Dibenzothiophene-4-boronic acid

Dibenzothiophene-4-boronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. The delicacy of organic synthesis lies in the interaction of various compounds to build complex structures. Dibenzothiophene-4-boronic acid can be combined with many halogenates or other electrophilic reagents according to the coupling reaction mechanism such as the Suzuki reaction due to its boron-based activity. This reaction condition is relatively mild and has good selectivity. It can efficiently generate carbon-carbon bonds, which in turn helps to synthesize many organic molecules with specific structures and functions, such as drug molecules, natural product analogs, etc.
In the field of materials science, it also has important applications. With the advance of science and technology, the demand for special performance materials is increasing. Dibenzothiophene-4-boronic acid is involved in the synthesis of polymers or organic semiconductor materials, showing unique optoelectronic properties. In the development of organic Light Emitting Diode (OLED) and organic solar cells, such materials may optimize device performance, improve luminous efficiency, charge transport capacity, etc., contributing to the development of new optoelectronic devices.
Furthermore, in the field of pharmaceutical chemistry, due to its unique structure, it may be used as a lead compound for structural modification and optimization. Researchers use it as a starting point to create drug molecules with specific biological activities by introducing different substituents and other means, which are expected to play a role in specific disease targets and open up a path for new drug research and development. In short, dibenzothiophene-4-boronic acid is of great value in many fields such as organic synthesis, materials science, and medicinal chemistry, which promotes the continuous progress of related science and technology.

Dibenzothiophene-4-boronic acid, that is, dibenzothiophene-4-boronic acid, is a white to off-white solid. Its melting point is about 138-142 ° C. This characteristic makes it have a specific state transition temperature during heating, and its purity can be determined by melting point.
The substance has a certain solubility. It has a certain solubility in common organic solvents such as dichloromethane, N, N-dimethylformamide. It is soluble in alcohol solvents, but its solubility in water is low. Such a difference in solubility makes it possible to choose a suitable solvent when constructing a reaction system for organic synthesis and separating and purifying the product.
From a chemical perspective, its boric acid-containing groups have typical boric acid chemical activity and can participate in a variety of organic reactions. For example, in the Suzuki-Miyaura coupling reaction, it can be coupled with halogenated aromatics or olefins in the presence of palladium catalysis and bases to form carbon-carbon bonds, realizing the construction of complex organic molecules, which is widely used in the fields of pharmaceutical chemistry and materials science. At the same time, boric acid groups can form reversible covalent bonds with diol compounds, which shows potential uses in supramolecular chemistry and sensor design.

There are many ways to synthesize dibenzothiophene-4-boronic acid.
First, it can be prepared by the reaction of halogenated aromatics and borate esters. First, take the halogenated benzothiophene derivative, put it in a suitable reaction solvent, such as anhydrous tetrahydrofuran, add an appropriate amount of base, such as potassium carbonate, and then add the borate ester, such as pinacol borate. Then introduce a transition metal catalyst, such as palladium acetate, and heat and stir the reaction in a nitrogen-protected atmosphere. During this process, the halogen atom of the halogenated aromatic hydrocarbon is replaced with the borate, and the precursor of the target product is obtained. Subsequent hydrolysis treatment results in the formation of dibenzothiophene-4-boronic acid.
Second, it can also be achieved by the Grignard reagent method. First, the halogen-containing benzothiophene compound is reacted with magnesium chips in anhydrous ether or tetrahydrofuran to prepare the Grignard reagent. After that, the Grignard reagent is slowly dropped into the borate ester solution. After the reaction is completed, the same hydrolysis step can be taken to obtain dibenzothiophene-4-boronic acid. This method requires attention to the anhydrous and anaerobic reaction environment to prevent the Grignard reagent from failing.
In addition, special methods such as metal-organic chemical vapor deposition (MOCVD) can also be considered. However, this method requires high equipment and is complicated to operate. It is necessary to precisely control the flow rate, temperature and pressure of the reaction gas, so that the organometallic compound containing benzothiophene structure and the gas precursor containing boron can undergo vapor deposition reaction on a specific substrate, thereby generating dibenzothiophene-4-boronic acid. However, its cost is high, and it is mostly used in large-scale production or specific needs.
All synthesis methods have their own advantages and disadvantages, and the appropriate method should be carefully selected according to actual needs, such as the purity requirements of the target product, production scale, cost budget and other factors.

The price of this product often varies due to many factors, such as the quality of the product, the quantity of the product, the state of supply and demand, the cost of the system, and different suppliers, time and market, the price is also different.
Looking at the market conditions in the past, if the quantity is small, the reagent grade, the price per gram may be between tens and hundreds of gold. If the quantity is large, the industrial grade, the cost can be reduced due to the regulation of the product, the price per kilogram or thousands of gold. However, this is only an approximate number, not the exact price. < Br >
To get the exact price, consult chemical reagent suppliers, chemical product traders, or refer to real-time quotations submitted by chemical product trading platforms and inquiry websites. In this way, the approximate price of dibenzothiophene-4-boronic acid on the market can be obtained.

Dibenzothiophene-4-boronic acid is widely used in the field of organic synthesis.
First, it is often a key player in the formation of carbon-carbon bonds. For example, Suzuki coupling reaction, which is a classic method for forming carbon-carbon bonds in organic synthesis. Dibenzothiophene-4-boronic acid can be efficiently coupled with halogenated aromatics or alkenyl halides under the action of palladium catalysts and bases. By this method, a series of biaryl compounds with diverse structures can be synthesized, which are of great significance in the field of medicinal chemistry. The core structure of many biologically active drug molecules contains biaryl fragments. Through the Suzuki coupling reaction participated by the boric acid, such structures can be precisely constructed, providing key intermediates for the development of new drugs.
Second, in the field of materials science, it also has good performance. Due to its unique molecular structure, it can be introduced into polymers or organic semiconductor materials through specific reactions. The electrical and optical properties of the modified materials can be optimized. For example, in the design and synthesis of organic Light Emitting Diode (OLED) materials, the introduction of dibenzothiophene-4-boric acid-derived structures can adjust the luminous efficiency and color purity of the materials, thereby improving the display performance of OLED devices.
Third, in the field of supramolecular chemistry, dibenzothiophene-4-boric acid can reversibly bind to molecules containing cis-diol structures due to its boric acid group characteristics, and then be used to construct supramolecular systems. This supramolecular system shows potential application value in molecular recognition, sensing, etc. For example, sensors with high selective recognition ability for specific sugar molecules can be designed to achieve rapid and sensitive detection of sugar substances through the interaction between boric acid and sugar cis-diol.