2 Chloro 5 Hydroxypyridine 3 Carboxylic Acid
pyridine pyrrole pyrazine piperidine piperazine

2-chloro-5-hydroxypyridine-3-carboxylic acid

    Specifications

    HS Code

    914732

    Chemical Formula C6H4ClNO3
    Molar Mass 173.55 g/mol
    Appearance Solid (usually a white to off - white powder)
    Melting Point Data may vary, typically in a certain temperature range
    Solubility In Water Limited solubility, due to the presence of hydrophobic pyridine ring and polar groups
    Solubility In Organic Solvents Soluble in some polar organic solvents like DMSO, DMF
    Acidity The carboxylic acid and phenolic - like - OH groups contribute to acidic properties
    Reactivity Reactive towards bases, acylating agents, and other reagents that react with carboxylic acid and phenol - like moieties
    Pka Of Carboxylic Acid Group Typical pKa values for carboxylic acid in this context
    Pka Of Phenolic Like Oh Group Characteristic pKa value for such an OH group on pyridine

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    General Information
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    Frequently Asked Questions

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    What is the chemistry of 2-chloro-5-hydroxypyridine-3-carboxylic acid?
    2-Chloro-5-hydroxypyridine-3-carboxylic acid, this is an organic compound. It is acidic, because of the carboxyl group (-COOH), the carboxyl group can dissociate hydrogen ions under suitable conditions, and exhibit acidic properties in acid-base reactions.
    Looking at its structure, the chlorine atom (-Cl) and the hydroxyl group (-OH) also give the compound different properties. The chlorine atom has certain electronegativity, which can affect the electron cloud distribution of the molecule and play a role in the reactivity. The hydroxyl group not only participates in the formation of hydrogen bonds and changes the physical properties of the compound, such as melting point, boiling point and solubility, but also acts as an activity check point and can participate in various chemical reactions.
    In terms of chemical reactivity, the carboxyl group can undergo esterification reaction and form ester compounds with alcohols under suitable catalysts and conditions. Hydroxyl groups can participate in nucleophilic substitution reactions. In case of suitable electrophilic reagents, the oxygen atom of the hydroxyl group can attack the electrophilic center with its lone pair electrons to initiate a substitution reaction. As an aromatic ring, the pyridine ring has certain aromatic properties and can participate in aromatic electrophilic substitution reactions.
    In terms of solubility, due to the polarity of carboxyl and hydroxyl groups, the compound may have a certain solubility in polar solvents such as water, but due to the existence of pyridine rings and chlorine atoms, its solubility is not completely equivalent to that of typical polar compounds. In terms of stability, although the overall structure is relatively stable, under certain conditions, such as high temperature, strong acid and alkali environment or specific catalysts, each functional group may react and cause molecular structure changes.
    What are the main uses of 2-chloro-5-hydroxypyridine-3-carboxylic acid?
    2-Chloro-5-hydroxypyridine-3-carboxylic acid, this is an organic compound. It has a wide range of uses and is an important synthesis intermediate in the field of medicinal chemistry. The existence of the gainpyridine ring with hydroxyl groups, chlorine atoms and carboxyl groups endows it with unique chemical activity and structural characteristics, which can participate in various chemical reactions and help to construct complex drug molecular structures. For example, many drugs with specific biological activities are often used as starting materials or key intermediates in the synthesis process, and chemically modified and reacted to obtain drugs with exact efficacy.
    In the field of materials science, it also has applications. Because its structure can be adjusted and modified, it can be used as a functional monomer to participate in the synthesis of polymer materials. By polymerizing with other monomers, materials can be endowed with specific properties, such as improving the solubility and thermal stability of materials or endowing them with special optical and electrical properties, providing a way for the research and development of new functional materials.
    In the field of agricultural chemistry, it also shows certain value. It can be chemically converted to prepare bioactive compounds, such as fungicides, insecticides or plant growth regulators. Its special structure can interact with specific targets in organisms to achieve the control of diseases and pests or the regulation of plant growth and development, and contribute to the sustainable development of agriculture.
    In summary, 2-chloro-5-hydroxypyridine-3-carboxylic acids have important uses in many fields such as medicine, materials, and agriculture due to their unique structure and chemical properties, and are of great significance to the development of related fields.
    What is the synthesis method of 2-chloro-5-hydroxypyridine-3-carboxylic acid?
    The method of preparing 2-chloro-5-hydroxypyridine-3-carboxylic acid can be achieved by multi-step reaction.
    The starting material can be selected from suitable pyridine derivatives. With pyridine as the base, it is first positioned and substituted to introduce chlorine atoms. This step often requires the selection of suitable chlorination reagents under specific reaction conditions. For example, phosphorus oxychloride is used as the chlorination agent, and under the action of appropriate temperature and catalyst, the specific position of the pyridine ring is chlorinated to form chloropyridine derivatives.
    Subsequently, hydroxyl groups are introduced into the chlorinated pyridine derivatives. In this process, a nucleophilic substitution reaction can be used, and a nucleophilic reagent is selected. Under basic conditions, it reacts with chloropyridine derivatives to replace chlorine atoms with hydroxyl groups.
    There are also multiple methods for the introduction of carboxyl groups. First, cyanide-containing compounds can be used to convert into carboxyl groups through hydrolysis. First, the pyridine derivative reacts with a cyanide reagent to form a cyanopyridine-containing derivative, and then hydrolyzes under acidic or alkaline conditions to convert the cyano group into a carboxyl group. In the
    reaction process, the control of the reaction conditions at each step is the key. Factors such as temperature, reaction time, and the proportion of reactants all have a significant impact on the reaction process, product purity, and yield. And after each step of the reaction, it often needs to be separated and purified to ensure the purity of the product and provide high-quality raw materials for the next reaction. For example, column chromatography, recrystallization and other means are used to remove impurities and improve the purity of the product. In this way, after multiple steps of reaction, separation and purification, 2-chloro-5-hydroxypyridine-3-carboxylic acid can be obtained.
    What is the market outlook for 2-chloro-5-hydroxypyridine-3-carboxylic acid?
    2-Chloro-5-hydroxypyridine-3-carboxylic acid is an organic compound with potential uses in many fields such as medicine, pesticides and materials science.
    In the field of medicine, this compound may become a key intermediate for the development of new drugs due to its specific chemical structure and biological activity. Today, there is an increasing demand for innovative drugs in pharmaceutical research and development to deal with various difficult diseases. The unique structure of 2-chloro-5-hydroxypyridine-3-carboxylic acid may provide novel ideas for drug molecular design, helping to create drugs with better efficacy and fewer side effects. For example, in the research and development of anti-cancer drugs, it may be used as a key structural fragment, which can be reasonably modified and modified to enhance the affinity between the drug and the target of cancer cells, accurately attack cancer cells, and improve the therapeutic effect.
    In the field of pesticides, with the increase in people's attention to the quality of agricultural products and environmental safety, the development of high-efficiency, low-toxicity, and environmentally friendly pesticides has become an inevitable trend. 2-chloro-5-hydroxypyridine-3-carboxylic acid or because of its special chemical properties, exhibits certain biological activity and is expected to be used in the development of new pesticides. For example, as a fungicide, it may specifically inhibit the growth and reproduction of certain pathogenic bacteria, ensure the healthy growth of crops, and reduce the adverse effects on the environment.
    In the field of materials science, with the rapid development of science and technology, the demand for high-performance materials continues to grow. 2-Chloro-5-hydroxypyridine-3-carboxylic acid may participate in material synthesis, giving materials unique properties. For example, in the field of optoelectronic materials, it can be introduced into the material structure through specific reactions, which may improve the photoelectric conversion efficiency and stability of materials, providing a new path for the research and development of new optoelectronic materials.
    In summary, although the current market size of 2-chloro-5-hydroxypyridine-3-carboxylic acid may be limited, its potential application value in many fields indicates that with the continuous technological progress and innovation in various industries, the future market prospect is quite broad, and it is expected to emerge in more fields and play an important role.
    What are the precautions in the preparation of 2-chloro-5-hydroxypyridine-3-carboxylic acid?
    In the process of preparing 2-chloro-5-hydroxypyridine-3-carboxylic acid, many things need to be paid attention to.
    The choice and quality of the starting material are crucial. The starting material used must be pure. If impurities exist, it is feared that the reaction process will be disturbed, resulting in poor product purity and reduced yield. For example, the raw material contains trace impurities with similar structures, or compete in the reaction to form by-products that are difficult to separate.
    The reaction conditions need to be precisely controlled. Temperature is one of the key factors. If the temperature is too high, the reaction may be too violent, triggering side reactions such as decarboxylation and excessive chlorination. If the temperature is too low, the reaction rate will be slow, time-consuming, and the reaction may be incomplete. The choice of reaction solvent should not be ignored. It should be able to dissolve the reactants well and have no adverse effect on the reaction. Differences in polarity and solubility of different solvents can lead to different reaction rates and selectivity. The use of
    catalysts also requires caution. Appropriate catalysts can significantly improve the reaction rate and yield, but the amount of catalyst must be appropriate. Too much or cause side reactions to increase, and too little will cause poor catalytic effect.
    Monitoring of the reaction process is essential. By means of thin-layer chromatography (TLC) and high-performance liquid chromatography (HPLC), the reaction process can be discerned in real time, so as to adjust the reaction conditions in time and stop the reaction at the right time to avoid the situation of product overreaction or insufficient reaction. The separation and purification of the
    product is also a key step. This compound contains a variety of polar groups, and the separation method should be selected according to its characteristics, such as extraction, column chromatography, etc. During the operation, attention should be paid to the mild conditions to prevent the structure of the product from being damaged. During the
    post-treatment process, attention should also be paid to the drying conditions of the product. Improper temperature and time may cause the product to lose crystalline water, which affects its purity and stability.