2 Hydroxy 5 Bromopyridine
pyridine pyrrole pyrazine piperidine piperazine

2-Hydroxy-5-bromopyridine

    Specifications

    HS Code

    568097

    Name 2-Hydroxy-5-bromopyridine
    Molecular Formula C5H4BrNO
    Molecular Weight 174.00
    Cas Number 3279-81-8
    Appearance White to off - white solid
    Melting Point 177 - 181 °C
    Solubility Slightly soluble in water, soluble in organic solvents like ethanol, methanol, dichloromethane
    Density N/A (solid)
    Pka N/A (phenolic - like OH, around 9 - 10 estimated for pyridinol)
    Flash Point N/A (solid)

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    General Information
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    Frequently Asked Questions

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    What are the physical properties of 2-Hydroxy-5-bromopyridine?
    2-Hydroxy-5-bromopyridine is one of the organic compounds. Its physical properties are particularly important, and it is related to the various uses and characteristics of this compound.
    First of all, under normal temperature and pressure, 2-hydroxy-5-bromopyridine is mostly in a solid state. This solid state is easy to store and transport, and it also has its advantages in the operation of many chemical reactions. Looking at its color, it often appears like white to light yellow. This color feature may be one of the aids to distinguish this compound.
    Second, the melting point of this substance is between 207-211 ° C. The determination of the melting point is crucial in determining the purity of 2-hydroxy-5-bromopyridine. The higher the purity, the narrower the melting point range and approaching the theoretical value. If the melting point deviates too much from this range, it may suggest that the compound contains impurities and needs to be further purified.
    Furthermore, its solubility is also a key property. 2-hydroxy-5-bromopyridine exhibits specific solubility in organic solvents. It has good solubility in polar organic solvents such as dimethyl sulfoxide (DMSO) and N, N-dimethylformamide (DMF). This property makes it possible to choose a suitable solvent when using it as a raw material for organic synthesis reactions to promote the progress of the reaction, improve the reaction rate and yield. However, its poor solubility in water may limit its application in some aqueous systems. Although there are no widely reported exact data on the density of
    2-hydroxy-5-bromopyridine, it is inferred from its structure and the properties of similar compounds that its density should be similar to that of common organic solids. This density property is relevant in experiments and industrial production processes involving mass and volume conversion. In conclusion, the physical properties of 2-hydroxy-5-bromopyridine, such as its properties, color, melting point, solubility, etc., are of great significance for its application in many fields such as organic synthesis and medicinal chemistry.
    What are the chemical properties of 2-Hydroxy-5-bromopyridine?
    2-Hydroxy-5-bromopyridine, this is an organic compound with multiple chemical properties. It is weakly acidic, and its hydroxyl groups can dissociate protons. Under specific conditions, it can react with bases to generate corresponding salts. This is because hydroxy hydrogen has a certain activity and is susceptible to the action of bases.
    The pyridine ring of 2-hydroxy-5-bromopyridine is rich in electrons, making it exhibit nucleophilicity. It can react with electrophilic reagents, such as halogenated hydrocarbons. The nitrogen atom on the pyridine ring has a lone pair of electrons, which is very attractive to electrophilic reagents and can promote the progress of electrophilic substitution reactions. During this process, specific positions on the pyridine ring will be replaced by electrophilic reagents.
    The bromine atom activity of this compound is also quite high, and it can participate in a variety of substitution reactions. Like nucleophilic substitution reactions, bromine atoms can be replaced by other nucleophilic reagents to form new carbon-heteroatom bonds. This property makes 2-hydroxy-5-bromo pyridine an important intermediate in organic synthesis, which is widely used in pharmaceutical chemistry, materials science and many other fields.
    In addition, 2-hydroxy-5-bromo pyridine molecules have hydrogen bonds. Between the hydrogen atom of the hydroxyl group and the nitrogen atom on the pyridine ring, an intramolecular hydrogen bond can be formed, which affects its physical and chemical properties, such as melting point, boiling point, and solubility in solvents. This hydrogen bond stabilizes the molecular structure to a certain extent, allowing the compound to exhibit unique properties and reactivity in specific environments. In the field of organic synthesis, with these chemical properties, it can participate in the construction of many complex compounds, laying the foundation for the development of new drugs and functional materials.
    What are the main uses of 2-Hydroxy-5-bromopyridine?
    2-Hydroxy-5-bromopyridine is one of the organic compounds, which is widely used in the fields of chemical industry and medicine.
    In the chemical industry, it is an important intermediate in organic synthesis. It can react with other compounds through many chemical reactions to prepare complex organic compounds. For example, through halogenation reactions, nucleophilic substitution reactions, etc., various carbon-heteroatom bonds can be constructed, thereby expanding the structure and function of molecules. This lays the foundation for the synthesis of new materials, fine chemicals, etc., and is of great significance to the development of materials science.
    In the field of medicine, its importance cannot be underestimated. Because of its unique chemical structure, it endows potential biological activity. Studies have shown that compounds containing the structure of 2-hydroxy-5-bromopyridine may have antibacterial, anti-inflammatory, anti-tumor and other pharmacological activities. Pharmaceutical researchers often use this as a starting material to develop new drugs through structural modification and optimization. For example, functional modification of it can change its interaction with biological targets, improve the efficacy and selectivity of drugs, and contribute to the development of human health.
    In summary, 2-hydroxy-5-bromopyridine plays an indispensable role in the chemical and pharmaceutical fields, and makes significant contributions to the progress of related industries.
    What are 2-Hydroxy-5-bromopyridine synthesis methods?
    The synthesis methods of 2-hydroxy-5-bromopyridine have been used in ancient times, and there are many kinds. Today, the main ones are selected.
    First, 5-bromo-2-methoxypyridine is used as the starting material. First, put it in an appropriate amount of organic solvent, such as tetrahydrofuran, add a suitable base, such as n-butyllithium, and stir the reaction in a low temperature environment, such as -78 ° C, to remove the methoxyl group, and then generate the corresponding lithium compound. Then slowly add an appropriate amount of water or other proton sources to the system, and hydrolyze to obtain 2-hydroxy-5-bromopyridine. Although this method is simple, it requires low temperature conditions, high equipment requirements, and n-butyl lithium is active, so extra caution is required during operation.
    Second, 2-amino-5-bromopyridine is used as the starting material. Mix it with sodium nitrite and dilute sulfuric acid at low temperature, about 0-5 ° C, and carry out a diazotization reaction to generate a diazonium salt. Subsequently, an appropriate amount of hypophosphoric acid or other reducing agent is added to the reaction system to replace the diazo group with a hydroxyl group to obtain the target product 2-hydroxy-5-bromopyridine. This method is relatively mild, but the diazotization reaction requires strict control of temperature and reaction time, otherwise it is easy to cause side reactions and affect the purity of the product.
    Third, 2,5-dibromopyridine is used as raw material. In the presence of a suitable base, such as potassium carbonate, with an appropriate amount of sodium alcohol, such as sodium methoxide, at a certain temperature, such as 80-100 ° C, in an organic solvent, such as N, N-dimethylformamide, one of the bromine atoms can be selectively replaced by methoxy to generate 5-bromo-2-methoxypyridine. After that, according to the first method, the methoxy group is converted into hydroxyl group to obtain 2-hydroxy-5-bromopyridine. This way requires multiple steps of reaction, the process is slightly longer, but the reaction conditions of each step are relatively easy to control, which is suitable for large-scale production.
    2-Hydroxy-5-bromopyridine What are the precautions during storage and transportation?
    2-Hydroxy-5-bromopyridine is an organic compound. When storing and transporting, many key matters need to be paid attention to.
    When storing, the first environment. It should be placed in a cool, dry and well-ventilated place. If the environment is humid, water vapor is easy to interact with the compound or cause it to deteriorate. The temperature also needs to be strictly controlled. If it is too high, it may cause chemical reactions to accelerate its decomposition; if it is too low, it may cause it to crystallize and affect the use.
    Furthermore, it is necessary to avoid mixing with oxidants, acids, bases and other substances. Because of its active chemical nature, contact with these substances may trigger violent chemical reactions, resulting in serious consequences such as combustion and explosion. This is a matter of safety and must not be taken lightly.
    The choice of storage container is also crucial. It is advisable to use a container with good sealing performance to prevent it from evaporating and avoid reaction with air components. At the same time, the material of the container must be compatible with the compound and will not chemically react with it to ensure the stability of the storage process.
    When transporting, it is necessary to ensure that the packaging is complete and firm. The road is bumpy or the package is damaged, causing the compound to leak, which not only pollutes the environment but also poses a safety hazard. The transportation vehicle should also be properly selected to avoid being transported with other incompatible substances.
    Transport personnel must be professionally trained and familiar with the characteristics of 2-hydroxy-5-bromopyridine and emergency treatment methods. During transportation, monitor environmental factors such as temperature and humidity at any time, and take immediate measures if there is any abnormality. Only in this way can we ensure the safety of 2-hydroxy-5-bromopyridine during storage and transportation and avoid accidents.