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

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

    Specifications

    HS Code

    577729

    Chemical Formula C14H21BClNO2
    Molar Mass 281.586 g/mol
    Appearance Solid (usually)
    Physical State At Room Temp Solid
    Solubility In Common Solvents Soluble in organic solvents like dichloromethane, toluene
    Pka Relevant to pyridine moiety, pyridine has pKa around 5.2, this compound's pKa may vary due to substituents and needs experimental determination
    Stability Stable under normal conditions, but may react with strong oxidizing or reducing agents
    Hazard May be harmful if swallowed, inhaled or in contact with skin; exact hazards depend on further safety data sheet information

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    Frequently Asked Questions

    As a leading 2-chloro-3-(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 main use of 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
    2-Chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl) pyridine, which has a wide range of uses and is often used as a key intermediate in the field of organic synthesis.
    Looking at the process of organic synthesis, many complex and delicate organic molecules need to be constructed through multi-step reactions. 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl) pyridine, due to the unique activity of chlorine atoms and boron groups in the molecular structure, can participate in many key reactions. Such as the Suzuki reaction, which is an important reaction for the construction of carbon-carbon bonds. In this reaction, the boron group of the compound can be precisely coupled with halogenated aromatics or alkenes under the action of palladium catalyst and alkali, so as to construct a variety of biaryl or alkenyl aromatics. Such compounds play an indispensable role in the field of materials science, in the preparation of organic Light Emitting Diode (OLED) materials, solar cell materials, etc., and provide an important structural basis for the development of new high-efficiency photoelectric materials.
    Furthermore, in the field of pharmaceutical chemistry, it also has important value. The design and synthesis of drug molecules often require the introduction of specific structural fragments to optimize the activity, solubility, metabolic stability and many other properties of the drug. 2-Chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl) pyridine can be used as a structural module and introduced into the potential drug molecular skeleton through subsequent reactions. For example, by reacting with compounds containing specific functional groups, a heterocyclic structure with unique pharmacological activity is constructed, which provides the possibility for the development of new drugs. It is expected to develop innovative drugs with better efficacy and less side effects for specific disease targets.
    What are the synthesis methods of 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
    To prepare 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine, there are several common synthesis methods.
    First, pyridine derivatives are used as starting materials. First, pyridine containing suitable substituents is taken, and then halogenated to replace hydrogen at a specific position with chlorine atoms to prepare 2-chloropyridine derivatives. Then use metal reagents, such as organolithium reagents or Grignard reagents, and boron-containing reagents, such as 4,4,5,5-tetramethyl-1,3,2-dioxoboronheterocyclopentane-2-borate esters, etc., to react at low temperature or under appropriate conditions to introduce boron groups to form the target product. This process requires attention to the precise control of reaction conditions. Metal reagents have high activity and strict requirements for anhydrous and anaerobic environments, otherwise side reactions are prone to occur.
    Second, synthesized by coupling reaction. Suzuki-Miyaura coupling reaction occurs with 2-chloro-3-halopyridine and 4, 4, 5, 5-tetramethyl-1, 3, 2-dioxyboron heterocyclopentane-2-boronic acid as raw materials, under the action of transition metal catalysts such as palladium catalyst, adding suitable ligands and bases. This reaction condition is relatively mild and has good selectivity, but the cost of catalysts and ligands is relatively high, and the metal residue needs to be removed after the reaction.
    Third, start from pyridyl borate. First, 3- (4,4,5,5 '-tetramethyl-1,3,2' -dioxyboron heterocyclopentane-2 '-yl) pyridyl borate is prepared, and then chlorine atoms are introduced at the 2 position through halogenation reaction. The choice of halogenating agent is very critical, and the activity and selectivity of different halogenating agents are different, and the reaction conditions also need to be adjusted according to the characteristics of halogenating agents.
    The above methods have advantages and disadvantages. In actual synthesis, the optimal synthesis path should be selected according to factors such as raw material availability, cost, yield and purity requirements.
    What are the physical properties of 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
    2-Chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboronyl-2-yl) pyridine, which is a key intermediate commonly used in organic synthesis. According to its physical properties, at room temperature, it is mostly solid and has good stability. In case of hot topics, open flames or strong oxidants, there is also a risk of reaction, and it must be properly stored.
    When it comes to solubility, it has good solubility in common organic solvents such as dichloromethane, chloroform, N, N-dimethylformamide (DMF), etc. In dichloromethane, due to the interaction between molecules and dichloromethane molecules, it can be well dispersed, providing convenience for solution-phase reactions in organic synthesis.
    In terms of melting point, although there is no exact and universal fixed value, it is roughly in a certain temperature range according to the speculation of common similar structural compounds. This melting point characteristic is of great significance in the separation and purification process of compounds. It can be purified by means of recrystallization and other means according to the difference in melting points.
    Furthermore, its boiling point is also affected by the molecular structure and interaction force. Due to the chlorine atom and boron-oxygen ring structure, the intermolecular force is more complex, resulting in its boiling point or higher. This is an important consideration in the distillation separation step. Appropriate temperature control can achieve separation from other components.
    In addition, the physical properties of the compound, such as density and appearance color, are also closely related to synthesis and application. Density is related to the proportion of materials in the reaction system and the uniformity of mixing, and the appearance color may directly reflect its purity and impurity status. All these physical properties are key considerations when applied in organic synthesis, pharmaceutical chemistry and other fields, affecting the reaction process, product purity and subsequent application effects.
    What are the chemical properties of 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
    2-Chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-amyl-2-yl) pyridine, this is an organic compound. Its chemical properties are unique, let me tell you in detail.
    First talk about its stability, this compound is relatively stable in the general environment, but when it encounters strong oxidizing agents, strong acids, and strong bases, it is easy to react chemically. In the molecular structure of Gein, the boron-oxygen cyclic structure is connected to the pyridine ring, and the boron atom has electron-deficient properties. When it encounters strong electrophilic reagents, it is easy to be attacked.
    Besides its solubility, this compound has good solubility in organic solvents such as dichloromethane, tetrahydrofuran, toluene, etc. This is because the compound has certain hydrophobicity, and the hydrophobic environment of organic solvents is conducive to its molecular dispersion. However, in water, the solubility is poor, because there are few hydrophilic groups in its molecular structure.
    When it comes to reactivity, the chlorine atom in this compound is quite active. Nucleophilic substitution reactions can occur, such as with alkoxides, amines and other nucleophiles, and chlorine atoms can be replaced to form new compounds. In addition, the boron-oxygen cyclic structure is also active and can participate in many boron-related reactions, such as the Suzuki coupling reaction. In this reaction, carbon-carbon bonds can be formed with halogenated aromatics or halogenated olefins under the action of palladium catalyst, which is an important reaction for building carbon skeletons in organic synthesis.
    In addition, the nitrogen atom of the pyridine ring is basic and can react with acids to form salts. This property can be used in the field of medicinal chemistry and organic synthesis, or can be used to adjust the physicochemical properties and solubility of compounds. In short, the chemical properties of 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl) pyridine are rich, and it has important application value in the fields of organic synthesis and drug development.
    What is the price range of 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market?
    I look at your inquiry, it is 2-chloro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine in the market price range. However, the price of this chemical often varies due to many factors, and it is difficult to determine a fixed price.
    First, the complexity of its preparation process affects the price. Synthesis of this compound requires fine operation and specific reaction conditions. If the preparation steps are cumbersome, the raw materials are rare or the reaction yield is low, the cost will be high, and the price will also rise.
    Second, the relationship between market supply and demand is the key factor. If the demand for this product is strong and the supply is limited, such as in the field of pharmaceutical research and development, when the supply is in short supply, the merchant will raise the price to obtain more profits; on the contrary, if the supply exceeds the demand, the price will tend to decline.
    Third, the purity of the product also affects the price. High-purity 2-chloro-3 - (4,4,5,5-tetramethyl-1,3,2-dioxoboronheterocyclopentane-2-yl) pyridine, due to the need for more precise purification technology, can meet the needs of high-end applications, and the price is much higher than that of low-purity ones.
    According to past market speculation, its price may fluctuate from tens to hundreds of yuan per gram. However, this is only a rough estimate. The actual price needs to be checked in real time by the chemical reagent supplier to obtain an accurate estimate.