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What are the main uses of 2-Chloropyridine-5-carbaldehyde?
2-Chloropyridine-5-formaldehyde, this substance has a wide range of uses. In the field of pharmaceutical synthesis, it is a key intermediate. In many drug development and preparation processes, it is relied on to participate in the construction of specific chemical structures, which in turn endows the drug with the required pharmacological activity. For example, in the synthesis of some antibacterial drugs and nervous system drugs, it is often an indispensable raw material to help synthesize compounds with precise curative effects.
It also plays an important role in the creation of pesticides. With its unique chemical properties, pesticide active ingredients with high insecticidal, bactericidal or herbicidal properties can be derived. By modifying and modifying its structure, new pesticides with strong targeted, environmentally friendly and significant effects on target organisms can be developed.
In the field of materials science, 2-chloropyridine-5-formaldehyde is also useful. It can be used to prepare functional organic materials, such as some materials with special optical and electrical properties. After ingenious design and reaction, it is integrated into the material structure to give the material unique properties and meet the special needs of fields such as photoelectric display and sensors.
In addition, in the basic research of organic synthetic chemistry, as a typical nitrogen-containing heterocyclic aldehyde compound, it provides an important substrate for the study of organic synthesis methodologies. Chemists explore various reactions in which it participates, such as nucleophilic addition, oxidation and reduction, to expand new paths in organic synthesis and enrich the theory and practice of organic chemistry.
What are 2-Chloropyridine-5-carbaldehyde synthesis methods?
The synthesis methods of 2-chloropyridine-5-formaldehyde have been used in ancient times, and there are various methods. For example, the following are listed.
First, 2-chloropyridine-5-methylpyridine is used as the starting material. This raw material can be met with suitable oxidants, such as chromic acid reagents. Under specific reaction conditions, chromic acid can oxidize the methyl of 2-chloropyridine to aldehyde groups. When reacting, pay attention to the reaction temperature, time and reagent dosage. If the temperature is too high, side reactions may breed; if the time is too short, the reaction may not be complete. Generally speaking, controlling the temperature in a moderate range, such as heating in an organic solvent for several hours, can make the reaction more smooth.
Second, use 2-chloropyridine-5-carboxylate as the starting material. It can be treated with a suitable reducing agent, such as lithium aluminum hydride. Lithium aluminum hydride can reduce carboxylic acid ester groups to alcohol hydroxyl groups in an anhydrous environment. Then, with a mild oxidizing agent, such as manganese dioxide, the obtained alcohol hydroxyl group is oxidized to an aldehyde group. In this process, the anhydrous environment is crucial, because lithium aluminum hydride reacts violently in contact with water, causing the reaction to go out of control. And between the two steps of the reaction, the reaction product needs to be properly handled to remove impurities and prevent it from affecting the subsequent reaction.
Third, a suitable pyridine derivative is used as the substrate, and it is prepared by two-step reaction of halogenation and formylation. First, the specific position of the pyridine derivative is halogenated with a halogenating reagent, and chlorine atoms are introduced. In this step, a suitable halogenating reagent and reaction conditions need to be selected to make the chlorine atoms precisely fall on the target position. Then, through the formylation reaction, an aldehyde group is introduced into the ortho-position of the halogen atom. There are many reagents available for the formylation reaction, such as the combination of DMF and POCl. The reaction conditions also need to be carefully regulated to obtain a higher yield of 2-chloropyridine-5-formaldehyde.
What are the physical properties of 2-Chloropyridine-5-carbaldehyde?
2-Chloropyridine-5-formaldehyde, this is an organic compound with specific physical and chemical properties. Its shape is light yellow to yellow crystalline powder, which is relatively stable at room temperature and pressure.
The melting point is about 56-60 ° C. The melting point is the temperature at which the substance changes from solid to liquid. This temperature range can help to identify and purify the compound.
In terms of boiling point, under specific pressure conditions, it is about 263.7 ° C. The boiling point is related to the critical temperature at which the substance changes from liquid to gas, and is of great significance for its separation and distillation operations.
Solubility, slightly soluble in water, but soluble in common organic solvents, such as ethanol, dichloromethane, etc. This property is crucial in organic synthesis because it determines the choice of reaction solvent, which in turn affects the reaction process and efficiency.
2-chloropyridine-5-formaldehyde has certain chemical activity, and both the aldehyde group and the chlorine atom are the activity check points. The aldehyde group can participate in many classical reactions, such as oxidation to carboxylic acids, reduction to alcohols, or condensation with amines to form imines. The chlorine atom can undergo nucleophilic substitution under appropriate conditions and be replaced by other functional groups, thereby expanding the structural diversity of the compound and is widely used in drug synthesis, materials science and other fields.
What are the chemical properties of 2-Chloropyridine-5-carbaldehyde?
2-Chloropyridine-5-formaldehyde is one of the organic compounds. Its chemical properties are unique and of great research value.
When it comes to electrophilicity, the aldehyde group and chlorine atom of this compound endow it with significant electrophilicity. The carbon of the carbon-oxygen double bond in the aldehyde group is positively charged and vulnerable to attack by nucleophiles. Because of the strong electronegativity of the oxygen atom, the electron cloud is biased towards oxygen, which makes the carbon positively charged. Nucleophiles such as alcohols and amines can undergo nucleophilic addition reactions with aldehyde groups to form derivatives such as hemiacetals and imines. Although the chlorine atom has an electron-absorbing induction effect, which reduces the electron cloud density of the pyridine ring, it also makes the specific position on the pyridine ring more vulnerable to electrophilic attack and electrophilic substitution reaction.
Besides its acidity and alkalinity, the pyridine ring nitrogen atom of 2-chloropyridine-5-formaldehyde has lone pair electrons, which is weakly basic and can react with strong acids to form salts. However, the presence of aldehyde groups can be enolized under specific conditions, showing weak acidity and can react with strong bases.
In terms of thermal stability, 2-chloropyridine-5-formaldehyde is usually relatively stable under conventional heating conditions. However, in case of high temperature or specific chemical environment, aldehyde groups can undergo oxidation, condensation and other reactions, and chlorine atoms may also participate in substitution or elimination reactions.
In addition, this compound has a wide range of uses in the field of organic synthesis and can be used as a key intermediate. Through the reactivity of aldehyde groups and chlorine atoms, multiple complex organic molecular structures can be constructed, providing an important material basis for research and production in many fields such as medicinal chemistry and materials science.
What is the price range of 2-Chloropyridine-5-carbaldehyde in the market?
The prices of various materials in the market often vary depending on time, place and supply and demand. As for 2-chloropyridine-5-formaldehyde, its price is difficult to determine. The price of the chemical industry is determined by the cost of raw materials, the difficulty of preparation, and market demand.
If the raw materials are easy to obtain, the method of preparation is simple, and the market demand is not urgent, the price may be slightly lower; on the contrary, if the raw materials are rare, the preparation is difficult, and the market is seeking, the price will be high.
However, I have not been involved in this industry personally, so I cannot know its current market price in detail. But when I hear about chemical products, the price often fluctuates in the market. Or in the past, its price was hundreds of yuan per kilogram, or more than 1,000 yuan per kilogram, which is unknown. For details, you can consult chemical material merchants or visit professional chemical market information platforms to get the real price in the near future.