4-Dimethylaminopyridine CAS 1122-58-3
Manufacturer 4-Dimethylaminopyridine CAS 1122-58-3
- Appearance:Liquid
- Purity:99.8%
- Delivery:30days
- Sample Available:Available
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Name: 4-Dimethylaminopyridine
CAS: 1122-58-3
MOQ: 1KG
Directory Guidance on 4-Dimethylaminopyridine
Chemical Structure
Basic Info:
| Melting Point | 112 °C |
| Boiling Point | 162 °C |
| Density | 0.906 g/mL at 25 °C |
| Bulk Density | 520kg/m3 |
| Vapor Pressure | 0.169 hPa at 20 °C |
4-Dimethylaminopyridine Introduction:
4-Dimethylaminopyridine (DMAP for short) is a nitrogen-containing heterocyclic compound with a molecular formula of C₇H₁₁N₂ and a CAS number of 1122-58-3. As an important organic base and catalyst, DMAP has an irreplaceable position in the field of chemical synthesis. Its molecular structure consists of a pyridine ring and a dimethylamino substituent, in which the dimethylamino group significantly enhances the basicity of the pyridine ring through a conjugation effect. This unique electronic structure enables DMAP to participate in acid-base reactions as a proton receptor and to activate reaction intermediates through nucleophilic action, thereby showing excellent catalytic performance in many types of organic transformations.
In terms of physical properties, 4-Dimethylaminopyridine is usually a white to light yellow crystalline powder with a melting point of about 108–112°C. It is easily soluble in polar organic solvents (such as methanol and dichloromethane) at room temperature, but slightly soluble in water. It has high chemical stability, but may decompose in a strong acidic or oxidizing environment. The synthesis of DMAP is mainly achieved through the amination reaction of pyridine derivatives, for example, 4-chloropyridine is used as the raw material and prepared by nucleophilic substitution reaction in dimethylamine solution.
In terms of storage and safety, 4-Dimethylaminopyridine needs to be sealed and stored in a cool and dry place away from light. Although its acute toxicity is low (LD₅₀ rat oral administration is about 200 mg/kg), long-term contact may cause irritation to the skin and respiratory tract, and protective equipment must be worn during operation. In addition, DMAP may release heat when in contact with strong acids or acyl chloride compounds, and laboratory safety procedures must be strictly followed.
Nature and Specifications:
| Item | Specification |
| Product Name | 4-Dimethylaminopyridine |
| CAS No. | 1122-58-3 |
| Appearance | Powder |
| Shelf Life | 2 years |
| Packing | As Your Requirements |
| Fp | 110 °C |
| Storage Temp. | Store below +30°C. |
| Solubility | Methanol: 50 mg/mL, clear |
| Form | Prilled |
| Pka | PKa (20°): 9.7 |
Product service:
- Certificate Of Analysis (COA)
- Material Safety Data Sheet (MSDS)
- Route of synthesis (ROS)
- Method of Aanlysis (MOA)
- Nuclear Magnetic Resonance (NMR)
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The Application Situation Of 4-Dimethylaminopyridine
4-Dimethylaminopyridine has become an invaluable organic synthetic compound for esterification reactions. As a catalyst, it can neutralize strong carboxylic acid bases and promote the reaction between alcohols and carboxylic acids to form esters, speeding up esterification rates and yields while simultaneously decreasing temperatures and times of reactions.
Practically, 4-Dimethylaminopyridine acts to form intermediate active esters which react quickly with alcohols to generate esters – thus providing efficient esterification reactions. Furthermore, its mild conditions of operation make for efficient esterification reactions compared to those required of other catalysts.
4-Dimethylaminopyridine also plays an integral part in material synthesis, particularly polymer materials such as polyester and polyamide synthesis. It acts as a catalyzing agent, speeding up this process dramatically. Polyurethanes (PUs) are widely used for applications including fibers, plastics, coatings and more. Their performance largely depends on the catalyst used during their synthesis process.
4-Dimethylaminopyridine’s catalytic activity ensures efficient polymerization reactions, leading to higher molecular weights and uniform polymers while improving mechanical properties, thermal stability and chemical stability of materials produced using this catalyst. Additionally, 4-Dimethylaminopyridine plays an integral part in the synthesis of functional materials, such as conductive polymers or optical materials, by playing key catalytic reactions that lead to desired properties of those materials. Understanding its optimal catalytic conditions helps shape structure and performance across applications.
Pharmaceutical chemistry is another area in which 4-Dimethylaminopyridine finds widespread application. When synthesizing antibiotics, anti-tumor drugs, cardiovascular medicines or any other bioactive molecule that requires complex molecular structures to function efficiently – including antibiotics, anti-tumor drugs or cardiovascular medicines – it’s often used as a catalyst. Catalysis processes include lactone cyclization or macrocyclic formation. High catalytic efficiency not only speeds up drug production but also decreases by-product formation while meeting purity requirements imposed upon drug production – thus meeting strict purity requirements in drug production. Furthermore, 4-Dimethylaminopyridine undergoes nucleotide modification or peptide synthesis which introduce new innovative modifications into bioactive molecules’ structures that make bioactive molecules even more bioactive than ever.
4-Dimethylaminopyridine can be utilized as a derivatization reagent in analytical chemistry to increase detection sensitivity. When employed for gas chromatography or mass spectrometry analysis, its derivatization reaction catalyzed by 4-Dimethylaminopyridine can transform low volatility compounds with weak signal strength into more easily detectable derivatives; making this compound suitable for discovering environmental pollutants as well as conducting metabolomics research.
The Advantages Of 4-Dimethylaminopyridine
4-Dimethylaminopyridine’s strong catalytic activity allows it to significantly accelerate chemical reaction processes and boost efficiency at lower dosage, significantly speeding up chemical processes while decreasing costs and increasing production rates. By reacting efficiently with organic reagents such as esterification reactions catalyzed by 4-Dimethylaminopyridine, shortening reaction times from several hours or even dozens of hours under regular circumstances down to minutes-hours under conditions of reduced temperature, cutting energy consumption as well as equipment loss costs significantly.
4-Dimethylaminopyridine has remarkable versatility and can be applied to nearly all organic reactions under different reaction conditions. Organic solvents like acetonitrile, dichloromethane and ether are easily soluble with this resin, fulfilling all requirements for different reaction systems and steps seamlessly. Catalytic activity of this material can be maintained over a wide temperature range (from room temperature to above 100degC) and at different reaction temperatures. 4-Dimethylaminopyridine’s adaptability makes it widely utilized in various organic synthesis processes, with its catalytic properties fully evident in both laboratory synthesis and large-scale industrial production. For instance, 4-Dimethylaminopyridine’s strong catalytic activity allows it to complete reactions under high pressure and temperature conditions successfully – for instance in reactions requiring high pressure and temperature settings such as those found in synthetic processes that involve high-pressure/high temperature reactions.
4-Dimethylaminopyridine’s chemical stability and easy recycling make it more practical. It does not easily decompose, experience side reactions in most reaction systems, and extracting or distilling can easily achieve recycling and reuse – studies have even demonstrated that after three uses of the catalyst (4-Dimethylaminopyridine levels can still remain at over 80% of their initial levels, significantly cutting production costs of raw materials for industrial production.
4-Dimethylaminopyridine’s production process and supply chain are established and secure, with many large chemical suppliers worldwide offering high-purity (purity >=99%) products at competitive prices (compared with similar organic bases), yet considering catalytic efficiency and dosage costs; overall cost performance remains highly favorable compared with typical organic bases. Furthermore, its compatibility with existing production lines means integration without major modifications is often seamless, further lowering enterprise transformation costs.
4-Dimethylaminopyridine’s application range is extensive. From simple small molecule reactions to total synthesis of complex natural products, 4-Dimethylaminopyridine’s versatility makes it suitable for various reactions from polar solvent systems to heterogeneous catalytic systems. Not limited solely by acid-base effects, its catalytic mechanism also utilizes non-covalent interactions like hydrogen bonds or p-p stacking regulating reactions – giving rise to potential applications such as asymmetric catalysis
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Related References:
Chemicalbook-4-Dimethylaminopyridine
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