2 Bromo 4 Nitropyridine
pyridine pyrrole pyrazine piperidine piperazine

2-bromo-4-nitropyridine

    Specifications

    HS Code

    975269

    Chemical Formula C5H3BrN2O2
    Molar Mass 217.00 g/mol
    Appearance Solid (usually yellow - brown)
    Melting Point 110 - 114 °C
    Boiling Point Decomposes before boiling
    Solubility In Water Insoluble
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform
    Hazard Class Irritant (may cause eye, skin, and respiratory irritation)

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    General Information
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    Frequently Asked Questions

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    What are the physical properties of 2-bromo-4-nitropyridine?
    2-Bromo-4-nitropyridine is an organic compound with many physical properties. It is a solid at room temperature and pressure, because of its strong intermolecular forces, which make the molecules closely arranged. Looking at its color, it is often light yellow to yellow. This color is due to the presence of bromine and nitro groups in the molecular structure, which have specific absorption and reflection of light, resulting in this color.
    When it comes to melting point, it is about a certain temperature range, but the exact value varies depending on factors such as purity. Generally speaking, the structure containing bromine and nitro groups increases the attractive force between molecules, and the melting point is relatively high. In terms of boiling point, it is also quite high due to the characteristics of molecular structure, requiring higher energy to overcome intermolecular forces and realize the transition from liquid to gaseous state.
    In terms of solubility, it has good solubility in organic solvents, such as common ethanol, ether, etc. Because the compound molecule has a certain polarity, it can form interactions with organic solvent molecules, such as van der Waals force, hydrogen bond, etc., to help it dissolve. However, the solubility in water is relatively poor, because the polarity of water is quite different from the polarity of the compound, and its molecules are difficult to form effective interactions with water molecules.
    Density is also an important physical property, compared to water, density is higher. This is because the bromine atom in the molecule is relatively large, which increases the overall molecular weight and causes the unit volume mass to be greater than that of water.
    In addition, the compound is volatile to a certain extent, but the volatility is weak. Due to its strong intermolecular force, it is more difficult for molecules to escape from the liquid surface, so it evaporates slowly at room temperature.
    What are the chemical properties of 2-bromo-4-nitropyridine?
    2-Bromo-4-nitropyridine is an organic compound with unique chemical properties. Its chemical properties are detailed as follows:
    1. ** Nucleophilic Substitution Reaction **: In this compound, the bromine atom is highly active and vulnerable to attack by nucleophiles, and nucleophilic substitution reactions occur. Because the nitrogen atom on the pyridine ring has an electron-absorbing effect, the electron cloud density of the carbon atom connected to the bromine is reduced, making it more vulnerable to attack by nucleophiles. For example, when co-heated with sodium hydroxide solution, the hydroxyl nucleophilic reagent will replace the bromine atom to generate 2-hydroxy-4-nitropyridine. The reaction mechanism provides electron pairs for nucleophiles to attack the carbon atom connected to the bromine, and the bromine ion is separated as the leaving group.
    2. ** Nitrification reaction **: 4-nitro has been present on the pyridine ring, although the ring electron cloud density is reduced, the reaction activity is weakened, but under specific conditions, it can still be further nitrified. However, due to the strong electron absorption of nitro, when nitro is reintroduced, the reaction conditions are more severe, and the new nitro mainly enters the position with small steric resistance and relatively high electron cloud density on the pyridine ring.
    3. ** Reduction reaction **: The nitro group in the molecule can be reduced. Nitro can be reduced to amino groups by common metal acidification systems, such as iron and hydrochloric acid, or catalytic hydrogenation, to generate 2-bromo-4-aminopyridine. This reaction is of great significance in organic synthesis, and amino groups can be further derivatized to construct various nitrogen-containing compounds.
    4. ** Halogenation reaction **: In addition to bromine atoms, halogenation reactions may also occur at other positions on the pyridine ring under suitable conditions. Because the pyridine ring is an electron-deficient aromatic ring, halogenation reactions usually need to be carried out under the action of stronger halogenating agents and specific catalysts. For example, under the catalysis of Lewis acid, it can react with chlorine gas to introduce chlorine atoms on the pyridine ring.
    5. ** Basic **: The nitrogen atom of the pyridine ring has lone pairs of electrons, so that 2-bromo-4-nitropyridine has a certain alkalinity. However, due to the electron-absorbing and conjugation effects of nitro, its basicity is weakened compared with that of pyridine. In acidic solutions, nitrogen atoms can accept protons and form pyridine salts.
    What are the common synthetic methods of 2-bromo-4-nitropyridine?
    The common synthesis methods of 2-bromo-4-nitropyridine cover the following kinds.
    First, pyridine is used as the starting material. The nitration reaction of pyridine is carried out first. Due to the electronegativity of the nitrogen atom on the pyridine ring, the electrophilic substitution reaction mainly occurs at the 3rd and 5th positions of the pyridine ring. However, the nitro substitution can be promoted at the 4th position by specific conditions and catalysts. The commonly used nitrification reagent is a mixed acid of concentrated nitric acid and concentrated sulfuric acid. Under the action of this mixed acid, pyridine reacts with the mixed acid at a certain temperature to obtain 4-nitropyridine. Then 4-nitropyridine is brominated. The brominating reagent can be N-bromosuccinimide (NBS) or liquid bromine. Taking NBS as an example, in the presence of an initiator such as benzoyl peroxide, the reaction can be heated to introduce bromine atoms at the second position of the pyridine ring to obtain 2-bromo-4-nitropyridine.
    Second, 2-amino-4-nitropyridine is used as the raw material. In this route, 2-amino-4-nitropyridine is first reacted by diazotization, that is, it reacts with sodium nitrite and hydrochloric acid at low temperature to form a diazonium salt. Subsequently, the diazonium salt undergoes a Sandmeyer reaction with cuprous halides such as cuprous bromide, and the diazonium group is replaced by a bromine atom to generate 2-bromo-4-nitropyridine.
    Third, 4-nitropyridine-2-one is used as the raw material. First, 4-nitropyridine-2-one is reacted with reagents such as phosphorus tribromide. This reaction can convert the carbonyl group at the second position of the pyridine ring into a bromine atom to obtain the target product 2-bromo-4-nitropyridine. During the reaction, phosphorus tribromide not only acts as a brominating reagent, but also participates in the substitution reaction mechanism of carbonyl groups, so that the reaction proceeds smoothly to obtain the product.
    2-bromo-4-nitropyridine in what areas?
    2-Bromo-4-nitropyridine is also an organic compound. It has applications in many fields, and today I will tell you in detail.
    In the field of medicinal chemistry, this compound is of great significance. Due to its unique chemical structure, it can be used as a key intermediate for the synthesis of biologically active drug molecules. Taking the development of antibacterial drugs as an example, researchers can create new antimicrobial agents by modifying the structure of 2-bromo-4-nitropyridine, which can inhibit or kill specific pathogens, opening a new path for the development of anti-infective drugs.
    It can also be seen in the field of materials science. Or it can participate in the construction of functional materials, such as the preparation of materials with special optical and electrical properties. By cleverly reacting with other substances to form a composite system, the material is endowed with unique properties, which may have potential applications in optoelectronic devices, such as organic Light Emitting Diode (OLED), to improve device performance and function.
    Furthermore, in the field of organic synthetic chemistry, 2-bromo-4-nitropyridine is an extremely important building block. Chemists can use its bromine atom and nitro activity to carry out various organic reactions, such as nucleophilic substitution reactions, coupling reactions, etc. With these reactions, complex organic molecular structures can be constructed, providing a powerful tool for the total synthesis of natural products and the creation of new organic compounds, and promoting the continuous development of organic synthetic chemistry.
    In summary, 2-bromo-4-nitropyridine has shown broad application prospects and important value in many fields such as medicinal chemistry, materials science, and organic synthetic chemistry.
    What are 2-bromo-4-nitropyridine storage conditions?
    2-Bromo-4-nitropyridine is an organic compound, and its storage conditions are quite critical. This compound is active and easily reacts when exposed to heat, light or specific chemicals, causing deterioration or inactivity.
    Store at low temperature first. It should be placed in the refrigerator at a temperature of 2-8 ° C. Low temperature can reduce its molecular active level, reduce the reaction rate, and maintain its chemical stability.
    The second is a shady place protected from light. Light contains energy, which can cause chemical bonds in compounds to break or stimulate reactions. Therefore, it should be stored in dark containers such as brown bottles, protected from direct light exposure.
    Furthermore, it should be moisture-proof. After many organic compounds absorb moisture, they may hydrolyze or promote other adverse reactions. A desiccant, such as silica gel, can be placed in the storage container to maintain a dry environment.
    Also, it needs to be stored separately from oxidizing agents, reducing agents and bases. The structure of 2-bromo-4-nitropyridine contains bromine and nitro groups, which are active in nature. Contact with the above substances, or react violently, causing safety hazards.
    In addition, the storage place should be well ventilated. If the compound leaks or volatilizes harmful gases, good ventilation can disperse in time, reduce the concentration in the air, and reduce the harm to personnel and the environment.
    In conclusion, proper storage of 2-bromo-4-nitropyridine requires low temperature, protection from light, moisture, isolation and ventilation to ensure its quality and stability, while ensuring safe use.