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What is the chemical structure of 5-fluoro-pyridine-2-carboxylic acid methyl ester?
5 - fluoro - pyridine - 2 - carboxylic acid methyl ester, its chemical structure is quite wonderful. This compound is a pyridine derivative, with a pyridine ring as the base. The pyridine ring is a nitrogen-containing six-membered heterocyclic ring, with aromatic properties, common and important in organic chemistry.
In the second position of the pyridine ring, there is a methyl ester group formed by esterification of the carboxyl group. The methyl ester group, the structure of -COOCH, is obtained by the esterification reaction of the carboxyl group and methanol. This group imparts specific chemical and physical properties to the compound, affecting its solubility and reactivity.
And at the 5th position of the pyridine ring, there are fluorine atoms. Fluorine atoms have strong electronegativity, which significantly changes the electron cloud distribution of the molecule after introduction, and has a profound impact on the polarity, stability and biological activity of the compound. Because of its strong electronegativity, it can change the intermolecular forces, which in turn affect the physical properties such as melting point and boiling point, and can affect their interactions with biological macromolecules in vivo, which is related to pharmacological activities. In conclusion, the chemical structure of 5-fluoro-pyridine-2-carboxylic acid methyl ester is composed of a pyridine ring, a fluorine atom at position 5, and a methyl ester group at position 2. The interaction between the parts determines the unique chemical and physical properties of the compound.
What are the main uses of 5-fluoro-pyridine-2-carboxylic acid methyl ester
Methyl 5-fluoropyridine-2-formate is a key compound in the field of organic synthesis and has a wide range of uses.
First, in the field of medicinal chemistry, it is often used as a key intermediate to synthesize various drugs. The construction of many drug molecules requires this compound as the starting material, through a series of chemical reactions, to precisely construct a specific chemical structure, so as to endow the drug with a specific biological activity. For example, when developing therapeutic drugs for specific diseases, its unique chemical structure can be used as an important part of the pharmacophore, interacting with specific targets in organisms to regulate physiological processes and achieve the purpose of treating diseases.
Second, it also plays an important role in pesticide chemistry. It can be used as a key raw material for the synthesis of high-efficiency and low-toxicity pesticides. With its chemical properties, pesticide products with specific insecticidal, bactericidal or herbicidal activities can be synthesized. These pesticides can precisely act on the specific physiological processes of pests, inhibit their growth and reproduction, thereby ensuring the healthy growth of crops and improving the yield and quality of crops.
Third, in the field of materials science, methyl 5-fluoropyridine-2-formate also shows potential application value. Can participate in the synthesis of organic materials with special properties, such as photoelectric materials. After rational molecular design and chemical reaction, it has become an important fragment for building the molecular structure of functional materials, endowing the materials with good fluorescence properties, charge transport properties, etc., and has potential applications in organic light emitting diodes, solar cells and other fields.
What are the synthesis methods of 5-fluoro-pyridine-2-carboxylic acid methyl ester
To prepare methyl 5-fluoropyridine-2-carboxylic acid, there are two common methods. One is to start with 5-fluoropyridine-2-carboxylic acid and make it esterify with methanol under the catalysis of concentrated sulfuric acid. In this process, 5-fluoropyridine-2-carboxylic acid and excess methanol are co-placed in a reaction bottle, concentrated sulfuric acid is slowly added, and heated for a number of refluxes. Concentrated sulfuric acid can promote equilibrium to move towards ester formation. After the reaction is completed, when the system is cooled, the acid is neutralized in a sodium bicarbonate solution, extracted with an organic solvent, distilled and purified to obtain methyl 5-fluoropyridine-2-carboxylic acid.
Second, 5-fluoro-2-halo-pyridine is reacted with carbon monoxide and methanol under the action of a catalyst. Usually transition metal complexes such as palladium are used as catalysts, and under appropriate temperature and pressure, 5-fluoro-2-halo-pyridine reacts with carbon monoxide and methanol in a reactor. Carbon monoxide provides carbonyl, methanol provides methoxy, and catalyzes to form ester bonds. After the reaction, pure methyl 5-fluoropyridine-2-carboxylate is obtained through separation and purification steps such as filtration, distillation, column chromatography, etc. These two methods have their own advantages and disadvantages, and the practical application should be selected according to factors such as the availability of raw materials, cost, and yield.
What are the physical properties of 5-fluoro-pyridine-2-carboxylic acid methyl ester
Methyl 5-fluoropyridine-2-carboxylate is an important compound in the field of organic chemistry. Its physical properties are quite unique, and its in-depth investigation is of great significance in many fields such as organic synthesis and drug development.
Looking at its appearance, this compound usually appears as a colorless to light yellow liquid, and its properties are relatively stable under normal temperature and pressure. In terms of melting point, the melting point of this substance is relatively low, between -20 ° C and -10 ° C. This property makes it prone to physical state transformation under specific temperature environments. The boiling point of
is between 220 ° C and 230 ° C, indicating that the transformation from liquid to gaseous state occurs at relatively high temperatures. Such boiling point characteristics require precise control of temperature conditions during separation and purification.
Solubility is also one of the important physical properties. Methyl 5-fluoropyridine-2-carboxylate is soluble in many organic solvents, such as dichloromethane, chloroform, ethyl acetate, etc. However, its solubility in water is poor, which is due to the molecular structure of the compound. Its molecular polarity is quite different from that of water molecules, and it follows the principle of "similar miscibility", so it is difficult to dissolve in water.
Furthermore, its density is about 1.3 g/cm ³, which is slightly higher than that of water, which is of key reference value when involving operations such as liquid-liquid separation. At the same time, the compound has a certain refractive index, which is about 1.520. This physical constant can be used to identify its purity and perform qualitative analysis.
In summary, the many physical properties of 5-fluoropyridine-2-carboxylic acid methyl ester provide an important basis for the selection of conditions for organic synthesis reactions, product separation and purification, and quality testing.
What is the price of 5-fluoro-pyridine-2-carboxylic acid methyl ester in the market?
The price of 5-fluoro-pyridine-2-carboxylic acid methyl ester in the market today. This is an organic compound in the field of fine chemicals, and its market price often varies depending on quality, purity, supply and demand, purchase quantity and sellers.
Looking at the price of chemical materials in the past, if their purity is normal, the price per gram may be around tens to hundreds of yuan when purchasing in small batches. However, if the purity is increased to a high standard such as 98% or more, the price may rise significantly, reaching hundreds of yuan per gram.
If the purchase volume is quite large, such as in kilograms, merchants will often give discounts due to economies of scale, and the unit price may be significantly lower than that of retail small quantities, and the price per gram may be reduced to tens of yuan.
And the supply and demand situation of this compound is also critical. If the market demand for this compound is strong and the supply is limited, the price will rise; on the contrary, if the supply exceeds the demand, the price may decline.
Different merchants have different pricing strategies. Well-known large manufacturers may have high prices due to factors such as brand and quality control; while some emerging or small suppliers may be relatively close to the people in order to compete for market share. Therefore, in order to know the exact price, it is necessary to consult various suppliers in detail and consider various factors in order to obtain a more accurate price.