2 Bromo 5 Vinylpyridine
pyridine pyrrole pyrazine piperidine piperazine

2-bromo-5-vinylpyridine

    Specifications

    HS Code

    353136

    Name 2-bromo-5-vinylpyridine
    Molecular Formula C7H6BrN
    Molecular Weight 184.03
    Appearance A colorless to light yellow liquid
    Boiling Point Approximately 220 - 222 °C
    Density Around 1.52 g/cm³
    Solubility Slightly soluble in water, soluble in organic solvents like ethanol, ether
    Flash Point Around 91 °C
    Reactivity Reactive towards nucleophiles due to the presence of bromine and vinyl group, can undergo addition and substitution reactions

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    Frequently Asked Questions

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    What are the physical properties of 2-bromo-5-vinylpyridine?
    2-Bromo-5-vinylpyridine is also an organic compound. It has specific physical properties, which are described in detail below.
    When it comes to appearance, 2-bromo-5-vinylpyridine is often colorless to pale yellow liquid at room temperature and pressure. This color characteristic is very important for visual identification of the substance, which can help chemists to preliminarily judge its purity and reaction process.
    The boiling point is a key parameter for considering its physical properties. The boiling point of 2-bromo-5-vinylpyridine is in a specific range, which is closely related to the intermolecular forces. Due to the presence of bromine atoms and vinyl and pyridine rings in the molecular structure, the intermolecular forces are complex, which makes its boiling point unique. The determination of boiling point is of great significance for the separation and purification of this substance, and an appropriate distillation process can be designed accordingly.
    Melting point is also an important physical property. The melting point of 2-bromo-5-vinylpyridine reflects the compactness of molecular arrangement and the size of lattice energy. The melting point of 2-bromo-5-vinylpyridine depends on its molecular structure characteristics. This parameter is of great value in solid-state storage and related solid-state reactions.
    In terms of solubility, 2-bromo-5-vinylpyridine has a certain solubility in organic solvents such as dichloromethane, chloroform, ether, etc. This is because some groups in the molecular structure can form specific interactions with organic solvent molecules, such as van der Waals force, hydrogen bond, etc. The solubility in water is relatively small. Although the Geynepyridine ring has a certain polarity, the presence of bromine atoms and vinyl groups enhances the overall hydrophobicity. This solubility characteristic needs to be carefully considered in the selection of reaction solvents and product separation.
    Density is also a physical property that cannot be ignored. The density of 2-bromo-5-vinylpyridine has its own value compared with that of water and common organic solvents. This density parameter is an important basis for judging the distribution and stratification of substances when it involves liquid-liquid extraction, phase separation and other operations.
    In summary, the physical properties of 2-bromo-5-vinylpyridine are of critical significance in chemical synthesis, analysis, storage and transportation. Chemists need to understand in detail in order to make good use of this compound.
    What are the chemical properties of 2-bromo-5-vinylpyridine?
    2-Bromo-5-vinylpyridine is a class of compounds that have attracted much attention in the field of organic synthesis. Its chemical properties are unique and contain many worthy of investigation.
    From the perspective of the characteristics of halopyridine, bromine atoms show significant reactivity in this compound. Due to the strong electronegativity of bromine atoms, C-Br bonds exhibit a certain polarity. This polarity makes bromine atoms highly vulnerable to attack by nucleophiles, which triggers nucleophilic substitution reactions. For example, when encountering nucleophiles such as alkoxides and amines, bromine atoms can be replaced by corresponding nucleophilic groups, thereby constructing a series of novel nitrogen-containing or oxygen-containing derivatives.
    Let's talk about vinyl again, which endows the compound with unsaturation, enabling it to participate in a variety of addition reactions. Under suitable catalyst and reaction conditions, the typical electrophilic addition reaction of olefins can occur. For example, when added to hydrogen halide, hydrogen atoms will be preferentially added to double-bonded carbon atoms containing more hydrogen, following the Markov rule to generate corresponding halogenated pyridine derivatives. In addition, vinyl can also participate in free radical addition reactions, interacting with various free radical reagents to expand the structural diversity of molecules.
    In addition, the pyridine ring in 2-bromo-5-vinylpyridine has certain alkalinity and aromaticity due to the presence of nitrogen atoms. The alkalinity allows the pyridine ring to react with acids to form pyridine salts; while the aromaticity ensures the relative stability of the molecular structure, and at the same time affects the distribution of its electron cloud, which also has a subtle effect on the reactivity of bromine atoms and vinyl groups. In some reactions, the pyridine ring can act as an electron donor or receiver to participate in the charge transfer process and promote the smooth progress of the reaction.
    What are the main applications of 2-bromo-5-vinylpyridine?
    2-Bromo-5-vinylpyridine is useful in various fields.
    In the field of medicinal chemistry, it can be used as a key intermediate for synthesis. Due to the unique structure of pyridine ring with bromine and vinyl, it can participate in various reactions and help form complex molecules with biological activity. For example, through cross-coupling reaction, it is combined with reagents containing specific functional groups to obtain novel compounds with potential efficacy in the treatment of diseases, which is very beneficial in the process of drug development.
    In the field of materials science, it also has outstanding performance. It can be incorporated into the polymer material structure through polymerization reaction. Because of its vinyl activity, it can promote polymerization and endow materials with unique photoelectric properties. Such as the preparation of optical materials with specific light absorption and emission characteristics, or in the field of organic semiconductors, to improve the carrier transport capacity of materials, it is expected to be used in the creation of organic Light Emitting Diodes, organic solar cells and other devices.
    Furthermore, in the field of organic synthetic chemistry, it is an important tool for organic synthetic chemists. With its structural properties, it provides the possibility to construct various organic molecules. The nucleophilic substitution activity of bromine atoms, as well as the addition and cyclization of vinyl groups, can be used to achieve the precise construction of complex organic molecular skeletons, which can help the exploration and development of novel synthetic methodologies, and contribute to the progress of organic synthetic chemistry.
    What are 2-bromo-5-vinylpyridine synthesis methods?
    There are various methods for synthesizing 2-bromo-5-vinylpyridine. One method can be started with 5-vinylpyridine, and it can be reacted with bromine reagents in a suitable temperature and solvent. Bromine reagents often take bromine elemental substance and dissolve it in an inert solvent such as dichloromethane. Under ice bath or low temperature, slowly add bromine solution dropwise into 5-vinylpyridine solution, and stir at the same time. This is because the reaction is exothermic, and temperature control is required to prevent side reactions. This reaction is electrophilic substitution, in which bromine atoms replace hydrogen at a specific position on the pyridine ring.
    Another method can prepare bromine-containing pyridine derivatives first, and then introduce vinyl groups. For example, using 2-bromopyridine as a raw material, vinyl is added through a metal-catalyzed coupling reaction. Commonly used metal catalysts such as palladium catalysts, ligands such as phosphine ligands, bases such as potassium carbonate, etc. In organic solvents such as N, N-dimethylformamide, the reaction is heated and stirred. During this process, the palladium catalyst activates the carbon-bromine bond of 2-bromopyridine, which is coupled with the vinylation reagent to obtain 2-bromo-5-vinylpyridine.
    Complex pyridine as a starting material and prepared by multi-step reaction. The bromine atom is first introduced at a specific position in the pyridine ring, and then the vinyl is constructed at a suitable check point. For example, pyridine is used as the substrate, bromine is introduced through electrophilic substitution, and then the target product is gradually synthesized through functional group conversion, coupling and other reactions. Each step of the reaction requires appropriate conditions to control the reaction process, so as to achieve the purpose of high-efficiency and high-selectivity synthesis of 2-bromo-5-vinylpyridine.
    2-bromo-5-vinylpyridine are there any precautions during storage and transportation?
    2-Bromo-5-vinylpyridine is an important intermediate in organic synthesis. During storage and transportation, there are several ends that should be paid attention to.
    Temperature and humidity of the first environment. This compound is quite sensitive to temperature, and high temperature is easy to cause it to decompose and deteriorate. Therefore, it should be stored in a cool place, and the temperature should be maintained at 2-8 ° C. And high humidity will also affect its stability. It needs to be stored in a dry place to avoid water vapor intrusion. If conditions permit, it can be placed in an airtight container with desiccant.
    is the choice of packaging material. Because it has a certain chemical activity, the packaging material must be compatible with it. Containers made of glass or specific plastic materials should be used. Such materials are chemically stable and do not react easily with 2-bromo-5-vinylpyridine, which can ensure their quality. Packaging must be tight to prevent leakage, and the outside should be clearly marked with its name, nature and precautions.
    Furthermore, during transportation, vibration and collision should not be ignored. Violent vibration or collision may damage its molecular structure and affect quality. Handle with care when handling, and a buffer device should be installed in the transportation vehicle to absorb shock. At the same time, it should be transported separately from oxidants, acids, alkalis and other substances, because contact with them can easily cause dangerous chemical reactions.
    In addition, storage and transportation sites should be equipped with appropriate fire and leak emergency treatment equipment. In the event of a leak, the scene should be quickly isolated and irrelevant personnel should be evacuated. Emergency personnel should wear professional protective equipment and use suitable materials to absorb or contain the leak to avoid its spread and cause greater harm.