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

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

    Specifications

    HS Code

    404782

    Chemical Formula C14H21BClNO2
    Molecular Weight 281.59
    Appearance Typically a solid
    Solubility Solubility characteristics depend on solvent; may be soluble in some organic solvents
    Stability Stable under normal conditions; may react with strong oxidizing agents

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    Frequently Asked Questions

    As a leading 2-chloro-4-(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-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
    2-Chloro-4- (4,4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentane-2-yl) pyridine, an important organoboron compound in the field of organic synthetic chemistry. It has a wide range of uses and plays a key role in many chemical reactions.
    First, in palladium-catalyzed cross-coupling reactions, this compound plays a significant role. Such as Suzuki coupling reaction, which can react with halogenated aromatics or alkenes in the presence of palladium catalysts and bases to form carbon-carbon bonds. With this reaction, the construction of complex organic molecules can be realized, which is widely used in drug synthesis, materials science and other fields. For example, when synthesizing pharmaceutically active molecules with specific structures, with the help of Suzuki coupling reaction, the compound can precisely connect different aryl fragments to achieve the construction of the target molecule.
    Second, this compound is also often used to construct organic materials with specific functions. Due to the special electronic properties of boron atoms, the introduction of boron-containing structures can endow materials with unique optical and electrical properties. For example, when preparing organic Light Emitting Diode (OLED) materials, the compounds containing this structure can be rationally designed and synthesized to optimize the luminous efficiency and stability of the materials, thereby improving the performance of OLED devices.
    Third, in the total synthesis of natural products, 2-chloro-4- (4,4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine also plays an important role. Natural products have complex structures and are difficult to synthesize. This compound can be used as a key intermediate to gradually build complex carbon frameworks and functional groups of natural products through a series of organic reactions, which can help to realize the total synthesis of natural products and provide a material basis for new drug development and biological activity research.
    What are the synthesis methods of 2-chloro-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
    To prepare 2-chloro-4- (4,4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentane-2-yl) pyridine, there are two common methods.
    First, 2-chloro-4-bromopyridine and 4,4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentane are used as raw materials for palladium-catalyzed boration. This reaction requires the protection of inert gas, using palladium (such as Pd (dppf) Cl ², etc.) as a catalyst, alkali (potassium carbonate, sodium carbonate, etc.) participating in it, and heating and stirring in a suitable organic solvent (such as toluene, dioxane, etc.). The palladium catalyst is crucial in this process, which can activate the reactants, promote the coupling of carbon-bromine bonds with boron reagents, and produce the target product. The base can adjust the pH of the reaction system and help the reaction proceed.
    Second, it is first prepared by reacting 2-chloro-4-pyridyl boric acid with pinacol. 2-Chloro-4-pyridyl-boronic acid can be obtained by reacting with the corresponding halogenated pyridine by suitable metal-organic reagents (such as Grignard reagent or lithium reagent), and then reacting with borate esters. Then, 2-chloro-4-pyridyl-boronic acid and pinacol are condensed under acid catalysis to form the target 2-chloro-4 - (4,4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine. Acid catalysts can accelerate the condensation process and promote the dehydration of hydroxyl groups to form dioxyboron heterocyclopentane structures.
    The above methods have their own advantages and disadvantages, and the actual synthesis needs to be weighed according to factors such as raw material availability, cost, and reaction conditions.
    What are the physicochemical properties of 2-chloro-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
    2-Chloro-4- (4,4,4,5,5-tetramethyl-1,3,2-dioxyboron-heterocyclopentane-2-yl) pyridine, which is an organic compound. Its physicochemical properties are very important and are related to many chemical processes.
    First, its physical properties. The appearance of this material is often solid, as for the exact color, it may vary depending on the purity and preparation method, or it may be white or nearly colorless. Melting point is also a key physical property, but I have not yet determined its specific value. However, in organic synthesis, melting point is often an important basis for determining the purity of a substance. If the melting point range is narrow, it usually indicates high purity; conversely, if the range is wide, it may contain impurities.
    Re-examine its chemical properties. In this compound, chlorine atoms and boron heterocyclopentane groups give it unique reactivity. Chlorine atoms have a certain nucleophilic substitution activity and can react with many nucleophilic reagents, such as alcohols and amines. Under suitable conditions, chlorine atoms can be replaced by nucleophilic reagents to form new carbon-heteroatom bonds, which are widely used in the construction of complex organic molecular structures. And tetramethyl-1,3,2-dioxoboronheterocyclopentane groups are also extremely important in the field of organic synthesis. It can participate in the coupling reaction of Suzuki, etc., and couple with halogenated aromatics or halogenated olefins under the action of palladium catalyst, so as to realize the construction of carbon-carbon bonds. This reaction is a common means of synthesizing polyaryl compounds. At the same time, the boron heterocyclopentane group has a certain sensitivity to air and moisture. When storing and using, attention should be paid to isolating air and water to prevent adverse reactions such as hydrolysis from occurring, resulting in reduced activity or formation of impurities.
    What is the price range of 2-chloro-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market?
    I do not know for sure the price range of 2-chloro-4- (4,4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market. The price of this compound is often affected by a variety of factors. One is purity. High purity is expensive. If it is used in fine synthesis or pharmaceutical research and development, the purity requirements are strict, and the price is also high. For low purity, if it is only used for general research preliminary screening or reaction materials with low requirements, the price may be slightly lower. The second is market supply and demand. If there is a large increase in demand in a certain field at a certain time and the supply is limited, the price will rise; on the contrary, if the supply exceeds the demand, the price will decline. The third is related to the production process and cost. If the preparation process is complicated, special raw materials or equipment are required, the cost is high, and the selling price is also high.
    To know the exact price range, you can go to the chemical trading platform, such as Sinopharm Network, search banner, etc. The prices marked by the suppliers on the platform may help to get the price range. Or contact the chemical sales company to inquire about their quotations. However, due to frequent fluctuations in market prices, real-time prices still need to be consulted with relevant merchants.
    What are the relevant safety precautions for 2-chloro-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
    2-Chloro-4- (4,4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine is a commonly used reagent in organic synthesis. Regarding its safety precautions, the details are as follows:
    First, this substance is irritating. If it accidentally touches the skin, it should be rinsed with a lot of water immediately, and then washed with soap. If it comes into contact with the eyes, it should be rinsed with flowing water or normal saline quickly, and then seek medical treatment as soon as possible. Because it may also cause irritation to the respiratory tract, during operation, it is necessary to ensure that the environment is well ventilated. It is best to perform relevant operations in a fume hood to prevent discomfort caused by inhalation.
    Second, in terms of storage, be sure to store it in a cool, dry and ventilated place. Keep away from fire and heat sources. Due to its chemical properties, improper temperature and humidity may cause it to deteriorate, affecting the use effect and even causing danger. To be stored separately from oxidants, acids, alkalis, etc., must not be mixed to prevent chemical reactions.
    Third, when transporting, the relevant regulations should be strictly followed. Ensure that the packaging is complete and well sealed to prevent leakage during transportation. During transportation, pay attention to protection from sun exposure, rain, and avoid high temperature environments.
    Fourth, take protective measures during operation. Operators must wear appropriate protective glasses, gloves and protective clothing to avoid direct contact. At the same time, the site should be equipped with corresponding fire equipment and leakage emergency treatment equipment, in case of an accident, can be responded to in time.
    In short, the operation and use of 2-chloro-4- (4,4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentane-2-yl) pyridine should always be cautious and strictly abide by various safety rules, so as to ensure the safety of personnel and the smooth operation of the operation.