and amines, corresponding substitution products can be formed.
    Furthermore, the 1,3,2-dioxyboron heterocyclic pentane group with dimethyl substitution also has significant activity. Boron atoms are electron-deficient and are prone to coordination or nucleophilic substitution reactions with nucleophiles. This group is often used to construct carbon-carbon bonds and is commonly found in Suzuki coupling reactions. In Suzuki reactions, under the action of palladium catalysts and bases, the boron ester groups of this compound can be coupled with halogenated aromatics or olefins to achieve efficient construction of carbon-carbon bonds, providing an important path for the synthesis of complex organic molecules.
    In addition, the pyridine ring of this compound can also undergo many modification reactions. The basicity of the pyridine nitrogen atom allows it to form salts with acids, thereby changing the physical properties of the compound, such as solubility. At the same time, the pyridine ring can also undergo electrophilic substitution reaction. Although the activity is lower than that of the benzene ring, under appropriate conditions, other functional groups can be introduced at specific positions of the pyridine ring to further enrich the chemical diversity of the compound and lay the foundation for the synthesis of organic compounds with more complex structures.