Methyl 5 Formylpyridine 2 Carboxylate
pyridine pyrrole pyrazine piperidine piperazine

methyl 5-formylpyridine-2-carboxylate

    Specifications

    HS Code

    604838

    Chemical Formula C7H7NO3
    Molar Mass 153.14 g/mol
    Appearance Solid (usually)
    Solubility In Water Poorly soluble in water
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, dichloromethane
    Stability Stable under normal conditions, but reactive towards strong oxidizing and reducing agents

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    General Information
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    Frequently Asked Questions

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    What are the chemical properties of methyl 5-formylpyridine-2-carboxylate?
    Methyl-5-formylpyridine-2-carboxylic acid ester is one of the organic compounds. It is active and has many unique chemical properties.
    This compound contains formyl (-CHO) and ester (-COOCH) groups on the pyridine ring. Formyyl groups are active functional groups and can participate in many reactions. First, oxidation reactions can occur. Under the action of suitable oxidants, formyl groups can be converted into carboxyl groups (-COOH) to obtain methyl-5-carboxylpyridine-2-carboxylic acid esters. Second, the reduction reaction can be carried out, treated with a specific reducing agent, and the formyl group can be changed to hydroxymethyl (-CH ² OH) to obtain methyl-5-hydroxymethylpyridine-2-carboxylic acid ester.
    The ester group is also a key functional group. In case of acid or base, hydrolysis will occur. Under acidic conditions, hydrolysis is slow, resulting in 5-formylpyridine-2-carboxylic acid and methanol; under alkaline conditions, hydrolysis is rapid, resulting in 5-formylpyridine-2-carboxylate and methanol. After acidification, 5-formylpyridine-2-carboxylic acid can be obtained.
    In addition, the presence of the pyridine ring makes the compound alkaline. Due to the lone pair of electrons on the nitrogen atom, protons can be accepted. This alkaline property makes it able to react with acids to form salts, which affects the solubility and reactivity of the compound.
    The chemical properties of methyl-5-formylpyridine-2-carboxylic acid esters are determined by the formyl, ester and pyridine rings they contain. These properties lay an important foundation for their application in organic synthesis and pharmaceutical chemistry.
    What are the main uses of methyl 5-formylpyridine-2-carboxylate?
    Methyl-5-formylpyridine-2-carboxylic acid esters are a key compound in organic synthesis. Their uses are quite extensive, and they are described as follows:
    First in the field of drug synthesis. With its unique structure, it can be used as an important intermediate to prepare various biologically active drug molecules. Chemists often rely on the activity of its pyridine ring and formyl and ester groups to build a complex drug skeleton through exquisite chemical reactions, endowing drugs with specific pharmacological effects, such as antibacterial, antiviral, and anti-tumor, which contribute greatly to human health and well-being.
    Furthermore, it also has extraordinary functions in the field of materials science. This compound is used as a starting material, and after ingenious chemical modification and polymerization, polymer materials with special properties can be prepared. Such materials may have excellent optical properties and can be used in the field of optoelectronics, such as organic Light Emitting Diode (OLED); or have good thermal stability and mechanical properties, suitable for high-end engineering plastics, etc., to promote the progress and innovation of materials science.
    Repeat, in the synthesis of fine chemicals, methyl-5-formylpyridine-2-carboxylate is also an indispensable element. It can be used in the synthesis of various fragrances, dyes and additives. By performing functional group conversion and derivatization reactions on it, fine chemicals with diverse structures and excellent properties can be created to meet the diverse needs of different industries and improve the quality and added value of products.
    All in all, methyl-5-formylpyridine-2-carboxylic acid esters play a pivotal role in many fields such as drugs, materials, and fine chemicals, promoting the vigorous development of various fields.
    What are the synthesis methods of methyl 5-formylpyridine-2-carboxylate
    There are various ways to prepare methyl 5-formylpyridine-2-carboxylic acid esters. One method can be started from dimethyl pyridine-2,5-dicarboxylate. The ester is first treated with a mild reducing agent, such as an appropriate amount of sodium borohydride-aluminum trichloride system, and reacted in a suitable organic solvent, such as anhydrous tetrahydrofuran, at a low temperature and under nitrogen protection. The sodium borohydride-aluminum trichloride system can selectively reduce one of the ester groups to an aldehyde group, while the other ester group can be retained, thus forming methyl 5-formylpyridine-2-carboxylic acid ester.
    Furthermore, 2-methyl-5-formylpyridine can also be used as a raw material. It is reacted with a suitable acylating agent, such as methyl chloroformate, under the catalysis of a base. The commonly used base is potassium carbonate, which is heated and stirred in a solvent such as acetonitrile. The base can capture the hydrogen of the methyl group in 2-methyl-5-formylpyridine, and then undergo nucleophilic substitution reaction with methyl chloroformate to achieve the synthesis of methyl 5-formylpyridine-2-carboxylate.
    Another method is to use 5-bromo-2-formate methyl pyridine as the starting material. It is first made into Grignard reagent, such as reacting with magnesium chips in anhydrous ether to make Grignard reagent, and then reacting with N, N-dimethylformamide (DMF). By reacting Grignard reagent with DMF, formyl groups are introduced at the 5th position of the pyridine ring to obtain methyl 5-formyl pyridine-2-carboxylic acid esters. All methods have their own advantages and disadvantages, and should be carefully selected according to the actual situation, such as the availability of raw materials, the difficulty of reaction conditions, and the purity of the product.
    Methyl 5-formylpyridine-2-carboxylate what to pay attention to when storing and transporting
    Methyl-5-formylpyridine-2-carboxylic acid ester is also an organic compound. During its storage and transportation, many matters must not be ignored.
    First words storage. This compound should be placed in a cool, dry and well-ventilated place. Because of the cool environment, it can avoid the change of its properties caused by excessive temperature. A dry place can prevent moisture intrusion, which can damage its quality due to moisture or chemical reactions such as hydrolysis. A well-ventilated place can prevent the accumulation of harmful gases and maintain its chemical stability. And it must be kept away from fire and heat sources. Open flames and hot topics can cause it to burn or even explode, endangering safety. This compound may have certain toxicity and irritation, so it should be stored separately from oxidants, acids, alkalis, etc., to prevent mutual reaction and cause disasters. The storage area should also be equipped with suitable materials to contain leaks for emergencies.
    As for transportation, caution is also required. Before transportation, make sure that the container is well sealed and there is no risk of leakage. During transportation, make sure that the container is firmly fixed to prevent collision and dumping. Transportation vehicles should be equipped with the corresponding variety and quantity of fire fighting equipment and leakage emergency treatment equipment. Drivers and escorts must be familiar with the properties, hazards and emergency treatment methods of this compound. During driving, avoid high temperature periods and densely populated areas for safety. If a leak occurs during transportation, effective measures should be taken promptly, such as evacuating the crowd, sealing off the scene, and containing the leak with appropriate materials, and handling it properly in accordance with relevant regulations.
    What is the market outlook for methyl 5-formylpyridine-2-carboxylate?
    Methyl-5-formylpyridine-2-carboxylic acid ester, this is an organic compound. Looking at its market prospects, its potential in the field of pharmaceutical synthesis is extraordinary. Gein pyridine derivatives often have diverse biological activities. The formyl group and carboxylate group of this compound can provide a key check point for the design of drug molecules, and can introduce different functional groups through chemical modification to synthesize new drugs with unique efficacy.
    In the field of materials science, it may be used as the cornerstone for the construction of special functional materials. With its structural properties, polymerized or combined with other materials, it is expected to create new materials with unique optical, electrical or mechanical properties, which may have application opportunities in frontier fields such as optoelectronics and sensors.
    However, its market also faces challenges. The complexity of the synthetic process or the high production cost limits its large-scale application. And the competition of similar alternative compounds cannot be ignored. To expand the market, it is necessary to develop efficient and low-cost synthetic routes to enhance product competitiveness. At the same time, in-depth exploration of its performance and application, and opening up new application fields can seek broad development space in the market.