4 N N Dimethylaminopyridine
pyridine pyrrole pyrazine piperidine piperazine

4-N,N-Dimethylaminopyridine

    Specifications

    HS Code

    116804

    Name 4-N,N-Dimethylaminopyridine
    Molecular Formula C7H10N2
    Molar Mass 122.17 g/mol
    Appearance White to yellow crystalline powder
    Odor Faintly ammoniacal
    Melting Point 112 - 114 °C
    Boiling Point 211 - 212 °C
    Solubility In Water Slightly soluble
    Solubility In Organic Solvents Soluble in many organic solvents like ethanol, dichloromethane
    Pka In Water 9.7
    Basicity Highly basic
    Role In Reactions Catalytic base in organic synthesis

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    Frequently Asked Questions

    As a leading 4-N,N-Dimethylaminopyridine supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What are the main uses of 4-N, N-dimethylaminopyridine?
    4-N, N-dimethylaminopyridine, its main uses are as follows:
    This is an extremely important catalyst in organic synthesis. It exhibits excellent catalytic efficiency in many acylation, alkylation, esterification and other reactions. Take acylation as an example. In traditional acylation reactions, if there is no good catalyst, the reaction conditions are often harsh and the yield is poor. However, 4-N, N-dimethylaminopyridine can significantly reduce the activation energy of the reaction and accelerate the reaction rate. The reason is that the pyridine cyclic nitrogen atom of the substance cooperates with the dimethylamino group, which has strong alkalinity and nucleophilicity. It can bind to the carbonyl group of the acyl compound, making it easier to react with nucleophilic reagents, thereby greatly improving the reaction efficiency. The reaction that was originally difficult to carry out can be successfully achieved under relatively mild conditions, which greatly facilitates the operation of organic synthesis and improves the success rate and yield of synthesis.
    In the field of drug synthesis, 4-N, N-dimethylamino pyridine is widely used. The synthesis of many drug molecules involves key acylation and alkylation steps. With this catalyst, key structural fragments of drug molecules can be precisely constructed. For example, in the synthesis process of some antibiotic drugs, the reaction catalyzed by 4-N, N-dimethylaminopyridine can efficiently and selectively introduce specific functional groups to ensure that the drug molecules have accurate chemical structures and biological activities, which is of great significance for improving the quality and efficacy of drugs.
    In the field of materials science, when preparing high-performance polymer materials, 4-N, N-dimethylaminopyridine can be used to catalyze polymerization reactions such as esterification. Through effective catalysis, the molecular weight, molecular structure and properties of polymers can be regulated, resulting in the preparation of polymer materials with special properties, such as high strength, high heat resistance, and high flexibility, to meet the specific needs of materials in different fields and promote the development and progress of materials science.
    What is the mechanism of 4-N, N-dimethylaminopyridine in organic synthesis?
    4-N, N-dimethylaminopyridine has a unique and crucial mechanism of action in organic synthesis. This is a key catalyst in the field of organic synthesis, with high catalytic activity, which can significantly accelerate the rate of many chemical reactions.
    Its mechanism of action is mainly due to the synergy effect of the pyridine ring and the dimethylamino group. The pyridine ring has a good electron cloud density distribution, and the dimethylamino group is a strong electron donor group, which can enhance the electron cloud density of the nitrogen atom of the pyridine ring and improve its nucleophilicity. In this way, 4-N, N-dimethylaminopyridine can interact with the reactants efficiently.
    In the acylation reaction, it can be combined with the acylating agent first to form an intermediate with higher activity. This intermediate is easier to react with nucleophiles such as alcohols and amines, which greatly promotes the acylation reaction, improves the reaction efficiency and yield. In the nucleophilic substitution reaction, it can also rely on its nucleophilicity to help the departure of the leaving group and speed up the reaction process.
    Furthermore, 4-N, N-dimethylaminopyridine also exhibits good selectivity. In some complex organic synthesis reaction systems, it can selectively catalyze specific positions or specific types of reactions, making the reaction more controllable and effectively promoting the development of organic synthesis chemistry towards precision. In conclusion, 4-N, N-dimethylaminopyridine plays an indispensable role in the field of organic synthesis due to its unique mechanism of action, providing an effective means for the synthesis of many complex organic compounds.
    What are the physical and chemical properties of 4-N, N-dimethylaminopyridine?
    4-N, N-dimethylaminopyridine is a useful catalyst in organic synthesis. Its physical and chemical properties are as follows:
    Looking at its appearance, under room temperature and pressure, 4-N, N-dimethylaminopyridine is in the state of white to light yellow crystalline powder, with a fine texture and a slight glitter in sunlight.
    Smell its smell, this substance has a special amine smell, the smell is not pungent, but it is quite unique, and can be faintly detected in a well-ventilated place.
    In terms of solubility, 4-N, N-dimethylaminopyridine is soluble in many organic solvents, such as ethanol, chloroform, dichloromethane, etc. In ethanol, it can be rapidly dispersed and dissolved to form a uniform and transparent solution; in chloroform, it can also be well miscible, which makes it effectively dispersed in organic synthesis reaction systems and play a catalytic role.
    mentioned melting point, its melting point is about 112-114 ℃. When the temperature rises near the melting point, 4-N, N-dimethylaminopyridine gradually changes from solid state to liquid state, which can be used as an important basis for the identification and purification of compounds.
    As for the boiling point, it is about 211 ° C. When it reaches the boiling point, the substance will change from liquid to gaseous state, and this boiling point value reflects the relatively moderate volatility of the compound.
    Its density is about 1.129 g/cm ³, which is similar to that of common organic solvents, which makes it uniformly distributed in the solution system and does not cause stratification due to excessive density differences, which affects the reaction process.
    In addition, 4-N, N-dimethylaminopyridine is weakly basic. Due to the existence of lone pairs of electrons on the nitrogen atom, it can accept protons. This alkaline property makes it play a key role in many acid-base catalyzed organic reactions. It can react with acidic substances and catalyze specific chemical reactions, thus promoting the reaction to proceed efficiently in the desired direction.
    What are the precautions for the use of 4-N, N-dimethylaminopyridine?
    4-N, N-dimethylaminopyridine is a commonly used catalyst in organic synthesis. When using, many precautions need to be paid attention to.
    First, it is related to storage. This substance is highly hygroscopic, so it needs to be stored in a dry place and sealed to avoid moisture deterioration and affect its catalytic performance.
    Second, as far as the operation process is concerned. Because of its certain toxicity and irritation, the operation must be carried out in a well-ventilated environment, preferably in a fume hood, to prevent inhalation of dust or volatile gases of the substance, causing damage to human health. Operators should also take protective measures, such as wearing suitable masks, gloves and protective glasses.
    Third, it is about the dosage control. The catalytic activity of this catalyst is quite high, and the dosage needs to be precisely controlled when used. If the dosage is too small, the expected catalytic effect may not be achieved; if the dosage is too large, it may lead to more side reactions and increase costs. Usually, the appropriate dosage should be determined through experimental exploration according to the specific reaction substrate, reaction conditions and expected products.
    Fourth, about the reaction system. 4-N, N-dimethylaminopyridine is suitable for a variety of reaction systems, but different reaction systems will affect its catalytic effect. Before use, the pH of the reaction system, the type of solvent and other factors should be fully considered. For example, some highly acidic systems may react with the catalyst, reducing its activity, and appropriate adjustments need to be made to the reaction system at this time.
    Fifth, the post-treatment process. After the reaction, the catalyst may remain in the product and needs to be removed by suitable post-treatment methods. Common post-treatment methods include extraction, washing, column chromatography, etc., to ensure that the purity of the product meets the requirements.
    What is the market prospect of 4-N, N-dimethylaminopyridine?
    4-N, N-dimethylaminopyridine is worth exploring in the future of the market. This substance has catalytic ability and is widely used in the field of organic synthesis.
    Looking at the current organic synthesis industry, seeking efficient and environmentally friendly methods, this substance is at the right time. Its catalytic activity is quite strong, it can promote many reactions quickly, and the selectivity is very good. It can reduce the generation of side reactions and improve the purity of the product.
    In the synthesis of medicine, many key steps depend on its catalysis. For example, in the synthesis of antibiotics, cardiovascular drugs, etc., 4-N, N-dimethylaminopyridine is a commonly used catalyst to assist in the construction of complex structures and increase the efficiency and yield of synthesis. This can reduce time consumption and cost in pharmaceutical research and development and production, and the prospect is good.
    It is also seen in the field of material chemistry. In polymer synthesis and functional material preparation, it is important for researchers and industry because it can regulate the reaction process and product structure. With the advancement of materials science, the demand for special performance materials is increasing, and the application of 4-N, N-dimethylaminopyridine in the preparation of new materials may expand.
    However, the prospect of its market is not without challenges. With stricter environmental regulations, the synthesis process needs to consider its impact on the environment, and seek a way to green preparation and application. And the market competition is becoming increasingly fierce. If you want to ensure excellence, you need to continuously reduce costs and improve efficiency, and explore new fields of application.
    In short, 4-N, N-dimethylaminopyridine has considerable prospects in organic synthesis, medicine, materials and other fields due to its unique catalytic properties. But it needs to meet the challenges of environmental protection and competition in order to be able to stand in the market for a long time.