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What is the main use of 2-Phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine?
2-Phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl) pyridine is an important compound in organic synthetic chemistry. It has a wide range of main uses and is first applied in the field of medicinal chemistry. In the process of many drug development, specific molecular structures need to be constructed to achieve the desired biological activity. The structural characteristics of this compound enable it to serve as a key intermediate and participate in the construction of the molecular skeleton of drugs. Through ingenious chemical reactions, it can be combined with other specific structural units to create potential drug molecules with novel activities.
Furthermore, in the field of materials science, it also has extraordinary performance. With the in-depth research of organic optoelectronic materials, the demand for materials with specific optical and electrical properties is increasing day by day. Due to its unique electronic structure and chemical properties, this compound may be suitably modified and processed, and applied to organic Light Emitting Diodes (OLEDs), organic solar cells and other devices, contributing to the improvement of material properties.
In addition, it plays a key role in the development of organic synthesis methodologies. Chemists often use it as a substrate to explore new chemical reaction pathways and catalytic systems. By studying the various reactions it participates in, it can expand the strategy of organic synthesis, provide new ideas and methods for synthesizing more complex and diverse organic compounds, and promote the continuous progress of organic synthesis chemistry.
What are the synthesis methods of 2-Phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
There are several common methods for synthesizing 2-phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine.
First, it can be prepared by the coupling reaction of halogenated pyridine and borate ester. First take a suitable halogenated pyridine, such as 5-halogenated-2-phenoxy pyridine, and 4, 4, 5, 5-tetramethyl-1, 3, 2-dioxyboron heterocyclic pentane-2-borate under the action of palladium catalyst, in a suitable solvent, such as toluene, dioxane, etc., add bases such as potassium carbonate, sodium carbonate, etc., and stir the reaction at a certain temperature. In this reaction, the palladium catalyst can be selected as tetrakis (triphenylphosphine) palladium, etc., which can effectively promote the formation of carbon-boron bonds and achieve the synthesis of the target product.
Second, using pyridine derivatives as starting materials, the pyridine ring is first modified to introduce phenoxy groups, and then boronyl groups are introduced at specific positions of the pyridine ring through suitable reaction conditions. For example, pyridine is first introduced into phenoxy groups through electrophilic substitution reaction, and then a metal-organic reagent is reacted with a boron-containing reagent to introduce 4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentane-2-yl.
Third, a strategy of gradually constructing pyridine rings can also be adopted. Fragments containing phenoxy groups and ester boronyl groups are first synthesized, and then pyridine rings are constructed through cyclization to obtain the target product. This method requires precise control of the reaction conditions to ensure the correct construction of the pyridine ring and the appropriate position of each substituent.
Different synthesis methods have their own advantages and disadvantages, and the appropriate synthesis path should be selected according to actual needs, such as the availability of raw materials, the ease of control of reaction conditions, and the requirements of product purity.
What are the physicochemical properties of 2-Phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
2-Phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentane-2-yl) pyridine, which is an important compound in organic synthesis. Its physical and chemical properties are unique, and it is related to its performance in various chemical reactions and practical applications.
When it comes to physical properties, it is mostly in solid form at room temperature and pressure. The melting point is a key index for determining its purity and characteristics. The specific value of the melting point of this compound is subject to accurate experimental determination. Its solid-state stability is good, and it is not easy to spontaneously produce significant physical changes under conventional storage conditions.
Its solubility is worthy of investigation in organic solvents. Generally speaking, it is easily soluble in common organic solvents, such as dichloromethane, chloroform, N, N-dimethylformamide (DMF), etc. This solubility provides convenience for participating in various reactions in organic synthesis, because it can be fully mixed and contacted with other reactants in a suitable solvent system, effectively promoting the reaction process. However, the solubility in water is limited, which is related to the large proportion of hydrophobic groups in the molecular structure. The intermolecular force between water molecules and the compound is weak, making it difficult to disperse it in the aqueous phase.
As for chemical properties, the pyridine ring and phenoxy group in this compound give it a certain electron cloud distribution and reactivity. Pyridine ring is alkaline and can react with acids to form corresponding salts. The lone pair of electrons of the oxygen atom in the phenoxy group allows it to participate in coordination and form complexes with metal ions, which shows potential application value in catalytic reactions and other fields. The key point is that the 5-position is connected with 4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl, which brings unique boron chemical properties to the compound. This boron group can participate in a variety of organic boron chemical reactions, such as Suzuki coupling reaction, and has remarkable results in building carbon-carbon bonds, providing an effective path for the synthesis of complex organic molecules.
What is the price range of 2-Phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market?
I have not found a clear price range for 2-Phenoxy-5 - (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market. The price of this compound often varies for a variety of reasons. First, the purity has a great impact. Those with high purity are expensive, and those with low purity are relatively cheap. Second, the purchase volume is also the key. When purchasing in large quantities, the price per unit may be reduced due to wholesale discounts; if buying in small quantities, the unit price will be higher. Third, the source of supply and the market supply and demand situation also affect its price. If there are many suppliers and the supply is sufficient, and the demand is stable, the price may stabilize or decline; if the supply is scarce and the demand is strong, the price will rise. In addition, the cost of synthesizing this compound, including raw materials, processes, energy consumption, etc., also plays an important role in its selling price. Therefore, to know its exact price range, you need to consult the relevant chemical raw material suppliers in detail, or check it on the chemical product trading platform to obtain accurate price information.
What is the stability of 2-Phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
The stability of 2-phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentane-2-yl) pyridine depends on whether it can maintain its own structure and properties under different environments. This compound contains a boron heterocyclopentane structure, and the boron atom has an electron-deficient property, which may have a significant impact on its stability.
Under normal storage conditions, if the environment is dry and the temperature is suitable, this compound should have a certain stability. Because the dry environment can avoid the hydrolysis reaction caused by water, resulting in the breaking of boroxy bonds. However, if the storage environment humidity is high, the water may attack the boron atoms, which will promote the disintegration of the boron heterocyclopentane structure, thereby affecting the overall stability of the compound.
Light may also affect its stability. The aromatic ring structure in this compound is more sensitive to light. Under light conditions, it may trigger electron transitions to produce excited state molecules. Excited state molecules have high activity and are prone to chemical reactions, resulting in structural changes and reduced stability.
Temperature is also a key factor. High temperature can intensify the thermal movement of molecules, increase the vibration of chemical bonds, reduce the bond energy, or initiate the decomposition reaction of compounds. On the contrary, low temperature environment can slow down the molecular movement and help maintain its stability.
In addition, the stability of this compound in different solvents also varies. Polar solvents may interact with compounds, interfering with their original electron cloud distribution and affecting stability; while non-polar solvents interact weakly with compounds, or are more conducive to maintaining their stability.
In summary, the stability of 2-phenoxy-5- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) pyridine is influenced by a variety of factors, and various conditions should be carefully considered when storing and using to ensure its stability.