1-Methyl-1H-imidazole-5-boronic acid pinacol ester

The chemical structure of 1-methyl-1H-imidazole-5-boronic acid pinacol ester is an interesting object of inquiry in the field of organic chemistry. Its structure contains an imidazole ring, which is a five-membered nitrogen-containing heterocycle with unique electronic properties and reactivity. At the first position of the imidazole ring, there is a methyl group connected, which consists of one carbon atom and three hydrogen atoms, which affects the electron cloud distribution and steric resistance of the molecule.
Looking at the fifth position, the part of the boric acid pinacol ester is connected. In the structure of the boric acid pinacol ester, the boron atom is connected to two oxygen atoms, and this dioxygen atom is connected to the carbon skeleton of the pinacol. The outer electron number of the boron atom is 3. After bonding with the dioxygen atom, there is still an unpaired electron, which makes it have a certain electron deficiency. This property makes the compound often used as an electrophilic agent in organic synthesis reactions.
The overall chemical structure of 1-methyl-1H-imidazole-5-borate pinacol ester, due to the interaction of imidazole ring, methyl and borate pinacol ester, presents unique physical and chemical properties. It plays a key role in many organic synthesis reactions, such as Suzuki coupling reaction, and can effectively construct carbon-carbon bonds, providing an important path for the synthesis of complex organic molecules.

1-Methyl-1H-imidazole-5-boronic acid pinacol ester, this compound has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. In the reaction of constructing carbon-carbon bonds and carbon-heteroatomic bonds, it shows its talents. Such as Suzuki coupling reaction, 1-methyl-1H-imidazole-5-boronic acid pinacol ester can react with halogenated aromatics, halogenated olefins and other substrates to form biaryl and alkenylated products with diverse structures. These products are of great significance in the field of medicinal chemistry and can lay the foundation for the creation of new drug molecules. < Br >
In the field of materials science, it also plays an important role. With the help of this compound, specific functional groups can be introduced to modify the surface of the material or change the internal structure of the material, thereby imparting unique properties such as improved optical and electrical properties to the material. For example, in the preparation of organic optoelectronic materials, the rational use of 1-methyl-1H-imidazole-5-boronic acid pinacol ester can regulate the luminous efficiency and stability of the material, which is of great benefit to the development of high-performance organic Light Emitting Diode (OLED) materials.
In addition, in chemical biology, 1-methyl-1H-imidazole-5-borate pinacol esters can be used to label biomolecules. Because of its unique chemical structure, it can specifically bind to certain biomolecules, and the borate esters can react under specific conditions, so as to achieve precise positioning and tracking of biomolecules, enabling scientists to deeply explore complex biochemical processes in living organisms.

The method of synthesizing 1-methyl-1H-imidazole-5-boronic acid pinacol ester often follows several paths. One is to start with 1-methyl-1H-imidazole-5-halide, which is co-placed in a suitable solvent with a dual pinacol-based diboron and a palladium catalyst, and boronated in the presence of a base. Among them, the halogen of the halide can be bromine or iodine, the palladium catalyst such as tetrakis (triphenylphosphine) palladium, the base such as potassium carbonate or sodium carbonate, and the solvent is often dioxane or toluene. The reaction is heated and refluxed to make the reaction sufficient, and the product can be obtained. < Br >
There are also those who use 1-methyl-1H-imidazole as the starting material. First, a suitable substituent is introduced at the 5-position of the imidazole ring in a suitable method, and this substituent can be converted into a borate ester group later. For example, after metallization, the 5-position is formed into a carbon-metal bond, which then interacts with the borane of pinacol to form a borate ester structure. Commonly used metallization reagents include n-butyl lithium, etc. The reaction needs to be carried out at a low temperature and in an anhydrous and oxygen-free environment to ensure the smooth reaction and the purity of the product.
Furthermore, imidazole derivatives can be used to react with boron-containing reagents in multiple steps to construct target molecules. First, imidazole is reacted with a specific reagent to construct an intermediate containing a suitable functional group. This intermediate is then reacted with the related reagents of pinacol borate. After functional group conversion, 1-methyl-1H-imidazole-5-boronic acid pinacol ester is finally obtained. Each step of the reaction needs to be carefully controlled according to the characteristics of the reactants and reaction conditions in order to obtain the desired product with good yield and purity.

1-Methyl-1H-imidazole-5-boronic acid pinacol ester, the properties of this substance are particularly important. It is a white to off-white solid with uniform quality and pure color. The melting point is within a specific range, which is one of the keys to identifying its purity. The lid melting point is stable and accurate, and its quality is excellent.
In terms of solubility, it has good solubility in common organic solvents such as dichloromethane, N, N-dimethylformamide. This property is crucial in organic synthesis reactions. Because it can be uniformly mixed with many reactants, it promotes the smooth progress of the reaction, just like a boat walking on water, smooth and unimpeded. < Br >
In terms of stability, it is quite stable under normal storage conditions. In case of strong oxidizing agents, strong acids and alkalis, it will also change. Therefore, when storing, it is necessary to choose a cool and dry place to avoid contact with the above substances, just like protecting treasures to prevent damage.
Its chemical activity is unique, and it is often used as a key reagent in coupling reactions. With the structural characteristics of borate esters, it can react with halogenated aromatics, olefins, etc., to form carbon-carbon bonds. This reaction process is like building a delicate pavilion, and each part is precisely spliced to build complex organic molecules. It is widely used in drug synthesis, materials science and other fields, such as masonry in Guangsha.

I see what you are inquiring about, but it is 1-methyl-1H-imidazole-5-boronic acid pinacol ester in the market price range. However, the price of this chemical often changes for many reasons. First, the purity is different. If the purity is high, the price will be expensive; if the purity is low, the price will be low. Second, the purchase quantity is different. If you buy it in large quantities, the merchant may have a discount, and the price will be low; if you buy it in small quantities, the price will be high. Third, the difference between suppliers, different suppliers have different pricing strategies and different prices.
According to past market conditions, if the purity is about 95%, if you buy it in small quantities (such as a few grams), the price per gram may be in the tens of yuan. If you buy it in large quantities (such as hundreds of grams, kilograms), the price per gram may drop to around ten yuan, or even lower. Due to the scale effect, the cost can be reduced. However, the market situation changes, and the price of chemical raw materials is also affected by raw material costs, production process difficulties, market supply and demand, etc. Therefore, if you want to know the exact price, you should consult chemical product suppliers and chemical trading platforms to obtain real-time prices.