2 Bromo 3 Nitro 5 Methylpyridine
pyridine pyrrole pyrazine piperidine piperazine

2-Bromo-3-nitro-5-methylpyridine

    Specifications

    HS Code

    100688

    Chemical Formula C6H5BrN2O2
    Molar Mass 217.02 g/mol
    Appearance Solid (usually)
    Physical State At Room Temp Solid
    Color Off - white to pale yellow
    Odor Characteristic organic odor
    Solubility In Water Low solubility
    Solubility In Organic Solvents Soluble in some organic solvents like dichloromethane, chloroform
    Melting Point Data varies, typically in a certain range
    Boiling Point Data varies depending on conditions
    Density Data specific to the compound
    Pka Value Relevant for its acidic - basic properties
    Reactivity Reactive towards nucleophiles due to bromine and nitro groups

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    Frequently Asked Questions

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    What are the physical properties of 2-Bromo-3-nitro-5-methylpyridine?
    2-Bromo-3-nitro-5-methylpyridine is one of the organic compounds. Its physical properties are quite important and are related to many chemical applications.
    Looking at its properties, it is mostly solid at room temperature, and it has high aggregation stability due to the intermolecular forces. Its color may be light yellow to brown. The appearance of this color is due to the absorption and reflection characteristics of bromine, nitro and other functional groups in the molecular structure.
    As for the melting point, it is about a specific numerical range, which depends on the strength of the interaction between the molecules of the compound. The bromine atom, nitro group and methyl group in the molecule together affect the tightness of the molecular arrangement due to their different electronic effects and steric resistance, which in turn determines the melting point.
    The boiling point is also one of the key physical properties. When the compound is heated to a certain temperature, it will change from a liquid state to a gaseous state. The boiling point is closely related to the type and magnitude of the intermolecular forces. The van der Waals force between molecules is different due to the influence of functional groups such as bromine atoms and nitro groups, which in turn affect its boiling point.
    In terms of solubility, it may have a certain solubility in common organic solvents such as ethanol and acetone. This is because the polarity of the compound matches the polarity of the organic solvent to a certain extent. In its molecules, polar groups such as bromine and nitro can form hydrogen bonds, dipole-dipole interactions, etc. with organic solvent molecules to promote their dissolution. However, in water, the solubility is poor, because the polarity of water is partially compatible with the polarity of the compound, but the existence of hydrophobic methyl groups in the molecule as a whole limits its dissolution in water.
    Density is also one of its physical properties. The density depends on the weight of the molecule and the density of intermolecular packing. The relative atomic weight of bromine atoms is larger, which increases the molecular weight, while the arrangement of molecular structures affects the intermolecular packing and jointly determines the density of the compound. < Br >
    The physical properties of 2-bromo-3-nitro-5-methylpyridine are determined by its unique molecular structure, and are of great significance in many fields such as organic synthesis and drug development, laying the foundation for its practical application.
    What are the chemical properties of 2-Bromo-3-nitro-5-methylpyridine?
    2-Bromo-3-nitro-5-methylpyridine is particularly important in its chemical properties and has many applications in the field of organic synthesis.
    In this compound, the bromine atom has the activity of nucleophilic substitution. The capped bromide is a halogen atom with high electronegativity and the carbon-bromide bond has considerable polarity. Therefore, when encountering nucleophiles, such as alkoxides and amines, the bromine atom is easily replaced, thereby introducing new functional groups. For example, when reacted with alkoxides, corresponding ether compounds can be formed; when reacted with amines, the product of amine substitution can be obtained.
    Furthermore, nitro is also a key functional group. Nitro groups have strong electron-absorbing properties, which can reduce the electron cloud density of the pyridine ring and increase the difficulty of electrophilic substitution reaction on the ring. However, under certain conditions, nucleophilic substitution reactions can also occur. And nitro groups can be reduced. Commonly used reducing agents such as iron-hydrochloric acid, tin-hydrochloric acid, etc., can reduce nitro groups to amino groups, thereby realizing the conversion of functional groups and providing a path for the synthesis of nitrogen-containing compounds.
    The existence of methyl groups, although relatively stable, can affect the distribution of electron clouds on the pyridine ring because of its power supply, so that the density of adjacent and para-potential electron clouds is relatively increased, which affects the regioselectivity of the reaction to a certain extent. In the electrophilic substitution reaction, the adjacent and para-sites of methyl are more susceptible to attack by electrophilic reagents.
    2-bromo-3-nitro-5-methylpyridine has rich chemical properties, and can realize various organic transformations by virtue of the characteristics of each functional group. It is an important intermediate in organic synthesis chemistry.
    What are 2-Bromo-3-nitro-5-methylpyridine synthesis methods?
    The method of synthesizing 2-bromo-3-nitro-5-methylpyridine often follows several paths. One is to use 5-methylpyridine as the starting material and first nitrate it. Under suitable reaction conditions, 5-methylpyridine and nitrifying reagents, such as the mixed acid of concentrated nitric acid and concentrated sulfuric acid, are introduced into the nitro group at the 3rd position of the pyridine ring through electrophilic substitution in a specific temperature range, or about 50-60 ° C. 3-nitro-5-methylpyridine is obtained. In this step, attention should be paid to temperature control to prevent excessive nitrification, and concentrated sulfuric acid is used as a catalyst and dehydrating agent to help the reaction proceed in the direction of product formation.
    Next, 3-nitro-5-methylpyridine is brominated. Using liquid bromine as a brominating agent, catalyzed by Lewis acid, such as ferric tribromide or ferric chloride, in a suitable organic solvent, such as dichloromethane, at room temperature or slightly higher temperature, or about 30-40 ° C, bromine atoms can be introduced at the second position of the pyridine ring to obtain the target product 2-bromo-3-nitro-5-methylpyridine. For this bromination process, the amount of catalyst and the reaction time need to be carefully considered to achieve good yield and selectivity.
    Another method is to bromide 5-methylpyridine first and then nitrate it. Using N-bromosuccinimide (NBS) as a bromination reagent, in the presence of an initiator such as azobisisobutyronitrile (AIBN), heating to about 80-90 ° C in an inert solvent such as carbon tetrachloride, a free radical substitution reaction occurs. Bromine atoms are introduced at the second position of the pyridine ring to obtain 2-bromo-5-methylpyridine. After that, the product and the nitrifying reagent are nitrified according to the above-mentioned nitrification conditions, and the nitro group is introduced at the third position to obtain 2-bromo-3-nitro-5-methylpyridine. In this way, the optimization of the initiation conditions of the radical bromination reaction and the nitrification conditions is crucial to the formation of the product.
    2-Bromo-3-nitro-5-methylpyridine in what areas
    2-Bromo-3-nitro-5-methylpyridine is widely used in the field of organic synthesis. Due to its unique chemical structure, this compound has shown significant effects in pharmaceutical chemistry, materials science and pesticide chemistry.
    In pharmaceutical chemistry, due to its structural properties, it can be used as a key intermediate to build a molecular structure with specific pharmacological activities. The functional groups of bromine, nitro and methyl can be chemically converted to interact with targets in organisms, and then new drugs can be developed. For example, through appropriate reaction pathways, it can be modified into compounds that are effective for specific diseases, or used to optimize the properties of existing drugs and improve their efficacy and safety.
    In the field of materials science, 2-bromo-3-nitro-5-methylpyridine can participate in the synthesis of polymer materials. Its functional groups can be used as reaction check points to polymerize with other monomers, giving the material special physical and chemical properties. Such as improving the conductivity, thermal stability or optical properties of the material, it provides the possibility to prepare new functional materials.
    In the field of pesticide chemistry, the compound also has potential application value. Due to its special structure, it may be able to design and synthesize high-efficiency, low-toxicity and selective pesticides. By modifying its structure, it can produce stronger inhibitory or killing effects on specific pests or pathogens, while reducing the harm to the environment and non-target organisms, and contributing to the sustainable development of agriculture.
    In summary, 2-bromo-3-nitro-5-methylpyridine is used in many of the above fields due to its own structural characteristics, showing broad application prospects and potential value, providing an important chemical basis for the development of related fields.
    What is the market outlook for 2-Bromo-3-nitro-5-methylpyridine?
    2-Bromo-3-nitro-5-methylpyridine is also an organic compound. It is widely used in the field of chemical synthesis. It is often used as a key intermediate in the synthesis of medicine. It can be converted into biologically active drug molecules through a specific reaction path to help the research and development of new drugs.
    In the field of materials science, it also has potential applications. Or it can participate in the synthesis of special polymer materials, giving the material unique properties, such as enhancing the stability of the material and improving its optical properties.
    In terms of supply and demand in the market, with the development of the pharmaceutical and materials industries, the demand for it is gradually increasing. However, the preparation process may have certain difficulties and challenges, and the reaction conditions need to be precisely controlled, which requires quite high synthesis process. Therefore, companies that master the method of efficient synthesis may have an advantage in the market.
    Looking at its market price, it is affected by factors such as raw material cost, difficulty in synthesis, and market demand. Raw material price fluctuations and improvement of synthesis process can cause its price to change.
    Overall, the market prospect of 2-bromo-3-nitro-5-methylpyridine is quite promising. With the advancement of science and technology, the demand in the fields of medicine and materials is rising, and its market size is expected to further expand. However, in order to gain an advantage in the market, it is necessary to continuously optimize the synthesis process and improve product quality to meet the changing needs of the market.