6 Bromo 2 Methyl 1h Benzimidazole
quinoline thiophene imidazole thiazole

6-bromo-2-methyl-1H-benzimidazole

    Specifications

    HS Code

    916300

    Chemical Formula C8H7BrN2
    Molecular Weight 211.06
    Appearance Solid (usually white or off - white powder)
    Melting Point Data - specific value needed for exactness
    Boiling Point Data - specific value needed for exactness
    Solubility In Water Low solubility in water
    Solubility In Organic Solvents Soluble in some organic solvents like DMSO, chloroform
    Pka Data - specific value needed for exactness
    Density Data - specific value needed for exactness
    Stability Stable under normal conditions, but may react with strong oxidizing agents

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    General Information
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    Frequently Asked Questions

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    What are the chemical properties of 6-bromo-2-methyl-1H-benzimidazole?
    6-Bromo-2-methyl-1H-benzimidazole is an organic compound with unique chemical properties. Its structure contains benzimidazole parent nucleus, bromine atom at 6 position and methyl at 2 position, which endows it with various chemical activities.
    First of all, due to the high electronegativity of bromine atoms, it has a strong electron-absorbing effect. Therefore, 6-bromo-2-methyl-1H-benzimidazole can be used as an electrophilic reagent. In the nucleophilic substitution reaction, bromine atoms are easily replaced by nucleophiles, and many benzimidazole derivatives containing different functional groups are derived, which is an important path for organic synthesis.
    Furthermore, the benzimidazole ring system is aromatic and stable, and can participate in various aromatic reactions. For example, under suitable conditions, other functional groups can be introduced into the ring to enrich its chemical structure and properties.
    In addition, the 2-position methyl group has a donor electron effect, which can affect the electron cloud density distribution of the benzimidazole ring, which has a significant impact on the reactivity and selectivity. In some reactions, methyl groups can increase the steric resistance, which affects the intermolecular interaction and the reaction check point selectivity.
    At the same time, 6-bromo-2-methyl-1H-benzimidazole contains a nitrogen heterocycle, and the nitrogen atom has lone pairs of electrons. It can be used as a ligand to complex with metal ions to form metal complexes, which are widely used in catalysis, materials science and other fields.
    In short, the special structure of 6-bromo-2-methyl-1H-benzimidazole shows important potential application value in many fields such as organic synthesis, materials science, and pharmaceutical chemistry. Its unique chemical properties open up broad space for chemical research and practical applications.
    What are the common synthetic methods of 6-bromo-2-methyl-1H-benzimidazole?
    The common synthesis method of 6-bromo-2-methyl-1H-benzimidazole has attracted much attention in the field of organic synthesis. The synthesis method follows several paths.
    One is often to use o-phenylenediamine and bromoacetic acid derivatives as starting materials. The o-phenylenediamine has an active amino group, and the bromoacetic acid derivative contains an active halogen atom. Under suitable reaction conditions, the two first undergo a condensation reaction, and the amino group interacts with the carboxyl-derived group to form an intermediate product. This step often requires a suitable solvent, such as ethanol, dichloromethane, etc., to help the reactants fully contact, and the temperature also needs to be precisely controlled. Generally, under mild heating conditions, about 50-80 ° C, the reaction can be promoted smoothly. Subsequently, the intermediate product is cyclized to form the core structure of benzimidazole. This cyclization step may require the assistance of a catalyst, such as some Lewis acids, to reduce the activation energy of the reaction and improve the reaction rate and yield.
    Second, there are also nitroaniline compounds as starters. First, nitroaniline is reduced to convert the nitro group into an amino group to obtain the corresponding o-phenylenediamine derivatives. This reduction process is often carried out by a system composed of iron powder, zinc powder and other metals and acids, or by catalytic hydrogenation. Then, the obtained o-phenylenediamine derivatives are reacted with brominating reagents and methylating reagents in sequence. Bromine sources such as liquid bromine and N-bromosuccinimide (NBS) can be selected for bromine reaction, and bromine atoms are introduced under appropriate solvents and reaction conditions. The methylation reaction uses iodomethane, dimethyl sulfate, etc. as methylating reagents, and the introduction of methyl is completed under basic conditions, such as the presence of potassium carbonate, sodium hydroxide and other bases, resulting in 6-bromo-2-methyl-1H-benzimidazole.
    In addition, there are other synthetic paths, but the above two are relatively common methods. During the synthesis process, the conditions of each step of the reaction are finely regulated, which has a great impact on the purity and yield of the product. In practice, chemists often choose the appropriate synthesis route according to the availability of raw materials, cost and the requirements of the target product.
    In what areas is 6-bromo-2-methyl-1H-benzimidazole applied?
    6-Bromo-2-methyl-1H-benzimidazole is used in various fields such as medicine and materials.
    In the field of medicine, it is often a key intermediate for the synthesis of drugs. Due to its unique structure, it can participate in many reactions to construct compounds with specific biological activities. For example, some studies have been dedicated to modifying it to create anti-tumor drugs. Because it can interact with specific targets in tumor cells, or interfere with the metabolic process of tumor cells, or affect their proliferation signaling pathways, it shows the potential to inhibit tumor growth. Or it can be used to develop antibacterial drugs to achieve antibacterial effect by interfering with the physiological activities of bacteria.
    In the field of materials, 6-bromo-2-methyl-1H-benzimidazole is also of great value. First, it can be applied to the preparation of organic optoelectronic materials. Because of its structure, it is conducive to the regulation of electron transport and optical properties, it can be used to manufacture organic Light Emitting Diodes (OLEDs) to improve their luminous efficiency and stability. Second, in terms of polymer material modification, introducing it into the polymer chain can endow the material with new properties, such as improving the heat resistance and mechanical properties of the material, so that the material has more applications in aerospace, automobile manufacturing and other fields that require strict material properties. In addition, in the field of chemical research, as an important organic synthesizer, it can provide novel strategies and methods for the development of organic synthetic chemistry, enabling chemists to explore more unknown chemical reaction paths and compound structures, and promoting the continuous development of chemistry.
    What are the physical properties of 6-bromo-2-methyl-1H-benzimidazole?
    6 - bromo - 2 - methyl - 1H - benzimidazole is an organic compound with unique physical properties. Looking at it, it is mostly solid at room temperature. However, due to differences in crystal form and purity, the appearance may vary, or it is white to light yellow crystalline powder with fine texture.
    When it comes to the melting point, the melting point of this compound is quite critical, about a certain range, because the exact value is affected by the determination method and impurities, but it is roughly in a certain range. This property is of great significance in the identification and purity determination of the compound. Its melting point is stable, reflecting the strength of intermolecular forces and the stability of the structure.
    Solubility is also an important physical property. In common organic solvents, such as ethanol, dichloromethane, etc., there is a certain solubility, but poor solubility in water. Due to the molecular structure, the presence of benzimidazole ring, bromine and methyl makes the molecule have a certain hydrophobicity, but the nitrogen atom of benzimidazole ring has weak hydrophilicity, so there is a difference in the solubility of organic solvents and water.
    Its density is similar to that of most organic solids. Although the exact value needs to be determined experimentally, the relative density can be helpful for material separation and phase behavior research.
    In addition, the compound has good stability and is not easy to decompose or other chemical reactions under normal conditions. In case of strong acid, strong base or extreme conditions such as high temperature and light, the molecular structure may be affected, triggering a reaction.
    In conclusion, the physical properties of 6-bromo-2-methyl-1H-benzimidazole are of great significance in the fields of organic synthesis and medicinal chemistry, laying the foundation for its application.
    What is the market price of 6-bromo-2-methyl-1H-benzimidazole?
    6-Bromo-2-methyl-1H-benzimidazole is an organic compound, and its market price fluctuates due to various factors, making it difficult to give a fixed value.
    The price of this compound is first influenced by supply and demand. If the market demand for it is strong and the supply is relatively short, the price will rise; conversely, if the demand is low and the supply is sufficient, the price may decline.
    Furthermore, the production cost has a great impact. The cost of raw materials, the complexity of the production process and energy consumption are all related to the cost. If the scarcity of raw materials is high, or the production process requires high technology and high-cost equipment, the price of the product will be high.
    Purity is also a key factor. The price of high-purity 6-bromo-2-methyl-1H-benzimidazole is usually higher than that of low-purity products due to the need for finer purification processes.
    In addition, the market competition situation also plays a role. If there are many market participants and the competition is fierce, the price may be favorable in order to compete for share; conversely, under the monopoly or oligopoly situation, the price may be more manipulative.
    According to past market conditions, the price per gram of low-purity crude products may range from a few yuan to tens of yuan; while the price of high-purity fine products may reach more than 100 yuan per gram, or even higher, depending on the specific purity and market conditions. However, this is only a rough estimate. The actual price must be monitored in real time through channels such as chemical product trading platforms and supplier quotations in order to be accurately known.