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What are the chemical properties of 2-Bromo-3-pyridinecarboxylic acid methyl ester
Methyl 2-bromo-3-pyridinecarboxylate, this is an organic compound with unique chemical properties. Its appearance is often white to light yellow crystalline powder, which is stable at room temperature and pressure. In case of extreme conditions such as open flame and hot topic, or there is a risk of combustion.
Its solubility is slightly soluble in water, because the molecule contains polar ester groups and pyridine rings, but there are non-polar bromine atoms, resulting in poor hydrophilicity. However, it is soluble in organic solvents such as dichloromethane, chloroform, and ether, because these organic solvents can form van der Waals forces with the molecules of the compound, which can help it disperse and dissolve. In terms of chemical activity, bromine atoms are extremely active and prone to substitution reactions. For example, under basic conditions, they can react with nucleophiles such as sodium alcohols and amines, and bromine atoms are replaced by corresponding groups. This property is often used in organic synthesis to construct new carbon-heteroatom bonds to prepare organic compounds with diverse structures.
Ester groups also have certain activity, and hydrolysis reactions can occur under acid or base catalysis. Under acidic conditions, hydrolysis produces 2-bromo-3-pyridinecarboxylic acid and methanol; under alkaline conditions, hydrolysis is more thorough, generating 2-bromo-3-pyridinecarboxylic acid and methanol. After acidification, 2-bromo-3-pyridinecarboxylic acid can be obtained.
The pyridine ring gives the compound weak alkalinity and can react with strong acids to form corresponding pyridinecarboxylic salts. This property can be used for the separation and purification of compounds, as well as to adjust their solubility and stability in solution. In the field of organic synthesis, methyl 2-bromo-3-pyridinecarboxylate, as a key intermediate, is widely used in pharmaceutical chemistry, materials science and many other fields to synthesize biologically active compounds and functional materials.
What are the common synthesis methods of 2-Bromo-3-pyridinecarboxylic acid methyl ester
The common synthesis methods of methyl 2-bromo-3-pyridinecarboxylate are as follows.
First, methyl 3-pyridinecarboxylate is used as the starting material and is obtained by halogenation reaction. In an appropriate reaction vessel, add methyl 3-pyridinecarboxylate, add an appropriate amount of halogenating agent, such as N-bromosuccinimide (NBS), and add an initiator, such as benzoyl peroxide (BPO). Replace the air in the reaction system with an inert gas, such as nitrogen, and under heating conditions to make the reaction occur. In this reaction process, the bromine atom provided by NBS replaces the hydrogen atom at a specific position on the pyridine ring through a free radical mechanism to obtain methyl 2-bromo-3-pyridinecarboxylate. After the reaction is completed, the pure product can be obtained through post-processing steps such as extraction, washing, drying, and column chromatography.
Second, start from 2-bromo-3-pyridinecarboxylic acid and make it esterified with methanol. First place 2-bromo-3-pyridinecarboxylic acid in the reaction vessel, add methanol as the solvent, and then add an appropriate amount of catalyst, such as concentrated sulfuric acid or p-toluenesulfonic acid. Under the condition of heat reflux, the carboxylic acid and alcohol undergo esterification reaction to form methyl 2-bromo-3-pyridinecarboxylate. After the reaction, the reaction liquid is cooled, and the product is purified through neutralization, extraction, distillation and other operations.
Third, with 2-bromo-pyridine as the starting material, carboxyl groups are introduced first, and then methyl esterification is carried out. First, 2-bromopyridine is reacted with carbon dioxide under specific conditions, and the Grignard reagent method can be used, that is, 2-bromopyridine is first prepared into Grignard reagent, and then reacted with carbon dioxide to obtain 2-bromopyridine-3-picolinecarboxylic acid, and then reacted with methanol according to the above esterification method to obtain 2-bromopyridine-3-picolinecarboxylate methyl ester. This process requires attention to the anhydrous and anaerobic conditions during the preparation of Grignard reagents to avoid side reactions.
2-Bromo-3-pyridinecarboxylic acid methyl ester is used in which areas
Methyl 2-bromo-3-pyridinecarboxylate is useful in various fields such as medicine, pesticides, and materials.
In the field of medicine, it can be used as a key intermediate to prepare various drugs with special curative effects. For example, when developing antimalarial drugs, with its unique chemical structure, it can participate in the construction of the active part of the drug, help the drug to accurately act on the specific target of the malaria parasite, block the growth and reproduction process of the malaria parasite, and then achieve the purpose of treating malaria. Or in the development of anti-tumor drugs, through reasonable modification and transformation, it can be integrated into the drug molecular system to interfere with the metabolic pathway or signal transduction pathway of tumor cells, inhibit the proliferation of tumor cells, and contribute to the solution of cancer problems.
In the field of pesticides, this compound shows extraordinary value. It can be chemically synthesized to derive highly efficient insecticides. Its structural properties enable it to bind to specific receptors in insects, interfere with the normal function of the insect nervous system, cause insect paralysis and death, effectively prevent and control crop pests, and ensure crop yield and quality. It can also be converted into fungicides, which can resist the invasion of crop diseases and protect agricultural production by inhibiting the activity of specific enzymes of pathogens or destroying their cellular structures.
In the field of materials, methyl 2-bromo-3-pyridinecarboxylate can participate in the creation of functional materials. For example, in the synthesis of optoelectronic materials, materials with unique optoelectronic properties are constructed by ingeniously combining with other organic molecules. Such materials may have excellent fluorescence properties and can be used in the manufacture of Light Emitting Diodes (LEDs) to improve their luminous efficiency and color purity; or they exhibit special electrical properties and play an important role in organic semiconductor devices, promoting the development of electronic devices towards lightness and efficiency.
From this perspective, although methyl 2-bromo-3-picolinate is an organic compound, it can play a key role in many important fields and has a profound impact on human life and technological progress.
What is the market price of 2-Bromo-3-pyridinecarboxylic acid methyl ester?
2-Bromo-3-pyridyl carboxylate methyl ester, the price of this product in the market is difficult to determine. The price of this chemical product often changes due to various reasons, such as the amount of supply, the popularity of demand, and the simplicity of the manufacturing process.
Looking at the past, if the supply of goods in the city is sufficient, and the demand is not prosperous, the price may become stable and cheap. However, if there is a shortage of supply, and there are many people in need, the price will rise. And if this chemical product, if the manufacturing process is refined and complex, requires all kinds of materials and working hours, it will increase and the price will rise accordingly.
Also, the price varies from place to place. The bustling city of Dayi is crowded with merchants and convenient logistics, or because of competition, the price may be slightly lower; while in remote places, transportation is inconvenient, and the transshipment of goods is difficult, and the price may be high.
Furthermore, the market conditions are changing rapidly, sometimes the demand exceeds the supply, and sometimes the supply exceeds the demand, and the price also rises and falls indeterminately. Therefore, in order to know the exact price, you need to carefully observe the market conditions and consult the merchants before you can know the current price. Although it is difficult to give an exact number, you can measure the approximate range of the price according to the common conditions of the city, and this is only an illusion. The actual price is still subject to the real-time market.
What are the storage conditions for 2-Bromo-3-pyridinecarboxylic acid methyl ester?
Methyl 2-bromo-3-pyridinecarboxylate is an organic compound. The storage conditions are quite important, which are related to the quality and shelf life of this substance.
The first to bear the brunt should be stored in a cool place. High temperature can cause its chemical properties to change, or cause decomposition reactions. If exposed to the hot sun, or near a hot topic, the molecular structure may be messed up and lose its inherent nature.
It is necessary to dry it. Moisture is easy to cause its hydrolysis. When water encounters methyl 2-bromo-3-pyridinecarboxylate, it may cause chemical changes and damage its pure state. Therefore, when avoiding moisture, it can be placed in a desiccant to prevent moisture from invading.
Furthermore, sealed storage should not be ignored. If exposed to the air, or in contact with oxygen, carbon dioxide and other gases, or react with oxidation. Stored in a sealed container, it can be isolated from external interference and keep it stable.
And the storage place should be away from fire and heat sources. Due to its certain flammability or chemical activity, it is at risk of encountering open flames, hot topics, or causing combustion or explosion.
It is also suitable to be separated from oxidizing agents, acids, and bases. All of these can chemically react with methyl 2-bromo-3-pyridinecarboxylate, damaging its quality.
To sum up, if you want to store methyl 2-bromo-3-pyridinecarboxylate well, you must choose a cool, dry, sealed place, avoid fire and heat sources, and store it separately from incompatible substances, so that its quality can be preserved for later use.