2 Bromo 4 Hydroxypyridine
pyridine pyrrole pyrazine piperidine piperazine

2-Bromo-4-hydroxypyridine

    Specifications

    HS Code

    720945

    Chemical Formula C5H4BrNO
    Molecular Weight 174.00
    Appearance Solid
    Melting Point 145 - 149 °C
    Solubility In Water Low solubility
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, DMSO
    Stability Stable under normal conditions, avoid heat, light

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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-hydroxypyridine?
    2-Bromo-4-hydroxypyridine is one of the organic compounds. Its physical properties are quite important and are described below.
    Looking at its properties, at room temperature, it is mostly in a solid state, which is caused by the intermolecular force. The interaction between bromine atoms, hydroxyl groups and pyridine rings in the molecule makes the molecular arrangement relatively regular, so it often exists in a solid state.
    When it comes to melting points, due to the unique structure of compounds, it has a specific melting point value. The existence of bromine atoms and hydroxyl groups affects the strength of the intermolecular force, causing its melting point to be different from others. The characteristics of this melting point can be used as an important basis for the separation, purification and identification of compounds.
    In terms of solubility, 2-bromo-4-hydroxypyridine exhibits a certain solubility in organic solvents, such as ethanol and dichloromethane. Because of this, there are both hydrophilic hydroxyl groups in the molecule, which can form hydrogen bonds with polar organic solvents; and hydrophobic pyridine rings and bromine atoms, which interact with non-polar organic solvents. However, in water, due to the influence of hydrophobic parts, the solubility is limited.
    In addition to its boiling point, the boiling point of a compound is also closely related to its structure. Bromine atoms and hydroxyl groups increase the polarity of the molecule, enhance the intermolecular force, and cause its boiling point to rise. This boiling point characteristic is of great significance in separation operations such as distillation.
    In addition, the color state of 2-bromo-4-hydroxypyridine is often white or off-white when it is pure, but the color may change slightly due to impurities or preparation methods. This color state characteristic can be used as a reference when preliminarily judging its purity.
    In summary, the physical properties of 2-bromo-4-hydroxypyridine, such as properties, melting point, solubility, boiling point and color state, are of key value in many fields such as organic synthesis and medicinal chemistry, laying the foundation for related research and applications.
    What are the chemical properties of 2-Bromo-4-hydroxypyridine?
    2-Bromo-4-hydroxypyridine, this is an organic compound with multiple unique chemical properties.
    It is acidic and alkaline. The 4-position hydroxyl group can dissociate protons and is acidic to a certain extent. It can react with bases to form corresponding salts. For example, when it encounters sodium hydroxide, hydroxyl hydrogen will combine with hydroxide to form water and sodium-containing salts.
    The nucleophilic substitution reaction activity is quite high. The 2-position bromine atom has strong activity and is vulnerable to attack by nucleophiles and nucleophilic substitution. If there are nucleophiles such as sodium alcohol, the bromine atom will be replaced by alkoxy groups to form new ether compounds. < Br >
    can also carry out electrophilic substitution reactions on aromatic rings. Due to the uneven distribution of the electron cloud of the pyridine ring, and the hydroxyl group is the power supplier group, the density of the electron cloud of the aromatic ring will increase, and it will be more susceptible to electrophilic attack, and it will be replaced at the appropriate position.
    Its hydroxyl groups can participate in the esterification reaction. When coexisted with acid chloride or acid anhydride, hydroxyl oxygen will attack the acyl carbon, and through a series of changes, ester products will be formed.
    also has performance in redox reactions. It can be oxidized by suitable oxidants, and the hydroxyl group or pyridine ring will change accordingly; in the case of strong reducing agents, the pyridine ring may be reduced to form hydrogenated pyridine derivatives. The above chemical properties make 2-bromo-4-hydroxypyridine widely used in the field of organic synthesis, and it is an important intermediate for the preparation of many drugs, pesticides and functional materials.
    What are the common synthetic methods of 2-Bromo-4-hydroxypyridine?
    The common synthesis methods of 2-bromo-4-hydroxypyridine are very important in the field of organic synthesis. There are several common synthesis routes as follows.
    First, 4-hydroxypyridine is used as the starting material. The raw material is first protected by the step of protecting the hydroxyl group, and the hydroxyl group is often protected by appropriate protective groups, such as tert-butyldimethylsilyl (TBDMS), to prevent unnecessary side reactions in subsequent reactions. Then, the protected 4-hydroxypyridine is reacted with a brominating reagent, such as N-bromosuccinimide (NBS), in a suitable solvent, such as carbon tetrachloride (CCl) or dichloromethane (CH ² Cl ²), at a certain temperature and in the presence of light or an initiator. NBS selectively introduces bromine atoms at the 2-position of the pyridine ring to form 2-bromo-4- (protective group) pyridine. Finally, the target product 2-bromo-4-hydroxypyridine can be obtained by removing the protective group through a suitable deprotection reaction, such as the use of reagents such as tetrabutylammonium fluoride (TBAF). < Br >
    Second, the pyridine derivative is used as the starting material. For example, the pyridine compound with suitable substituents is selected and the 2-bromo-4-hydroxypyridine structure is constructed through multi-step reaction. Suitable substituents can be introduced into the pyridine ring first, such as the introduction of halogen atoms through nucleophilic substitution reaction, and then through a series of functional group transformation, including oxidation, reduction, nucleophilic substitution, bromine atoms are gradually introduced at the 2-position and hydroxyl groups are constructed at the 4-position. This method requires precise control of the reaction conditions at each step, and requires high separation and purification of the reaction intermediates.
    Third, the coupling reaction catalyzed by transition metals is used. The coupling reaction of bromine-containing pyridine derivatives with hydroxyl-containing reagents is carried out under the action of transition metal catalysts such as palladium (Pd) catalysts. For example, the reaction of 2-bromo pyridine derivatives with suitable hydroxylating reagents in a suitable solvent in the presence of palladium catalysts, ligands and bases. The key to this method is to select suitable catalysts, ligands and reaction conditions to improve the selectivity and yield of the reaction.
    These synthesis methods have their own advantages and disadvantages. The appropriate synthesis path should be selected after considering the actual needs, such as the availability of raw materials, the ease of control of reaction conditions, and the purity requirements of the target product.
    2-Bromo-4-hydroxypyridine in what areas?
    2-Bromo-4-hydroxypyridine is useful in various fields. In the field of medicine, this compound is often a key raw material for the creation of new drugs. Its unique structure allows it to interact with specific targets in organisms, inhibit the activity of certain enzymes, or regulate cell signaling pathways, and has great potential for the treatment of complex diseases such as cancer, inflammation, and neurological diseases.
    In the field of materials science, 2-bromo-4-hydroxypyridine also has extraordinary performance. Because of its specific chemical activity, it can be used to synthesize new polymer materials. Such materials may have special electrical, optical or mechanical properties, such as in organic Light Emitting Diodes (OLEDs), which can optimize their luminous efficiency and stability; or in the preparation of high-performance polymer films to enhance the barrier and flexibility of materials.
    Furthermore, in the field of agricultural chemistry, this compound can be used as a starting material for the creation of new pesticides. With its special action mechanism against certain pests or pathogens, it is expected to develop high-efficiency, low-toxicity and environmentally friendly pesticides that can not only effectively protect crops, but also reduce the negative impact on the ecological environment.
    In the world of organic synthetic chemistry, 2-bromo-4-hydroxypyridine is an extremely important intermediate. Chemists can skillfully modify and expand their structures through various chemical reactions, thus constructing more complex and diverse organic molecules, laying a solid foundation for further exploration of the properties and functions of organic compounds. In short, 2-bromo-4-hydroxypyridine plays an indispensable role in many fields such as medicine, materials, agriculture and organic synthesis, and has made great contributions to the development of various fields.
    What is the market price of 2-Bromo-4-hydroxypyridine?
    The market price of 2-bromo-4-hydroxypyridine is difficult to break down. The price of 2-bromo-4-hydroxypyridine often changes due to various reasons, such as the supply and demand of the market, the production process, the quality of the quality, the quantity purchased, and the different suppliers, the price is also different.
    In the market of chemical raw materials, if the supply and demand are peaceful and the production process is ordinary, the price of 2-bromo-4-hydroxypyridine may be within a certain range. However, if there are many people in need and few suppliers, the price will rise; if the production process is advanced, the cost will drop, and the price may fall.
    Also, quality is also a major factor. High quality, because it is pure and less miscellaneous, is more effective in a specific use, and the price is often high. And the amount of purchase, also the level of the price. Purchase volume, the supplier may give a discount to promote sales, and the price is low; if the purchase quantity is small, the price may be high.
    To know the exact price, when consulting chemical raw material suppliers, trading companies, or visiting relevant chemical product trading platforms, compare the quotations of many companies, and carefully check the quality, quantity, freight, etc. offered by each supplier, you can get a more accurate market price, in order to make a good policy.