As a leading Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate 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 chemical properties of Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate?
Ethyl 2 - chloro - 6 - methyl - 4 - pyridinecarboxylate is an organic compound with unique chemical properties. Its appearance is often colorless to light yellow liquid or solid, and it is active due to the specific functional groups it contains.
From the structural point of view, the pyridine ring is its core, which endows the compound with certain aromaticity and stability. The chlorine atom, methyl and carboxyethyl ester substituents on the ring greatly affect its chemical behavior. The chlorine atom has electron absorption, which changes the electron cloud density of the pyridine ring, making it more prone to nucleophilic substitution reactions. Nucleophilic reagents are easy to attack and connect to chlorine carbon atoms, and the chlorine atoms leave to form new compounds. Methyl group is the power supply group. Although it enhances the electron cloud density of the pyridine ring, it has an effect on the reactivity and selectivity due to the steric barrier.
The functional group of carboxyl ethyl ester is also crucial. This ester group can undergo hydrolysis reaction under specific conditions. When it encounters acid or base, the ester bond breaks, and the corresponding carboxylic acid and ethanol are formed. Hydrolysis is usually easier to carry out under alkaline conditions. Due to the strong nucleophilicity of hydroxide ions, it is conducive to attacking the ester carbonyl carbon atom. In addition, the compound can also participate in esterification, amidation and other reactions to construct more complex organic molecular structures.
In terms of physical properties, due to the presence of polar functional groups, it has a certain solubility in organic solvents such as ethanol and acetone, and the solubility in water is relatively limited. Boiling point, melting point and other physical constants are determined by intermolecular forces, including van der Waals forces and dipole-dipole interactions, etc. The specific values vary due to subtle differences in compound purity and structure.
What are the synthetic methods of Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate?
Ethyl 2 - chloro - 6 - methyl - 4 - pyridinecarboxylate is 2 - chloro - 6 - methyl - 4 - pyridinecarboxylate, which is synthesized as follows:
###Take 2 - methyl - 4 - pyridinecarboxylate as raw material
1. ** Chlorination reaction **:
Take an appropriate amount of 2 - methyl - 4 - pyridinecarboxylate, place it in a reaction kettle, add an appropriate amount of chlorination reagent, such as phosphorus oxychloride (\ (POCl_3\)). At a certain temperature, such as 80 - 100 ° C, the reaction takes several hours. In this process, the chlorine atom in phosphorus oxychloride will replace the hydrogen atom adjacent to the carboxyl group in picolinecarboxylic acid to form 2-chloro-6-methyl-4-picolinecarboxylic acid. The reaction formula is:
\ (C_7H_7NO_2 + POCl_3\ xrightarrow {80-100 ℃} C_7H_6ClNO_2 + H_3PO_3\)
After the reaction is completed, the reaction mixture is cooled, and excess phosphorus oxychloride is distilled under reduced pressure to obtain crude 2-chloro-6-methyl-4-picolinecarboxylic acid.
2. ** Esterification reaction **:
Transfer the obtained crude 2-chloro-6-methyl-4-pyridinecarboxylic acid to another reaction vessel, add absolute ethanol and an appropriate amount of catalyst, such as concentrated sulfuric acid. Under heating reflux conditions, such as 70-80 ° C, the reaction takes place for several hours, and the esterification reaction occurs to generate 2-chloro-6-methyl-4-pyridinecarboxylate ethyl ester. The reaction formula is:
\ (C_7H_6ClNO_2 + C_2H_5OH\ xrightarrow {H_2SO_4, 70 - 80 ℃} C_9H_10ClNO_2 + H_2O\)
After the reaction is completed, the reaction liquid is cooled, poured into ice water, neutralized with sodium carbonate solution to neutral, and then extracted with an organic solvent, such as dichloromethane, the organic phase is dried by anhydrous sodium sulfate, and the solvent is removed by distillation under reduced pressure to obtain a relatively pure 2-chloro-6-methyl-4-pyridine ethyl carboxylate.
###With 2-methylpyridine as raw material
1. ** Oxidation reaction **:
Take an appropriate amount of 2-methylpyridine and add it to a reaction vessel containing an alkaline solution of a strong oxidant, such as potassium permanganate (\ (KMnO_4\)). Under heating conditions, such as 80-90 ° C, for several hours, the methyl of 2-methylpyridine is oxidized to carboxyl groups to obtain 2-methyl-4-pyridinecarboxylic acid. The reaction formula is:
\ (C_6H_7N + 2KMnO_4 + H_2O\ xrightarrow {80 - 90 ℃, OH ^ -} C_6H_5NO_2 + 2MnO_2 + 2KOH\)
After the reaction is completed, the manganese dioxide precipitate is filtered off, the filtrate is acidified with dilute sulfuric acid, and 2-methyl-4-pyridinecarboxylic acid crystals are precipitated, filtered, washed, and dried to obtain a pure product.
2. ** Chlorination and esterification reaction **:
The subsequent steps are similar to the chlorination and esterification reaction with 2-methyl-4-pyridinecarboxylic acid as raw material. The chlorination reaction was carried out first, and then the esterification reaction was carried out, and finally 2-chloro-6-methyl-4-ethyl pyridinecarboxylate was obtained.
What are the main uses of Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate?
Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate, that is, ethyl 2-chloro-6-methyl-4-pyridinecarboxylate, has a wide range of uses. In the field of medicine, it is often a key intermediate for the synthesis of various drugs. Due to the unique activity of the pyridine structure, it can interact with a variety of targets in organisms. For example, when developing antibacterial drugs, its structural characteristics can be used to design and synthesize compounds with high affinity and inhibitory activity to specific pathogenic bacteria, and by interfering with the synthesis of key metabolic pathways or cell structures of pathogens, it can achieve antibacterial effect.
In the field of pesticides, it is also an important raw material. Using it as a starting material, pesticides with high insecticidal, bactericidal or herbicidal properties can be created. Due to the special properties of the pyridine ring and the linked groups, the synthesized pesticides can show high selectivity to specific pests or weeds, and have suitable degradability in the environment, taking into account the efficacy and environmental friendliness.
In organic synthetic chemistry, this compound can participate in many types of reactions with its ester groups, chlorine atoms and pyridine rings, such as nucleophilic substitution, esterification, cyclization, etc., providing the possibility to construct more complex organic molecules with special functions, and becoming an important cornerstone for organic synthetic chemistry to explore the relationship between the structure and function of novel compounds.
What are the precautions for Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate during storage?
Ethyl 2 - chloro - 6 - methyl - 4 - pyridinecarboxylate is an organic compound. When storing, many matters need to be paid attention to.
Drying of the first environment. If this compound encounters water vapor, or undergoes a hydrolysis reaction, it will deteriorate. Therefore, it should be stored in a dry place, and a desiccant can be placed in the storage container to keep the environment dry and wet.
Control of temperature. If the temperature is too high, it may promote its chemical reaction and cause loss of stability. Generally speaking, it should be stored in a cool place, usually at a temperature not exceeding 30 ° C. If the temperature is too high, it may cause reactions such as decomposition and polymerization, which will damage its quality.
In addition, it is also important to avoid light. Light or compounds undergo photochemical reactions, which affect their chemical structure and properties. Therefore, the storage container should be made of dark glass or opaque materials to avoid light exposure.
In addition, the storage place should be away from fire, heat sources and oxidants. This compound is flammable to a certain extent, and it may be dangerous in case of open flame, hot topic. And the oxidant comes into contact with it, or reacts violently, endangering safety.
During storage, the sealing of the container should also be checked regularly. If the container is not well sealed, the compound may evaporate and dissipate, or react with external substances. Once the sealing problem is detected, the container should be replaced or repaired in time.
In addition, the storage area should be well ventilated. To prevent the accumulation of volatile gases from compounds, resulting in high concentrations in the air, one is harmful to human health, and the other may be a risk of explosion.
In short, to properly store Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate, it is necessary to keep it in a dry, cool, dark place, away from fire, heat and oxidants, and ensure that the container is sealed and the environment is well ventilated, so as to ensure its quality and safety.
What is the market price range for Ethyl 2-chloro-6-methyl-4-pyridinecarboxylate?
Guanfu "Ethyl + 2 - chloro - 6 - methyl - 4 - pyridinecarboxylate", this is an organic chemical, the Chinese name is 2 - chloro - 6 - methyl - 4 - ethyl pyridinecarboxylate. Its market price range is difficult to say exactly. It is due to the influence of multiple factors.
First, the price of raw materials. If the chlorine, methyl-related raw materials, and pyridine derivatives required for the synthesis of this compound fluctuate due to market supply and demand, the distance of origin, and changes in seasons. If the price of raw materials rises, the price of the product will also rise; otherwise, the price may decline.
Second, the preparation process. If a complex, fine and high-cost process is required, such as specific catalytic conditions, strict reaction environmental control, etc., the cost will be high, and the price will be expensive; if the process is simple and mature, the cost will decrease and the price may be low.
Third, market supply and demand. If this compound is in strong demand in the pharmaceutical, pesticide and other industries, but the supply is limited, the price will tend to increase; if the supply exceeds the demand, the price will fall.
Fourth, factory differences. Different manufacturers have different production scales, technical levels, and operating costs, and their pricing is also different. Large factories have low costs due to scale effects; small factories have higher costs due to technology and scale restrictions.
Looking at the past "Tiangong Kaiwu", the prices of various products have changed due to many reasons. The same is true for this 2-chloro-6-methyl-4-pyridinecarboxylate ethyl ester. The market price may range from tens to hundreds of yuan per kilogram, but this is only a rough estimate. The actual price should be subject to real-time market conditions.