What is the chemical structure of 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenyl} boronic acid

This is a problem of the chemical structure of 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenylboronic acid. This compound, according to its naming convention, can be stepwise analyzed for its structure.

"4-fluoro" indicates that the fourth position of the benzene ring has a fluorine atom substituted. The expression "2 - [ (tetrahydro-2H-pyran-2-yloxy) methyl]" means that the second position of the benzene ring is connected with a specific substituent. This substituent is composed of tetrahydro-2H-pyran-2-yloxy group connected to methyl group. Tetrahydro-2H-pyran is a six-membered cyclic structure containing oxygen, and its 2-position oxygen atom is connected to methyl group, which is then connected to the benzene ring. "Phenylboronic acid" indicates that there is also a boric acid group (-B (OH) -2) attached to the benzene ring.

In summary, the chemical structure of this compound is that there are fluorine atoms at 4 positions on the benzene ring, and [ (tetrahydro-2H-pyran-2-yloxy) methyl] substituents at 2 positions, and the benzene ring is connected with another boric acid group. The various parts of its structure are connected by chemical bonds, forming the overall structure of this particular organic compound.

What are the main uses of 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenyl} boronic acid

4 - fluoro - 2 - [ (tetrahydro - 2H - pyran - 2 - yloxy) methyl] phenyl} boronic acid, Chinese name or 4 - fluoro - 2 - [ (tetrahydro - 2H - pyran - 2 - yloxy) methyl] phenyl boronic acid. This compound is quite versatile.

In the field of medicinal chemistry, it is often used as an intermediate in organic synthesis. With its unique reactivity of carbon-boron bonds, it can participate in many key organic reactions, such as the Suzuki coupling reaction. In this reaction, it can be coupled with halogenated aromatics or olefins in the presence of suitable catalysts and bases to form carbon-carbon bonds, which help to build complex pharmaceutical molecular structures. With this property, it plays an important role in the development of new drugs, especially small molecule drugs with specific biological activities, which can accurately build the drug molecular skeleton and meet the requirements of drug activity and selectivity.

In the field of materials science, the presence of boron atoms and special substituents in the structure endows materials with unique photoelectric properties. For example, it can be introduced into polymer materials or organic semiconductor materials to improve the electrical and optical properties of materials, and then applied to organic Light Emitting Diodes (OLEDs), organic solar cells and other optoelectronic devices to improve device performance and efficiency.

At the level of chemical research, as a special structure of boric acid compounds, it provides an ideal model for basic research in organic chemistry. By studying its reaction mechanism and optimizing reaction conditions, researchers can deepen their understanding of organoboron chemistry, expand the methodology of organic synthesis, and provide ideas and references for the development of more novel organic reactions and synthesis strategies.

What is the synthesis method of 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenyl} boronic acid

Preparation of 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenylboronic acid can be done according to the following ancient method.

First, appropriate starting materials should be taken, in which fluorine-containing aromatic compounds should be used as groups, and substitutable groups should be required to introduce [ (tetrahydro-2H-pyran-2-yloxy) methyl] moiety. Select a 4-fluoro aromatic compound with a halogen atom or other active leaving group, such as 4-fluoro-2-halotoluene. The halogen atom can be bromine or chlorine, and its activity is sufficient for substitution in subsequent reactions.

React 4-fluoro-2-halotoluene with tetrahydro-2H-pyran-2-ol under suitable alkaline conditions and in the presence of a catalyst. The base is selected from potassium carbonate or sodium carbonate, and the two can be well mixed in organic solvents such as N, N-dimethylformamide (DMF) or acetonitrile. A phase transfer catalyst, such as tetrabutylammonium bromide, is added to assist the reaction. When heated to a suitable temperature, about 60-80 ° C, the halogen atom is replaced by (tetrahydro-2H-pyran-2-yloxy) methyl to obtain 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] toluene.

Then, 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] toluene is borated. With a strong base such as n-butyl lithium, in a low temperature, such as anhydrous ether or tetrahydrofuran solvent at -78 ° C, the hydrogen at the methyl group is replaced by lithium to form the corresponding lithium intermediate. Then, add a borate ester, such as trimethyl borate or triisopropyl borate, and heat it up to room temperature. The intermediate reacts with the borate ester to form the target borate.

Finally, the borate is acidified. With a weak acid such as dilute hydrochloric acid or dilute sulfuric acid, the pH value is adjusted moderately to convert the borate into 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenylboronic acid. The pure product can be obtained by extraction, column chromatography and other methods. The whole process needs to pay attention to the precise control of reaction conditions, the anhydrous requirements of the solvent and the stability of the intermediate, so as to effectively obtain this target compound.

What are the physical properties of 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenyl} boronic acid

4 - fluoro - 2 - [ (tetrahydro - 2H - pyran - 2 - yloxy) methyl] phenyl} boronic acid is an important compound in organic synthesis. In terms of its physical properties, the morphology of this compound is usually solid. Due to the specific functional groups contained in the molecular structure, it has a specific melting point and boiling point. However, the exact melting boiling point value still needs to be determined according to fine experiments, because different purity and measurement conditions can affect it.

Looking at its solubility, the compound exhibits different solubility properties in common organic solvents. In polar organic solvents, such as dichloromethane, N, N-dimethylformamide (DMF), it has a certain solubility. This is because the polar part of the molecule can form interactions with polar solvents, such as hydrogen bonds, dipole-dipole interactions, etc., to promote dissolution. In non-polar solvents, such as n-hexane, its solubility is poor, and the lid because the molecule is not completely non-polar, the interaction with non-polar solvents is weak.

Its density is also an important physical property. Although the specific density data needs to be accurately measured experimentally, it is inferred from the structure that its density should be similar to that of common organoboron compounds. The molecular structure of this compound gives it a certain spatial arrangement and mass distribution, which determine its density characteristics.

In addition, the stability of this compound is also one of the physical properties to consider. Under normal storage conditions, if it can avoid contact with active substances such as strong oxidants, strong acids, and strong bases, its structure is relatively stable. However, under specific conditions such as high temperature, high humidity, or light, decomposition or other chemical reactions may occur, which may affect its stability. This is because the chemical bonds in the molecule can change under different environmental conditions, resulting in changes in the molecular structure.

What is the market outlook for 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenyl} boronic acid

4-Fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenylboronic acid, this compound has a promising future in the field of chemical and pharmaceutical research and development.

Looking at the development of chemical industry in the past, the birth of new compounds often leads to industry changes. This boric acid compound has a unique structure and is a key building block in the field of organic synthesis. The combination of fluorine atoms and oxygen-containing groups endows it with special chemical activity and can participate in various chemical reactions, such as Suzuki-Miyaura coupling reaction, which can efficiently form carbon-carbon bonds. It plays an extraordinary role in the preparation of complex organic molecules and lays the foundation for the synthesis of new drug molecules and functional materials.

In the forefront of pharmaceutical research and development, boron-containing compounds have emerged. This boric acid structure may have good biological activity and targeting. After rational design and modification, it may be able to precisely act on disease-related targets, bringing the dawn of innovative drug creation. For example, targeting the metabolic characteristics of specific cancer cells, the design of targeted drugs based on this is expected to improve the therapeutic effect of cancer and reduce the damage to normal cells.

Furthermore, with the vigorous development of materials science, this compound may find opportunities in the field of functional material preparation. Its chemical activity can regulate the surface properties of materials, or be applied to the research and development of new photoelectric materials and sensor materials to meet the demand for high-performance materials in high-tech fields.

If you want to give full play to its advantages, you also face challenges. The synthesis process needs to be optimized to improve yield and reduce costs in order to meet the requirements of industrial production. And its biosafety, environmental impact, etc., still need to be further explored. Only by overcoming many difficulties can 4-fluoro-2- [ (tetrahydro-2H-pyran-2-yloxy) methyl] phenylboronic acid shine in the market and promote progress in chemical, pharmaceutical, materials and other fields.