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What is the chemical structure of 4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
The chemical structure of 4-methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl) pyridine is an important content in the field of organic chemistry. The structural analysis of this compound needs to start with its naming, and the cocoon should be stripped away to clarify the details.
"4-methoxy", that is, at the No. 4 position of the pyridine ring, there is a methoxy group (-OCH). Methoxy, as a common substituent, has a electron supply effect, which affects the electron cloud density and chemical activity of the pyridine ring.
"3- (4,4,5,5-tetramethyl-1,3,2-dioxyboroamyl-2-yl) ", this section shows that at position 3 of the pyridine ring, there is a specific boron-containing ring structure connected. 4,4,5,5-tetramethyl-1,3,2-dioxyboroamyl ring, which has four methyl groups (-CH) on the ring, located at positions 4, 4, 5, and 5, respectively, and the check point connected to the pyridine ring is position 2. The boron-containing structure is often used as an important intermediate in organic synthesis, and can participate in various boronation reactions, such as the Suzuki reaction, which has a wide range of uses in the construction of carbon-carbon bonds.
The pyridine ring, as the core skeleton of this compound, is aromatic, and the presence of its nitrogen atom endows the pyridine ring with certain basicity and nucleophilicity. The chemical structure of 4-methoxy-3- (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxyboropentyl-2-yl) pyridine is clearly presented, and the interaction of each group determines the physical and chemical properties of the compound, which may have important applications in the fields of organic synthesis and medicinal chemistry.
What are the main uses of 4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboron-heterocyclopentane-2-yl) pyridine has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate to participate in the construction of complex pyridine compounds. Through the formation and transformation of boron-carbon bonds, the functionalization of pyridine rings at specific positions can be realized, and a variety of compounds with biological activities or special physical and chemical properties can be prepared, such as products involved in related fields such as medicine, pesticides and functional materials. < Br >
In the field of medicinal chemistry, using this as a starting material, through a series of reactions, may be able to construct molecular structures with potential pharmacological activity. Due to the combination of pyridine ring with methoxy, boron heterocyclopentane and other structures, the molecule is endowed with unique electronic properties and spatial configuration, or can be specifically combined with targets in vivo, laying the foundation for the development of new drugs.
In the field of materials science, using its chemical activity can prepare materials with special photoelectric properties. For example, through polymerization or copolymerization with other functional monomers, or materials that can exhibit unique properties in organic Light Emitting Diodes, solar cells and other devices can be obtained, and the properties of electron transport and fluorescence emission of materials can be regulated by their structural characteristics.
In summary, 4-methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboronheterocyclopentane-2-yl) pyridine has crucial uses in organic synthesis, drug development and material preparation, and has contributed significantly to the development of related fields.
What are the synthesis methods of 4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
The synthesis of 4-methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl) pyridine often involves several pathways.
First, a compound containing a pyridine structure is used as the starting material, and the pyridine ring is introduced into a halogen atom at a specific position through a halogenation reaction. Halogenation reagents such as N-bromosuccinimide (NBS) and bromine are commonly used in suitable solvents, such as dichloromethane, under the action of light or initiators. Then, the halogenated pyridine product is reacted with diphenacol borate in a palladium catalyst such as tetra (triphenylphosphine) palladium (0), and in the presence of a base such as potassium carbonate, in an organic solvent such as toluene-ethanol mixed solvent. The boron esterification is achieved to form the target product.
Second, the pyridine ring can be constructed first. For example, using a suitable raw material containing methoxy and borate ester substituents, the pyridine ring can be constructed through a multi-step reaction. For example, using 1,3-dicarbonyl compounds with ammonia or nitrogen-containing compounds, under acidic or basic catalysis, the pyridine ring can be formed by cyclization. Subsequent modifications and transformations of the substituents may be required to obtain the target product.
Third, with the help of the strategy of Suzuki-Miyaura coupling reaction. Select suitable halogenated pyridine derivatives and 4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl derivatives, and react in organic solvents under the action of palladium catalyst, ligand and base. The ligand can be selected from tri-tert-butylphosphine, etc., and the base can be selected from sodium carbonate, etc. By optimizing the reaction conditions, such as temperature and reaction time, the reaction yield can be improved to achieve the synthesis of the target product.
Different synthesis methods have their own advantages and disadvantages, and careful choices should be made according to factors such as the availability of raw materials, the convenience of reaction conditions, yield and purity requirements.
What are the physical properties of 4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboron-heterocyclopentane-2-yl) pyridine is an important compound in the field of organic synthesis. It has unique physical properties and has a profound impact on the reaction process of organic synthesis.
Looking at its properties, it is mostly white to quasi-white solid under normal conditions. The melting point of this compound is in a specific range, about [X] ° C. The melting point is an inherent characteristic of the substance, which is of great significance in identification and purity judgment. Due to the fixed melting point of pure substances, if it contains impurities, the melting point often decreases and the melting range becomes wider.
Its solubility is also critical. In common organic solvents such as dichloromethane, N, N-dimethylformamide (DMF), it exhibits good solubility. In dichloromethane, a uniform dispersion system can be formed, which is conducive to the development of various reactions. This is because the molecular structure of dichloromethane interacts with the compound, weakening the intermolecular force and promoting dissolution. In water, the solubility is very small. This difference in solubility is widely used in the separation and purification steps of compounds, and can be separated by solvent extraction.
Furthermore, the stability of the compound cannot be ignored. Under conventional conditions, it is quite stable. However, when encountering strong oxidizing agents, strong acids or strong bases, the structure may be damaged. In case of strong acids, boroxy bonds or hydrolysis, the structure will be changed. Therefore, when storing and using, it is necessary to avoid such substances and store them in a dry, cool and ventilated place.
4-methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboronacyclopentane-2-yl) The physical properties of pyridine, from its properties, melting point, solubility to stability, have a profound impact on its application in organic synthesis, drug development and other fields. In-depth understanding can be better used.
What are the precautions for storing and transporting 4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
4-Methoxy-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboron-heterocyclopentane-2-yl) pyridine is a commonly used reagent in organic synthesis. During storage and transportation, the following things should be paid attention to:
First, moisture-proof is essential. This compound is easily hydrolyzed in contact with water, resulting in structural damage and loss of original activity. Therefore, it should be stored in a dry place, and a desiccant can be used to assist in maintaining a dry environment. If the storage environment is humid, even if it is briefly exposed to water vapor, it may also initiate a hydrolysis reaction, making it deteriorate and affecting the subsequent use effect.
Second, the temperature needs to be controlled. It is usually suitable to store in a low temperature environment, generally -20 ° C or lower. High temperature will accelerate its decomposition rate and reduce its stability. When transporting, appropriate cooling measures should also be taken, such as the use of refrigeration equipment or ice packs, etc., to ensure that it is always in a suitable temperature range and prevent deterioration due to excessive temperature.
Third, avoid oxidation. The boron atoms in this compound are highly active and easy to be oxidized. Storage containers should be well sealed to ensure isolation from air. During transportation, the same attention should be paid to packaging sealing to prevent oxygen intrusion. If oxidation occurs, it will not only affect its chemical properties, but also may form impurities, which may interfere with subsequent reactions.
Fourth, be careful with packaging. This compound is relatively delicate in nature, and vibration and collision during transportation may cause damage to its packaging, and then contact with air, water vapor and other unfavorable factors. Therefore, the packaging must be firm, and cushioning materials must be added to reduce the risk of packaging damage during transportation and ensure its integrity.