Ethyl 4 Formylpyrrole 2 Carboxylate
pyridine pyrrole pyrazine piperidine piperazine

Ethyl 4-formylpyrrole-2-carboxylate

    Specifications

    HS Code

    849156

    Chemical Formula C8H9NO3
    Molar Mass 167.162 g/mol
    Appearance Typically a solid
    Solubility In Organic Solvents Soluble in many common organic solvents like dichloromethane, chloroform
    Functional Groups Formyl group (-CHO), carboxylate ester group (-COOEt), pyrrole ring
    Reactivity Reactive towards nucleophiles due to the presence of the formyl group, can also participate in reactions characteristic of pyrrole and ester functional groups
    Synthesis Method Can be synthesized through multi - step organic synthesis routes involving pyrrole ring formation followed by formylation and esterification reactions

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    Frequently Asked Questions

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    What are the main uses of Ethyl 4-formylpyrrole-2-carboxylate?
    Ethyl 4-formylpyrrole-2-carboxylate, Chinese name 4-formylpyrrole-2-carboxylate, this substance has a wide range of uses.
    In the field of pharmaceutical synthesis, it is often a key intermediate. The structure of Gein pyrrole is common in many drug-active molecules, and 4-formyl and ethyl ester groups can be modified by various chemical reactions. For example, by condensation with amino-containing compounds, heterocyclic compounds with specific pharmacological activities can be constructed, which may play a key role in the development of anti-tumor, antibacterial and other drugs.
    In the field of materials science, it also has important uses. Due to its conjugated structure and modifiable functional groups, after chemical conversion, materials with special optical and electrical properties can be prepared. For example, through polymerization or copolymerization with other functional monomers, or materials can be prepared for organic Light Emitting Diode (OLED), solar cells and other optoelectronic devices, providing new opportunities for material innovation.
    In organic synthetic chemistry, it is an important building block for the construction of complex organic molecules. 4-Formalyl groups can be converted by reactions such as hydroxyaldehyde condensation and Wittig reaction, and ethyl ester groups can be converted by hydrolysis, alcoholysis, aminolysis, etc., which can build rich organic compounds, expand the boundaries of organic synthetic chemistry, and promote the sustainable development of this field.
    What are the synthetic methods of Ethyl 4-formylpyrrole-2-carboxylate?
    Ethyl 4-formylpyrrole-2-carboxylate is an important compound in organic synthesis. The synthesis method is as follows:
    First, it can be started from ethyl 4-methylpyrrole-2-carboxylate. The methyl group in ethyl 4-methylpyrrole-2-carboxylate is oxidized with a suitable oxidizing agent, such as manganese dioxide-sulfuric acid system. This oxidation process requires fine regulation of the reaction temperature and the amount of oxidizing agent. If the temperature is too high or the oxidizing agent is excessive, it is easy to cause excessive oxidation, which affects the yield and purity of the product. The reaction is carried out in a suitable organic solvent, such as dichloromethane, and the reaction is completed. The target product can be obtained by extraction, column chromatography and other means.
    Second, ethyl pyrrole-2-carboxylate is used as raw material and realized by Vilsmeier-Haack reaction. Ethyl pyrrole-2-carboxylate is mixed with N, N-dimethylformamide and phosphorus oxychloride, and the reaction is initiated at low temperature, and then gradually heated up. This reaction condition is quite critical, and the side reaction can be avoided at low temperature, and the heating process needs to be slowly and precisely controlled. After the reaction is completed, Ethyl 4-formylpyrrole-2-carboxylate can be obtained through hydrolysis, neutralization, extraction and column chromatography.
    Third, from 2,4-dichloropyrrole-2-carboxylate. First, the 4-position chlorine atom in 2,4-dichloropyrrole-2-carboxylate is substituted with a nucleophilic reagent, such as sodium methoxide, to obtain 4-methoxypyrrole-2-carboxylate, and then the 4-methoxypyrrole-2-carboxylate is oxidized to an aldehyde group by using a suitable oxidant, such as Days-Martin oxidant. Although there are many steps in this route, the reaction selectivity of each step is better. After multi-step separation and purification, Ethyl 4-formylpyrrole-2-carboxylate with higher purity can also be obtained.
    What are the physical properties of Ethyl 4-formylpyrrole-2-carboxylate?
    Ethyl 4-formylpyrrole-2-carboxylate, Chinese name or ethyl 4-formylpyrrole-2-carboxylate. This is an organic compound with unique physical properties.
    Its appearance is often light yellow to yellow liquid or solid, and it has a specific phase state at room temperature or due to intermolecular forces. The melting boiling point of this substance depends on the molecular structure and intermolecular forces. The carbonyl and ester groups in the molecule interact with hydrogen bonds, van der Waals forces, etc., and the melting boiling point is expressed. In general, the melting point of such polyfunctional organic compounds may not be too high, due to the tight arrangement of organic group-restricted lattices; the boiling point may be relatively high, due to the need for more energy to overcome intermolecular forces.
    In terms of solubility, in view of its polar carbonyl and ester groups, it may have a certain solubility in polar organic solvents such as ethanol and acetone. Polar groups form hydrogen bonds or dipole-dipole interactions with solvent molecules to promote dissolution. However, in non-polar solvents such as n-hexane, the solubility may be limited, due to the mismatch between molecular polarity and non-polar solvents. The physical properties of
    Ethyl 4 - formylpyrrole - 2 - carboxylate are crucial for its application in organic synthesis, medicinal chemistry and other fields. Knowing the melting point can assist in separation and purification; knowing the solubility can be used to select the appropriate reaction solvent to ensure the efficient progress of the reaction.
    What are the chemical properties of Ethyl 4-formylpyrrole-2-carboxylate?
    Ethyl 4-formylpyrrole-2-carboxylate (ethyl 4-formylpyrrole-2-carboxylate) is an organic compound with interesting chemical properties. This compound has two key functional groups, ester group and formyl group, each showing unique chemical behavior.
    Let's talk about the ester group first, which is easy to hydrolyze. In an acidic medium, it slowly hydrolyzes to 4-formylpyrrole-2-carboxylic acid and ethanol. The reason for this hydrolysis is that the acid prompts the ester bond to break, and water is added to the ester group. In an alkaline environment, hydrolysis is faster, resulting in carboxylate and ethanol, which is a saponification reaction. The hydroxide in the Gein base has strong nucleophilicity, directly attacking the carbonyl carbon of the ester group, causing the ester bond to break.
    The formyl group does not show weakness either. With typical aldehyde properties, many reactions can occur. If it can form acetals with alcohols catalyzed by acids. This is because the carbon of the carbonyl group in the aldehyde group is partially positively charged, and the oxygen of the alcohol is isolated to electrons, and the two react with attraction. It can also be oxidized by weak oxidants, such as Torun reagent (silver ammonia solution). After the reaction, the aldehyde group changes to a carboxyl group, and the silver ion is reduced to silver. There is a silver mirror phenomenon. This is a wonderful way to identify aldehyde groups. When reacted with strong oxidants such as potassium permanganate, the aldehyde group also changes to a carboxyl group, and the pyrrole ring may be affected, or there may be complex changes such as ring opening.
    can also participate in nucleophilic addition reactions. Because carbonyl carbons are electrophilic, nucleophilic reagents such as Grignard reagents are easy to attack, and alcohols can be obtained by hydrolysis of the product. In addition, formyl groups can participate in condensation reactions, such as condensation with active hydrogen-containing compounds, forming new carbon-carbon bonds. The complexity of increasing molecules is of great significance in organic synthesis.
    Ethyl 4 - formylpyrrole - 2 - carboxylate is widely used in the field of organic synthesis due to the characteristics of ester groups and formyl groups. It is an important raw material for the preparation of complex pyrrole derivatives and biologically active compounds.
    What is the price range of Ethyl 4-formylpyrrole-2-carboxylate in the market?
    I look at "Ethyl 4 - formylpyrrole - 2 - carboxylate", which is a chemical product, named ethyl 4 - formylpyrrole - 2 - carboxylate. However, the price on the market often varies due to changes in quality, source, supply and demand.
    In the past, in books such as "Tiangong Kaiwu", there were many descriptions of craftsmanship and product manufacturing, and the price of this product was not detailed. Today is different from the past. The price of a chemical product is determined by many factors.
    If it is of high quality, finely purified, and used in high-end scientific research experiments, its price will be high. On the contrary, if it is only ordinary industrial grade, there are slightly more impurities, and the price may be slightly lower. And the supply is sufficient, and when the demand is weak, the price also tends to drop; if there are many people who want it, the supply is insufficient, and the price is easy to rise.
    As far as I know, its price range is quite wide. In the general chemical reagent market, small batch purchases can cost more than tens of yuan to hundreds of yuan per gram. If it is purchased in large quantities for industry, it depends on the amount, or tens of thousands of yuan per ton. However, this is only a rough guess. The actual price needs to be consulted with chemical raw material suppliers and chemical reagent distributors. According to the current market conditions, an accurate number can be obtained.