2 Bromo 5 Hydroxy 6 Nitropyridine
pyridine pyrrole pyrazine piperidine piperazine

2-Bromo-5-hydroxy-6-nitropyridine

    Specifications

    HS Code

    167908

    Name 2-Bromo-5-hydroxy-6-nitropyridine
    Molecular Formula C5H3BrN2O3
    Molecular Weight 219.00
    Appearance Solid (likely yellowish, based on nitro - containing compounds)
    Physical State At Room Temperature Solid
    Solubility In Water Poorly soluble (due to the hydrophobic benzene - like pyridine ring and non - polar groups)
    Solubility In Organic Solvents Soluble in polar organic solvents like DMSO, DMF; less soluble in non - polar solvents like hexane
    Melting Point Data needed (but expected to be relatively high for a solid organic compound with polar functional groups)
    Boiling Point Data needed (but should be high considering molecular weight and intermolecular forces)
    Pka Of The Hydroxy Group Data needed (but likely acidic due to the electron - withdrawing nitro group adjacent to the hydroxy group)
    Reactivity Reactive towards nucleophiles at the bromine position; the hydroxy group can participate in acylation, alkylation reactions; nitro group can be reduced

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    General Information
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    Frequently Asked Questions

    As a leading 2-Bromo-5-hydroxy-6-nitropyridine supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What is the chemistry of 2-Bromo-5-hydroxy-6-nitropyridine?
    2-Bromo-5-hydroxy-6-nitropyridine is a unique substance in the field of organic compounds. Its chemical properties are rich and unique, with various reactivity and characteristics.
    Looking at its structure, bromine atoms, hydroxyl groups and nitro groups occupy specific positions, which have a profound impact on its chemical properties. Bromine atoms have a certain nucleophilic substitution activity, and can be replaced by other nucleophilic reagents under suitable conditions due to their electronegativity and atomic radius. This substitution reaction is of great significance in organic synthesis, which can introduce various functional groups and expand the structure and function of the compound. The presence of
    hydroxyl groups endows the compound with significant hydrophilicity. Hydroxyl groups can participate in the formation of hydrogen bonds and affect the solubility and intermolecular interactions of compounds. In addition, hydroxyl groups are also acidic. Although their acidic strength varies depending on the chemical environment, they can still deprotonate under basic conditions to form corresponding salts.
    Nitro is a strong electron-absorbing group, which greatly affects the electron cloud density of the pyridine ring, which decreases the electron cloud density on the ring, thereby affecting the activity and check point selectivity of the electrophilic substitution reaction on the ring. The presence of nitro groups makes the pyridine ring more prone to electrophilic substitution at a relatively high electron cloud density position, and nitro groups themselves can also participate in the reaction under specific conditions, such as being reduced to amino groups.
    Furthermore, the functional groups of 2-bromo-5-hydroxy-6-nitropyridine interact with each other and cooperate to determine their overall chemical properties. Each functional group does not exist in isolation, and the electronic and spatial effects interact with each other, resulting in the complex and diverse chemical behavior of the compound, which has shown potential application value in many fields such as organic synthesis and medicinal chemistry.
    What are 2-Bromo-5-hydroxy-6-nitropyridine synthesis methods?
    The method of preparing 2-bromo-5-hydroxy-6-nitropyridine is an important matter in organic synthesis. One method can be initiated by the corresponding pyridine derivative. First take a suitable pyridine compound, if it has modifiable groups in the appropriate position, such as halogen atoms, hydroxyl groups, etc., it can be used to initiate the reaction.
    Assuming that the starting material is a 5-hydroxypyridine derivative, bromine atoms can be introduced before the second position of the pyridine ring. This step can be used with bromine-containing reagents, such as brominating agents, under suitable reaction conditions, such as the presence of suitable solvents, temperatures and catalysts, so that bromine atoms replace hydrogen atoms at the second position. The brominating agent used, or liquid bromine, with a suitable catalyst, such as iron powder, can make the reaction proceed smoothly.
    After the bromine atom at the 2nd position is introduced, the nitro group is introduced at the 6th position. At this time, a nitrifying reagent can be used, such as a mixed acid system of concentrated nitric acid and concentrated sulfuric acid. At low temperature, the previous product is slowly added to the mixed acid to ensure the selectivity of the reaction, so that the nitro group can be accurately introduced into the 6th position. This nitrification reaction requires strict control of temperature to prevent the formation of polynitrification products.
    Another idea is that if the starting material is a pyridine derivative containing other convertible groups, the other groups can be converted into groups that can facilitate subsequent bromination and nitrification through appropriate reactions. For example, if there is a hydrolyzable group, first hydrolyze it into a suitable group such as a hydroxyl group, and then proceed in sequence according to the above bromination and nitration steps, and finally obtain 2-bromo-5-hydroxy-6-nitropyridine. During the whole process, each step of the reaction needs to be controlled to achieve higher yield and purity.
    2-Bromo-5-hydroxy-6-nitropyridine in what areas
    2 - Bromo - 5 - hydroxy - 6 - nitropyridine is an organic compound with applications in medicinal chemistry, materials science, and agricultural chemistry.
    In the field of medicinal chemistry, due to its unique chemical structure, it can be used as a key intermediate for the synthesis of biologically active compounds. The specific arrangement of bromine, hydroxyl, and nitro groups in this compound gives it the potential to interact with biological targets. For example, it can be converted into a drug with antibacterial or antiviral properties by chemical modification. Because its structure can bind to key microbial enzymes or proteins, it can interfere with the normal physiological function of microorganisms, so it can inhibit the growth and reproduction of microorganisms.
    In the field of materials science, 2-Bromo-5-hydroxy-6-nitropyridine can participate in the synthesis of polymer materials. Due to its active functional groups, it can be polymerized with other monomers to prepare polymers with special properties. Such polymers may have good thermal stability, optical properties or electrical properties, and can be used in electronic devices, optical materials and other fields. For example, through clever design of polymerization reactions, materials can be prepared for organic Light Emitting Diodes (OLEDs) to improve their luminous efficiency and stability.
    In the field of agricultural chemistry, this compound can be used to develop new pesticides. Its structural characteristics may enable it to exhibit biological activity against specific pests or pathogens. Through reasonable modification, high-efficiency, low-toxicity and environmentally friendly pesticides can be prepared. Such pesticides can precisely act on pests, reduce the impact on beneficial organisms, and reduce residues in the environment, meeting the development needs of modern green agriculture.
    In summary, 2-Bromo-5-hydroxy-6-nitropyridine has potential application value in many important fields. With the deepening of scientific research, its application prospects are expected to be further expanded.
    What is the market outlook for 2-Bromo-5-hydroxy-6-nitropyridine?
    2-Bromo-5-hydroxy-6-nitropyridine is an important chemical raw material in the field of organic synthesis. Its market prospect is really worth exploring in depth.
    In today's field of medicinal chemistry, many drug development relies on such nitrogen-containing heterocyclic compounds. The unique chemical structure of 2-bromo-5-hydroxy-6-nitropyridine makes it a key intermediate in the design of drug molecules. Through ingenious modification and derivatization of its structure, compounds with specific biological activities can be created to deal with many diseases such as anti-infection and anti-tumor. Due to the increasing demand for innovative drugs in the pharmaceutical industry, the market potential of this compound in the field of pharmaceutical research and development is extremely considerable.
    Furthermore, in the field of materials science, with the continuous expansion of functional materials research, organic compounds containing specific functional groups have attracted much attention. 2-Bromo-5-hydroxy-6-nitropyridine contains bromine, hydroxyl and nitro groups, which can be chemically reacted to construct new polymer materials or functional materials, such as optoelectronic materials. With the rapid development of the electronic information industry and materials science, the demand for novel functional materials has also increased, which undoubtedly opens up a broad market space for this compound in the field of materials.
    However, its market also faces several challenges. The process of synthesizing this compound may involve complex reaction steps and harsh reaction conditions, which will lead to high production costs. At the same time, the awareness of environmental protection is increasing, and the synthesis process needs to conform to the concept of green chemistry, which puts forward higher requirements for the production process. If breakthroughs can be made in synthesis technology, cost reduction and environmental protection are taken into account, the market prospect of 2-bromo-5-hydroxy-6-nitropyridine will be brighter, and it will play a more critical role in the fields of medicine and materials.
    What are the precautions in the preparation of 2-Bromo-5-hydroxy-6-nitropyridine?
    When preparing 2-bromo-5-hydroxy-6-nitropyridine, there are several points to be paid attention to.
    The choice and purity of the starting material are crucial. If the starting material used contains impurities, it is feared that the reaction by-products will increase and the product purity will decrease. If you want to use pyridine derivatives as starting materials, you need to ensure that their purity is high, so that the reaction can proceed according to the expected path.
    The control of the reaction conditions is also the key. The temperature has a great impact on the reaction rate and product selectivity. If the temperature is too high or side reactions are initiated, the yield of the product will decrease; if the temperature is too low, the reaction rate will be slow and take a long time. For example, some steps involving halogenation and nitrification can achieve the best results within a specific temperature range.
    Furthermore, the dosage of reagents and the order of addition cannot be ignored. If the amount of brominating reagents and nitrifying reagents is improper, or the reaction may be excessive or insufficient. The wrong order of addition may also change the reaction mechanism and produce unexpected products. Like which reagent is added to activate the pyridine ring first, and then other functional groups are introduced, there is a predetermined sequence.
    Monitoring of the reaction process is indispensable. By means of thin-layer chromatography (TLC) and high-performance liquid chromatography (HPLC), the reaction process can be monitored in real time, and the reaction conditions can be adjusted in a timely manner. Once the reaction is found to deviate from expectations, measures can be taken in time to save the situation. < Br >
    Post-processing steps should not be underestimated. The process of product separation and purification requires a suitable method. The choice of extraction, recrystallization, column chromatography and other methods depends on the characteristics of the product and the type of impurities. If the method is improper, the product may be lost in the process, or it cannot be effectively removed, which affects the final purity.