5 Methylpyridine 2 3 Dicarboxylic Acid Dimethyl Ester
pyridine pyrrole pyrazine piperidine piperazine

5-Methylpyridine-2,3-Dicarboxylic Acid Dimethyl Ester

    Specifications

    HS Code

    886036

    Chemical Formula C10H11NO4
    Molar Mass 209.2 g/mol
    Appearance Solid (presumably, based on common esters)
    Solubility In Water Low solubility (esters are generally hydrophobic)
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, dichloromethane
    Stability Stable under normal conditions, but can be hydrolyzed in the presence of strong acids or bases

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    Frequently Asked Questions

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    What are the chemical properties of dimethyl 5-methylpyridine-2,3-dicarboxylate?
    5-Methylpyrazole-2,3-dicarboxylic acid dimethyl ester is one of the organic compounds. Its chemical properties are quite important, and it is related to the process of many chemical transformations and reactions.
    This compound has the structural characteristics of ester groups and carboxylic acid esters, so it exhibits specific chemical activities. The presence of ester groups allows it to participate in the hydrolysis of esters. Under acidic or basic conditions, the ester groups of 5-methylpyrazole-2,3-dicarboxylic acid dimethyl ester can be hydrolyzed to form corresponding carboxylic acids and alcohols. During basic hydrolysis, hydroxyl ions nucleophilic attack the carbonyl carbon of the ester group, and go through a series of intermediates, eventually causing the ester bond to break, resulting in carboxylate and alcohol. In organic synthesis, this hydrolysis reaction is often an important way to prepare corresponding carboxylic acid derivatives.
    Furthermore, the pyrazole ring structure of the compound also gives it unique reactivity. The nitrogen atom on the pyrazole ring has a solitary pair of electrons and can participate in the reaction as an electron donor. For example, electrophilic substitution reactions can occur with electrophilic reagents, introducing substituents at specific positions in the pyrazole ring. Such reactions often depend on the electron cloud distribution of the pyrazole ring and the localization effect of the substituent. The presence of 5-methyl groups affects the electron cloud density distribution of the pyrazole ring, thereby affecting the regioselectivity of the electrophilic substitution reaction.
    In addition, the carbonyl part of 5-methylpyrazole-2,3-dicarboxylic acid dimethyl ester can participate in reduction reactions such as reduction. With suitable reducing agents, carbonyl groups can be reduced to alcohol hydroxyl groups, and this reaction can provide a basis for the construction of compounds with different functional groups.
    5-methylpyrazole-2,3-dicarboxylic acid dimethyl ester has chemical properties such as hydrolysis, electrophilic substitution, and reduction due to its own structural characteristics. It has potential applications and research values in organic synthesis, medicinal chemistry, and other fields. Through the utilization and regulation of its chemical properties, the synthesis and preparation of various target compounds can be realized.
    What are the main uses of dimethyl 5-methylpyridine-2,3-dicarboxylate?
    5-Methylpyrazole-2,3-dicarboxylic acid dimethyl ester is widely used. In the field of medicinal chemistry, it is an important organic synthesis intermediate and can participate in the construction of many drug molecules. For example, when developing new antibacterial drugs, it can act as a key structural fragment, chemically modified and spliced with other groups, or endow drugs with unique antibacterial activity and better pharmacokinetic properties, which helps to improve drug efficacy and reduce side effects.
    In the field of materials science, 5-methylpyrazole-2,3-dicarboxylic acid dimethyl ester can be used to prepare functional materials by virtue of its own structural characteristics. For example, when designing and synthesizing polymer materials with specific optical and electrical properties, introducing them into the polymer skeleton can regulate the microstructure of the material, thereby changing the properties of light absorption and charge transport of the material, laying the foundation for the development of new optoelectronic materials.
    In agricultural chemistry, it also has potential applications. It can be used as a raw material for synthetic pesticides to build compounds with high insecticidal, bactericidal or herbicidal activities. Because of its unique chemical structure, it may be accurately combined with specific target check points of pests and pathogens to achieve high selectivity, low toxicity and efficient pesticide effects, reduce the impact on the environment and non-target organisms, and meet the needs of green development of modern agriculture.
    In addition, in the study of organic synthetic chemistry, dimethyl 5-methylpyrazole-2,3-dicarboxylate is often used as a starting material. Through various chemical reactions, such as esterification, cyclization, substitution, etc., complex and diverse organic compounds are derived, providing a rich material basis and research ideas for the development of organic synthetic chemistry.
    What are the synthesis methods of dimethyl 5-methylpyridine-2,3-dicarboxylate?
    To prepare dimethyl 5-methylpyridine-2,3-dicarboxylate, the following methods can be used:
    First, a suitable pyridine derivative is used as the starting material. The methyl group is introduced at a specific position on the pyridine ring first, and this step can be achieved by electrophilic substitution reaction. Select a suitable methylating agent, such as iodomethane, and under suitable catalyst and reaction conditions, the methyl group is successfully connected to the required check point of the pyridine ring. Then, the carboxyl group is introduced at the 2,3-position of the pyridine ring. This usually requires a multi-step reaction, which can first be oxidized to a carboxyl group by a strong oxidant, such as potassium permanganate, in a suitable reaction system. After generating 5-methylpyridine-2,3-dicarboxylic acid, the esterification reaction is carried out. Methanol is selected as the esterification reagent, and under the action of concentrated sulfuric acid and other catalysts, the reaction is heated to make the carboxyl group and methanol esterified, and the final result is 5-methylpyridine-2,3-dicarboxylic acid dimethyl ester.
    Second, we can also start from the construction of pyridine rings. Through multi-component reactions, compounds containing methyl groups, compounds containing carboxyl groups or their precursors, and reagents containing nitrogen can be cyclized to form pyridine rings under specific reaction conditions. For example, with appropriate β-dicarbonyl compounds, ammonia sources, and methylation reagents, under acidic or basic catalytic conditions, a condensation cyclization reaction occurs to directly generate pyridine derivatives with methyl and carboxyl precursors. After that, the carboxyl precursor is properly converted to become a carboxyl group, and then esterified as described above to obtain the target product 5-methylpyridine-2,3-dicarboxylic acid dimethyl ester.
    Third, metal-catalyzed coupling reactions can also be used. Compounds containing pyridine rings with couplable groups, as well as coupling reagents containing methyl and carboxyl groups or their protective groups, are first prepared. With the help of metal catalysts such as palladium and nickel, a coupling reaction occurs to introduce methyl and carboxyl-related groups into the pyridine ring. After that, the protective group is removed, and if esterification is required, the esterification operation is carried out, and finally 5-methyl pyridine-2,3-dicarboxylic acid dimethyl ester is obtained.
    What are the precautions for the storage and transportation of dimethyl 5-methylpyridine-2,3-dicarboxylate?
    5-Methyl-p-2,3-dimethyl succinate should pay attention to the following things during storage and transportation:
    First, temperature control is very important. This compound is more sensitive to temperature, and high temperature can easily cause its chemical properties to change, or even cause decomposition reactions. Therefore, when storing, it should be in a cool and well-ventilated place, and the temperature should be maintained within a specific range. It must not be exposed to hot sun or high temperature environment to prevent the product from deteriorating due to high temperature, which will affect its quality and effectiveness.
    Second, the impact of humidity cannot be ignored. Humid environment may cause the substance to absorb moisture. After moisture absorption, it may not only cause its physical form to change, such as agglomeration, but also catalyze certain chemical reactions to a certain extent, causing damage to its stability. Therefore, the storage place must be kept dry, and auxiliary means such as desiccants can be used appropriately to maintain the dry state of the environment.
    Third, it is necessary to pay attention to the isolation from other substances. 5-methyl has a specific chemical activity for its 2,3-dimethyl succinate. If it comes into contact with certain oxidizing, reducing substances, or strong acids, strong bases, etc., it is very likely that a chemical reaction will occur, causing the product to fail, or even causing dangerous conditions. Therefore, when storing and transporting, it should be ensured that it is strictly isolated from such substances, stored and transported separately, and avoid mixing with each other.
    Fourth, the integrity of the packaging is of paramount importance. Packaging materials need to have good sealing and corrosion resistance to prevent product leakage. Once leakage occurs, it will not only cause product loss, but also may cause pollution to the environment due to the substance. If it leaks during transportation, it may pose a threat to the surrounding environment and personnel safety. Therefore, before storage and transportation, be sure to carefully check whether the packaging is intact, and prevent damage to the packaging due to collision, extrusion, etc. during transportation.
    Fifth, follow safety procedures. Whether it is the storage process or the transportation stage, the relevant operators should strictly follow the established safety operating procedures. Necessary protective equipment, such as gloves, goggles, etc. should be equipped during operation to prevent harm to the human body caused by contact with the substance. At the same time, the equipment involved in the storage and transportation process should also be regularly inspected and maintained to ensure its normal operation, so as to ensure the safety of the entire storage and transportation process.
    What are the effects of dimethyl 5-methylpyridine-2,3-dicarboxylate on the environment and human health?
    5-Methyl isoxazole-2,3-dicarboxylate diethyl ester, this substance may pose many hidden dangers to the environment and human health.
    At the environmental level, its water pollution may be a concern. If the substance flows into the water body through industrial discharge, improper disposal, etc., it will be difficult to degrade due to its stable chemical structure, or it will remain and accumulate in the aquatic ecosystem for a long time. For example, some persistent organic pollutants will affect the growth, reproduction and behavior of aquatic organisms. For example, it will cause abnormal embryonic development of fish, increase the deformity rate of juvenile fish, interfere with their nervous system and endocrine system, and then destroy the balance of aquatic ecology. At the same time, if the soil is polluted by it, it will change the soil physical and chemical properties, affect the structure and function of soil microbial community, hinder the absorption of nutrients by plants, and affect plant growth and development.
    As for human health, 5-methyl isozole-2,3-dicarboxylate diethyl ester may be potentially toxic. After entering the human body through respiratory inhalation, skin contact or accidental ingestion, it may interfere with the normal physiological functions of the human body. Animal experiments have shown that some structurally similar organic compounds can damage important organs such as the liver and kidneys. The liver acts as a detoxification organ in the human body, or metabolic dysfunction is caused by exposure to such substances; if the kidneys are affected, it may affect the excretion function. In addition, it may be allergenic. After skin contact in some people, contact dermatitis may occur, causing symptoms such as redness, swelling, itching, and rash, which affect the quality of life.
    In summary, 5-methyl isozole-2,3-dicarboxylate diethyl ester may have negative effects on the environment and human health. During its production, use, and disposal, it is necessary to strengthen control and monitoring to reduce risks.