5-Formyl-2-thiopheneboronic acid

5-Formyl-2-thiophene boronic acid has a wide range of uses. In the field of organic synthesis, it can be used as a key intermediate.
The exquisite organic synthesis often relies on various intermediates to thread the needle to form complex organic molecules. 5-Formyl-2-thiophene boronic acid has a unique chemical structure, in which the formyl group and the boric acid group are both reactive check points, which can initiate a variety of chemical reactions.
It is effective in the construction of thiophene derivatives. Thiophene compounds are widely used in the field of materials science, especially in organic optoelectronic materials. The structure and properties of thiophene derivatives can be precisely regulated by the reaction of 5-formyl-2-thiophene boronic acid to meet the special requirements of organic Light Emitting Diode (OLED), organic solar cells and other devices.
Furthermore, in the field of medicinal chemistry, it also has extraordinary performance. With it as an intermediate, compounds with specific biological activities can be synthesized. The design and synthesis of many drug molecules often require the introduction of fragments containing thiophene structures. 5-formyl-2-thiophene boronic acid can be used as an important starting material in this process. After multi-step reactions, molecular structures that fit drug targets can be shaped, providing rich possibilities for new drug development.
In addition, 5-formyl-2-thiophene boronic acid can also play a role in catalytic reaction research. It can be combined with transition metal catalysts to participate in important catalytic reactions such as the Suzuki-Miyaura coupling reaction, realizing the construction of carbon-carbon bonds, and contributing to the development of organic synthetic chemistry.

5-Formyl-2-thiophene boronic acid is a commonly used reagent in organic synthesis. Its physical properties are quite critical, let me explain in detail.
Looking at its appearance, it is often in the form of white to off-white solid powder, which is easy to use and operate. Its melting point range is usually between 126-131 ° C. During this temperature range, the substance will gradually change from solid state to liquid state. This melting point characteristic is of great significance for its application under specific reaction conditions.
In terms of solubility, 5-formyl-2-thiophene boronic acid exhibits good solubility in common organic solvents such as dichloromethane, N, N-dimethylformamide (DMF), etc., which makes it uniformly dispersed in many organic reaction systems, thus participating in the reaction efficiently. However, its solubility in water is relatively poor, which needs to be taken into account in the design of the reaction plan and subsequent product separation and purification steps.
This substance has certain stability, but it needs to be properly stored. It should be stored in a dry and cool place to avoid contact with strong oxidants, strong bases and other substances to prevent chemical reactions from causing deterioration. Because its structure contains both formyl and boric acid groups, these functional groups give it unique chemical activity and can be used to construct various complex compound structures in the field of organic synthesis.
Knowing the physical properties of 5-formyl-2-thiophene boronic acid has important guiding value for organic synthesis chemists to design reaction paths, optimize reaction conditions and control product quality.

There are several methods for the synthesis of 5-formyl-2-thiophene boronic acid.
First, 5-bromo-2-thiophene formaldehyde is used as the starting material. In a low temperature and inert gas protected environment, it is dissolved in a suitable organic solvent, such as anhydrous tetrahydrofuran. Subsequently, a strong base reagent such as butyllithium is slowly added, and the butyllithium and the substrate undergo lithium halogen exchange reaction to form 5-lithium-2-thiophene formaldehyde intermediate. This intermediate is quite active, and then reacts with borate esters, such as trimethyl borate or triisopropyl borate, and after hydrolysis treatment, 5-formyl-2-thiophenoboronic acid can be obtained. This method has harsh reaction conditions and requires low temperature operation, and reagents such as butyl lithium are highly active and dangerous, so extreme caution must be used during operation.
Second, it can be started from 2-thiophenaldehyde. It is first halogenated. Under suitable conditions, a suitable halogenating agent, such as N-bromosuccinimide (NBS), is reacted in an organic solvent to introduce a halogen atom at the 5-position of the thiophene ring to obtain 5-halo-2-thiophenylformaldehyde. After that, similar to the above method of using 5-bromo-2-thiophenylformaldehyde as raw material, lithium halogen exchange, reaction with borate ester, hydrolysis, and the final product is obtained. This path is more common and easy to obtain than the former starting material, but with more halogenation steps, the reaction steps are increased, and the overall yield may be affected. < Br >
Third, transition metal catalysis can also be used. Using 2-thiophene formaldehyde derivatives and boron sources as raw materials, the reaction is carried out in a suitable reaction system under the action of transition metal catalysts such as palladium catalysts. This method requires the selection of suitable ligands to improve the reaction activity and selectivity, and the reaction conditions need to be finely regulated, such as temperature, reaction time, catalyst dosage, etc. Its advantages are that the reaction conditions are relatively mild and the selectivity is good, but the catalyst cost is high, and the reaction equipment and operation requirements are not low.

For 5-formyl-2-thiophene boronic acid, pay attention to many matters during storage and transportation. This is a rather delicate chemical and needs careful care.
The first thing to pay attention to is its storage environment. It should be placed in a cool, dry and well-ventilated place. Because it is quite sensitive to humidity, it is easy to deteriorate in a humid environment, so it needs to be kept away from water sources and moisture. Remember that if you are in a humid place, it is as if it is placed in a rain curtain, and it is very easy to be eroded and lose its original nature. Temperature also needs to be strictly controlled, not too high. High temperature is like a flame, which can cause chemical reactions and damage its quality.
Times and when transporting. Packing must be tight to prevent leakage. This is like marching in formation, and comprehensive protection can ensure its safety. During transportation, avoid violent vibrations and collisions, just like the road needs to be stable, and do not make bumps, so as not to damage its structure.
Furthermore, this chemical may be dangerous to a certain extent. People who store and transport it should be familiar with relevant safety knowledge and emergency treatment methods. In case of leakage, etc., they can respond quickly without causing a major disaster. This is like having a strategy in advance to save the danger.
In general, when storing and transporting 5-formyl-2-thiophene boronic acid, care must be taken, paying attention to the environment, packaging, and personnel knowledge, so as to ensure its safety and effectiveness.

The market price of 5-formyl-2-thiophene boronic acid is often different due to various reasons. The key factor here is the purity of the product. If the purity is high, it is almost perfect, and it can reach more than 99%. In a place where purity is demanding in fine chemicals and drug research and development, it will be worth a lot. Because obtaining high-purity products requires exquisite and complex purification processes, the cost will naturally rise. On the contrary, if the purity is slightly lower, such as about 95%, the price will be much more affordable, and it is mostly used for ordinary chemical synthesis that requires a little delay.
Furthermore, the source of supply and the market supply and demand situation also affect its price. If there are many suppliers, sufficient supply, and the market demand is not hot, the price will tend to be easy in order to make sales. On the contrary, the supply is scarce, and there are many buyers, just like the water of the desert, the price must be high.
From the example of past transactions, in a large-scale chemical raw material trading platform, small batch purchases, 98% purity of 5-formyl-2-thiophene boronic acid, the price per gram may be between 50 and 100 yuan. However, if the batch is considerable, reaching the kilogram level, the price per gram may be reduced to 30 to 50 yuan due to economies of scale.
As for special customizations, such as specific packaging and ultra-high purity requirements, the price is different, or far more than the usual price. Therefore, in order to know the exact market price, it is necessary to carefully check the real-time market information and negotiate with various suppliers to obtain an accurate number.