5 Bromo 1h Imidazole
Quinoline Thiophene Imidazole Thiazole
5-Bromo-1H-imidazole
Chemical Formula C3H3BrN2
Molar Mass 145.0 g/mol
Appearance White to off - white solid
Melting Point 145 - 147 °C
Solubility In Water Slightly soluble
Solubility In Organic Solvents Soluble in polar organic solvents like DMSO, DMF
Pka Imidazole ring has a pKa around 7 - 8 (approximate value related to the acidic/basic nature of the N - H group in imidazole moiety)
Reactivity Reactive towards nucleophiles due to the presence of the bromine atom which can undergo substitution reactions
FAQ

What are the physical properties of 5-Bromo-1H-imidazole?

5 - Bromo - 1H - imidazole is one of the organic compounds. It has unique physical properties and is widely used in the field of chemistry.

Looking at its properties, under normal temperature and pressure, 5 - Bromo - 1H - imidazole is mostly in the state of white to light yellow crystalline powder, which is easy to store and use. The characterization of its color is also one of the important characteristics to distinguish this substance.

As for the melting point, it is about 165 - 169 ° C. The melting point is also the temperature limit for the transformation of a substance from a solid state to a liquid state. This specific melting point causes 5-Bromo-1H-imidazole to change its phase state under specific temperature conditions. In chemical experiments and industrial production, the characteristics of the melting point are often the key basis for controlling the reaction process and separation and purification.

In terms of solubility, 5-Bromo-1H-imidazole is slightly soluble in water. Water is the solvent of all things, but it is only slightly soluble, and the degree of interaction with water molecules is limited due to its molecular structure. However, it has good solubility in organic solvents such as ethanol and dichloromethane. The polarity and molecular structure of organic solvents are more compatible with 5-Bromo-1H-imidazole, so they can dissolve each other. This solubility facilitates their use as reactants or intermediates in organic synthesis reactions, allowing them to be uniformly dispersed in the reaction system and promoting the progress of the reaction.

In addition, 5-Bromo-1H-imidazole has certain stability. However, under specific conditions, such as high temperature, strong acid, and strong alkali environment, its structure may change, initiating a chemical reaction. This balance of stability and reactivity needs to be carefully considered in chemical applications to achieve the desired chemical purpose.

What are the chemical properties of 5-Bromo-1H-imidazole?

5 - Bromo - 1H - imidazole is an organic compound with unique chemical properties and interesting properties.

This compound has certain acidity and alkalinity. Because the nitrogen atom of the imidazole ring contains lone pairs of electrons and can accept protons, it is weakly basic. However, its basicity is weaker than that of typical organic bases such as amines. At the same time, the hydrogen atom at the 1H - position has a certain acidity under certain conditions and can be taken away by bases. This is because the imidazole ring can effectively disperse negative charges and stabilize the generated negative ions.

The bromine atom of 5 - Bromo - 1H - imidazole has high activity. It can participate in a variety of nucleophilic substitution reactions. For example, in the presence of appropriate nucleophilic reagents such as alkoxides and amines, bromine atoms can be replaced by nucleophilic reagents to form new carbon-heteroatomic bonds. This property makes it an important intermediate in the field of organic synthesis, which is helpful for the synthesis of various imidazole-containing compounds.

This compound can also participate in metal-catalyzed coupling reactions. Under the action of transition metal catalysts such as palladium and copper, the bromine atom of 5-Bromo-1H-imidazole can be coupled with other organic halides or alkenes, thereby realizing the formation of carbon-carbon bonds, which greatly expands its application in the construction of complex organic molecules.

In terms of redox, 5-Bromo-1H-imidazole can be oxidized or reduced under specific conditions. For example, appropriate oxidants can act on imidazole rings or bromine atoms to initiate oxidation reactions; while reducing agents may change the electron cloud distribution of imidazole rings, or promote reductive debromination of bromine atoms.

In addition, the solubility of 5-Bromo-1H-imidazole in different solvents also affects its reactivity and application. It has certain solubility in common organic solvents such as dichloromethane, N, N-dimethylformamide, which facilitates its reaction operation in solution systems.

What are the common synthetic methods of 5-Bromo-1H-imidazole?

5 - Bromo - 1H - imidazole is an important intermediate in organic synthesis. There are many common synthesis methods, which are described below.

One of them is the method of using imidazole as the starting material. Imidazole can be obtained by bromination reaction 5 - Bromo - 1H - imidazole. Under normal circumstances, imidazole can be dissolved in suitable solvents, such as halogenated hydrocarbon solvents such as dichloromethane and chloroform, and the brominating reagent can be slowly added dropwise at low temperature. The commonly used brominating reagent is bromine (Br 2). This reaction needs to be carried out under the protection of inert gas to prevent side reactions. Because bromine is active and the reaction is easy to get out of control, the dropwise rate must be carefully controlled. At the same time, an appropriate amount of catalyst can be added, such as iron powder, iron tribromide, etc., to promote the smooth progress of the reaction. After the reaction is completed, the pure product can be obtained through extraction, washing, drying, column chromatography and other steps.

Second, the method of synthesis from nitriles. Using a specific nitrile compound as the starting material, it is prepared by multi-step reaction. First, the nitrile compound is cyclized with a nitrogen-containing reagent to construct an imidazole ring skeleton. The reaction conditions in this step are relatively harsh, and high temperature, high pressure and specific catalysts are often required. After the imidazole ring is generated, the bromination step is carried out. The bromination process is similar to the above-mentioned bromination with imidazole as raw material. Appropriate bromination reagents and reaction conditions are selected to obtain 5-Bromo-1H-imidazole. Although this method is a little more complicated, it is also practical for the situation where specific raw materials are abundant.

Third, the method of synthesis with the help of metal catalysis. Transition metal catalysts, such as palladium and copper, are used to catalyze the coupling reaction of halogenated aromatics and nitrogen-containing heterocyclic compounds. In this reaction system, the selection of suitable ligands is crucial, which can enhance the activity and selectivity of metal catalysts. By optimizing the reaction conditions, such as temperature, solvent, type and dosage of alkali, the reaction can be carried out efficiently to generate 5-Bromo-1H-imidazole. This method has the advantages of high atomic economy and relatively mild reaction conditions, and has attracted much attention in recent years.

All these synthetic methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively consider the availability of raw materials, cost, product purity requirements and other factors to choose the appropriate method.

5-Bromo-1H-imidazole in what areas?

5 - Bromo - 1H - imidazole is one of the organic compounds and has extraordinary uses in many fields.

In the field of medicine, it is a key intermediate for the synthesis of various drugs. Due to the unique biological activity of the imidazole ring structure, 5 - Bromo - 1H - imidazole can introduce specific functional groups to prepare antibacterial, antiviral and anti-tumor drugs. If chemically modified, antibacterial drugs with strong inhibitory power can be developed to specific bacteria, and the bactericidal effect can be achieved by interfering with the metabolic process of bacteria.

In the field of material science, it can be used to prepare functional materials. It can be polymerized with other monomers to give materials special properties. For example, the synthesis of polymers containing 5-Bromo-1H-imidazole can be used as sensitive materials in electronic devices to respond to specific substances or physical quantities and realize sensing functions.

In the field of organic synthesis chemistry, it is an important building block for the construction of complex organic molecules. Chemists use this to carry out various reactions, such as nucleophilic substitution, coupling reactions, etc., to construct organic compounds with diverse structures, expand the boundaries of organic synthesis, enrich the types of organic compounds, and provide a material basis for new drug development and material innovation.

In the field of catalysis, 5-Bromo-1H-imidazole-derived complexes or compounds can be used as efficient catalysts. Its unique structure can precisely activate substrate molecules, reduce reaction activation energy, improve reaction rate and selectivity, and demonstrate important value in organic synthesis reactions and industrial catalysis processes.

What is the market price of 5-Bromo-1H-imidazole?

5 - Bromo - 1H - imidazole is also a chemical product. Its market price varies due to many reasons. The first is related to its purity. If the quality is pure and high, the price may be high; if it contains more miscellaneous, the price must be low. Second, the supply and demand of the market are also the main reasons. If there are many people who want it, the supply is small, and the price must rise; on the contrary, the supply exceeds the demand, and the price will drop. Third, the method and cost of producing this product are also involved. The new and good method, the cost is reduced, and the price is appropriate; the ancient method is complicated and expensive, and the price must be high. Moreover, different sellers have different prices. Big merchants supply it, or the price is strict and stable; small merchants sell it, or the price is floating. Looking at past market conditions, the price of 5 - Bromo - 1H - imidazole varies from time to time. Recently, the chemical industry has flourished, the production method has gradually improved, the cost has decreased, and the price may be slightly reduced. However, due to changing market conditions, it is difficult to determine the exact price. If you want to know the actual price, you can check and compare it in the chemical trading market and the supplier's website to get a near-real price.