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What are the chemical properties of 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid
5-Bromo-1H-benzo [d] imidazole-2-carboxylic acid is 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid. The chemical properties of this substance are unique and especially important.
Its appearance is often in a specific form, mostly solid, and the color varies depending on the preparation and purity, or it is white to white powder, which is fine and uniform in appearance. In terms of solubility, it behaves differently in common organic solvents. In polar organic solvents such as dimethyl sulfoxide (DMSO) and N, N-dimethylformamide (DMF), there is a certain solubility, which can form a clear solution. This property is conducive to participating in the reaction as a reactant or intermediate in organic synthesis reactions. However, in solvents with strong polarity but large structural differences from this compound, such as water, the solubility is poor, insoluble or slightly soluble, which is related to the hydrophobic benzimidazole ring contained in its molecular structure.
As far as acidity is concerned, it is acidic because its molecule contains carboxyl functional groups. In solution, carboxyl groups can be ionized, release protons, and exhibit acidic properties. The acidity of benzimidazole ring affects other groups in the molecule. The bromine atom on the benzimidazole ring can enhance the acidity of the carboxyl group due to its electron-absorbing effect. Compared with the benzimidazole-2-carboxylic acid without a substituent, it is easier to give protons.
In terms of chemical reactivity, carboxyl groups can participate in many reactions. It can esterify with alcohols. Under acid-catalyzed conditions, carboxyl groups dehydrate and condensate with alcohols to form corresponding ester compounds. This reaction is an important method for building ester bonds in organic synthesis. At the same time, its benzimidazole ring part is also reactive, and the lone pair electron on the nitrogen atom can participate in the nucleophilic reaction, interact with the electrophilic reagent, and then introduce new functional groups to realize the modification and expansion of the molecular structure. These chemical properties make it have wide application prospects in many fields such as pharmaceutical chemistry and materials science, and occupy an important position in the study of organic synthetic chemistry.
What are the main uses of 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid
5-Bromo-1H-benzo [d] imidazole-2-carboxylic acid is 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid, which has a wide range of uses. In the field of medicinal chemistry, it is often a key intermediate for the creation of new drugs. The structure of genbenzimidazole is ubiquitous in many bioactive molecules, and its modification with bromine and carboxyl groups can significantly change the physical, chemical and biological properties of compounds to meet the needs of specific drug targets. For example, it may be used to develop drugs with anti-tumor activity, which inhibit the growth and proliferation of tumor cells by affecting specific biological processes. < Br >
In the field of materials science, it is also useful. With its unique chemical structure, it can participate in the preparation of functional materials. For example, by compounding with other organic or inorganic materials, the material is endowed with special optical, electrical or thermal properties, and then applied to fields such as optoelectronic materials, sensor materials, etc., contributing to the realization of high performance and multi-functionality of materials.
In the field of organic synthetic chemistry, as an important synthetic building block, providing a foundation for the construction of more complex organic molecular structures. Its bromine atom and carboxyl group can participate in a variety of chemical reactions, such as nucleophilic substitution reaction, esterification reaction, amidation reaction, etc., resulting in a series of compounds with novel structures and potential application value, which greatly enriches the strategies and paths of organic synthesis.
What are the synthesis methods of 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid
The synthesis method of 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid has been known for a long time, and it is now said by Jun Chen.
First, phthalamine and diethyl bromomalonate can be used as the starting point. First, phthalamine and diethyl bromomalonate are heated and refluxed in an alcohol solvent with a base as the catalyst. Alkali, such as potassium carbonate, can help the reaction proceed smoothly. In this step, an intermediate can be obtained. After hydrolysis and acidification, the ester group can be changed to a carboxylic group, and finally 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid can be obtained. When hydrolyzing, an aqueous solution of sodium hydroxide is appropriate, and for acidification, hydrochloric acid is used to adjust the pH to a suitable range.
Second, 4-bromo-2-nitroaniline is used as the raw material. It is first reacted with glyoxal under weak acid conditions to form a cyclic intermediate. Weak acids such as acetic acid can create a suitable reaction environment. Then through the reduction step, the nitro group is converted into an amino group by iron powder, hydrochloric acid system or catalytic hydrogenation method, and then oxidized, such as manganese dioxide as the oxidant, and the final product is obtained. In this process, the reaction conditions at each step need to be carefully controlled, and the purity and yield of the product are affected by temperature, time, and the proportion of reactants.
Third, 5-bromo-1H-benzo [d] imidazole can also be used as the starting material. Under appropriate pressure with carbon dioxide, in a suitable solvent, such as N, N-dimethylformamide, catalyzed by a metal catalyst, such as palladium catalyst, it can be converted into 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid. This reaction requires attention to pressure control and catalyst activity and dosage to make the reaction efficient.
The above synthesis methods have their own advantages and disadvantages, and should be used according to actual conditions, such as the availability of raw materials, cost, product purity requirements, etc.
What is the market price of 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid
5-Bromo-1H-benzo [d] imidazole-2-carboxylic acid, an important organic compound in the field of fine chemicals, often appears in pharmaceutical chemistry, materials science and other fields. As for its market price, it is difficult to be conclusive, because it is affected by many factors.
The first to bear the brunt is the cost of raw materials. The price fluctuations of various starting materials required for the preparation of 5-bromo-1H-benzo [d] imidazole-2-carboxylic acids have a deep impact on the price of the final product. If the supply of raw materials is in short supply, or the production process of raw materials changes, resulting in higher costs, the price of this compound will also rise.
Furthermore, the complexity of the production process should not be underestimated. If the preparation process requires a multi-step reaction, and each step requires strict reaction conditions, such as precise control of temperature, pressure, reaction time, etc., or the use of special catalysts and reaction equipment, the production cost will increase significantly, and the market price will rise accordingly.
The market supply and demand relationship is also a key factor. If there is a surge in demand for this compound in fields such as drug research and development, but the supply is difficult to keep up with quickly, forming a situation of supply exceeding demand, the price will rise; conversely, if the market demand is weak, and there are many producers and excess supply, the price will inevitably decline.
In addition, product purity has a significant impact on the price. High-purity 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid, due to the difficulty of preparation, is in high-end application scenarios, and the price is naturally much higher than that of low-purity products.
Based on past market conditions, the price of this compound may range from tens to hundreds of yuan per gram due to the above factors. However, the chemical product market is changing, and in order to know its exact market price, it is necessary to pay attention to the market dynamics of chemical raw materials in real time, consult professional chemical product suppliers or consult relevant industry information platforms.
Where is 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid used?
5-Bromo-1H-benzo [d] imidazole-2-carboxylic acid, that is, 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid, which has wonderful uses in many fields such as medicine and materials.
In the field of medicine, it can be used as a key drug synthesis intermediate. The structure of Geiinbenzimidazole is widely present in many drug molecules and has various biological activities. Using 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid as the starting material, through a series of chemical reactions, compounds with specific pharmacological activities can be constructed. For example, by modifying and derivatizing it, anti-tumor drugs can be synthesized. Tumor diseases are complex and difficult to treat. After rational design and transformation, this compound may act on specific targets of tumor cells and interfere with the proliferation and apoptosis of tumor cells, opening up new avenues for the development of anti-tumor drugs.
In the field of materials, it also shows unique value. In view of the good thermal and chemical stability of benzimidazole compounds, 5-bromo-1H-benzo [d] imidazole-2-carboxylic acids can participate in the preparation of high-performance materials. For example, in the synthesis of polymer materials, introducing it into the main chain or side chain of the polymer can change the physical and chemical properties of the polymer. After this operation, the obtained materials may have better heat resistance, mechanical properties, etc., which are very useful in aerospace, electronic devices and other fields that require strict material properties. In the aerospace field, materials need to withstand extreme temperatures and mechanical conditions, and high-performance materials containing this compound may be able to meet the relevant requirements.
Furthermore, in the field of organic synthetic chemistry, 5-bromo-1H-benzo [d] imidazole-2-carboxylic acid is an important building block for organic synthesis, which can participate in various organic reactions. With the help of the reactivity of bromine atom and carboxyl group, nucleophilic substitution, esterification, amidation and other reactions can be carried out, thereby synthesizing more complex and diverse organic compounds, providing a rich material basis and reaction path for the development of organic synthetic chemistry.