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What are the main uses of 6-CHLOROPYRIDINE-3-CARBONYL CHLORIDE?
6-Chloropyridine-3-carbonyl chloride is a crucial chemical reagent in organic synthesis. It has a wide range of uses, especially in the field of drug synthesis.
In the field of pharmaceutical chemistry, 6-chloropyridine-3-carbonyl chloride is often used as the key intermediate to construct the structure of compounds with specific biological activities. It plays an indispensable role in the synthesis of many drug molecules. For example, in the development of antibacterial drugs, its active chemical properties react with nucleophiles such as nitrogen and oxygen to build a complex and antibacterial drug skeleton structure.
It is also useful in the field of materials science. It can be used as a starting material for the preparation of functional polymer materials. By reacting with polymer monomers with specific functional groups, the structure of pyridine-3-carbonyl chloride is introduced into the polymer chain, imparting unique electrical, optical or chemical stability to the material. For example, the preparation of polymer sensor materials with high sensitivity to specific gases, the structure introduced by 6-chloropyridine-3-carbonyl chloride can interact specifically with the target gas, thereby realizing efficient detection of gases.
It is also a commonly used raw material in the synthesis of pesticides. Pesticide compounds with insecticidal, bactericidal or herbicidal activities can be prepared through a series of chemical reactions. The pesticide molecules based on it can effectively inhibit or kill crop diseases and insect pests, and help increase agricultural production and income.
In short, 6-chloropyridine-3-carbonyl chloride, with its active chemical activity, is an important synthetic building block in many fields such as drugs, materials and pesticides, promoting the sustainable development and progress of related fields.
What are the physical properties of 6-CHLOROPYRIDINE-3-CARBONYL CHLORIDE?
6-Chloropyridine-3-carbonyl chloride is an important reagent in organic synthesis. Its physical properties are unique, so let me tell you one by one.
Looking at its shape, under room temperature and pressure, 6-chloropyridine-3-carbonyl chloride is usually colorless to light yellow liquid, with a clear texture and seems to be agile. When you get close to the smell, you will perceive a relatively strong and pungent smell. This smell is quite irritating. If you inhale it accidentally, it will cause discomfort to the respiratory tract.
When it comes to boiling point, it is about a specific value range, but this value will vary slightly due to factors such as the pressure of the environment. In general, under common standard pressure conditions, its boiling point allows the substance to change from liquid to gaseous at a certain temperature, which is crucial for controlling the reaction conditions during the synthesis process.
Its melting point is also one of the important physical properties. In a specific low temperature environment, 6-chloropyridine-3-carbonyl chloride will condense from liquid to solid, and this transition temperature is the melting point. Knowing the melting point, during storage and use, it can be properly handled according to temperature changes to ensure its stable state.
Furthermore, 6-chloropyridine-3-carbonyl chloride also has characteristics in terms of solubility. It exhibits good solubility in some organic solvents, such as common organic solvents such as ether and dichloromethane, which can be miscible with it to form a uniform mixed system. However, in water, its solubility is poor, which has important application considerations in operations such as phase transfer in organic synthesis.
In addition, the density of this substance also has its fixed value, which is different from that of water. This density characteristic needs to be paid attention to in experimental operations such as delamination and material ratio.
In summary, the physical properties of 6-chloropyridine-3-carbonyl chloride are rich and diverse, and these properties play a key role in guiding its application in fields such as organic synthesis. Synthesizers must be familiar with and make good use of them.
6-CHLOROPYRIDINE-3-CARBONYL the chemistry of CHLORIDE
6-Chloropyridine-3-carbonyl chloride, this is an organic compound. It has active chemical properties and is widely used in the field of organic synthesis.
Looking at its structure, the pyridine ring is connected with a chlorine atom and a carbonyl chloride group. The presence of carbonyl chloride gives the compound a high degree of reactivity. Its chemical properties are mainly manifested in the following numbers:
First, nucleophilic substitution reaction. The carbon atom of carbonyl chloride has strong positive electricity and is vulnerable to attack by nucleophilic reagents. In case of alcohols, an alcoholysis reaction can occur to generate corresponding ester compounds. The reaction mechanism is that the oxygen atom of the alcohol attacks the carbon atom of the carbonyl chloride with its lone pair of electrons, and the chlorine atom leaves to form an ester bond. If it encounters an amine nucleophile, an aminolysis reaction will occur to form amides. The nitrogen atom of the amine attacks the carbon of the carbonyl chloride with its lone pair of electrons, and the chloride ion is separated to obtain an amide product.
Second, the hydrolysis reaction. 6-chloropyridine-3-carbonyl chloride is highly hydrolyzed in the environment of water. Water molecules act as nucleophiles, and hydroxyl groups attack the carbon of the carbonyl chloride. Chloride ions are replaced, and finally 6-chloropyridine-3-carboxylic acid and hydrogen chloride are formed. This hydrolysis reaction is usually rapid and irreversible.
Third, the reaction with metal-organic reagents. The compound can react with metal-organic reagents such as Grignard's reagent. The carbon-magnesium bond of Grignard's reagent has strong polarity, and the partially negatively charged carbon atoms can perform nucleophilic addition to the carbon of carbonyl chloride, thereby forming new carbon-carbon bonds, providing an effective path for the synthesis of complex organic molecules.
In addition, the chlorine atoms on the pyridine ring can also participate in specific reactions. Although their activity is slightly lower than that of carbonyl chloride, under suitable conditions, such as strong bases and high temperature environments, substitution reactions can also occur, which can be replaced by other functional groups, thereby enriching the structure and properties of compounds. In conclusion, 6-chloropyridine-3-carbonyl chloride plays a key role in the field of organic synthetic chemistry due to its unique structure and diverse chemical reactivity, and can be used to prepare many organic compounds with biological activity or special functions.
What are the synthesis methods of 6-CHLOROPYRIDINE-3-CARBONYL CHLORIDE
The synthesis method of 6-chloropyridine-3-carbonyl chloride has various paths to follow.
First, 6-chloropyridine-3-carboxylic acid is used as the starting material. The carboxylic acid is co-heated with sulfuryl chloride, and the sulfuryl chloride has strong chlorination and can convert the carboxyl group into carbonyl chloride. The reaction mechanism is that the sulfur atom in the sulfuryl chloride nucleophilically attacks the carbonyl carbon of the carboxyl group, which is formed through the intermediate, and then the chlorine atom replaces the hydroxyl group, escapes sulfur dioxide and hydrogen chloride gas, and then obtains 6-chloropyridine-3-carbonyl chloride. The raw material of this method is easy to obtain, the reaction conditions are relatively mild, and the operation is relatively simple.
Second, it can be started with 6-chloro-3-methylpyridine. First, a strong oxidant, such as potassium permanganate or potassium dichromate, is oxidized to a carboxyl group under suitable conditions to obtain 6-chloropyridine-3-carboxylic acid. Then, as mentioned above, it is reacted with thionyl chloride to realize the conversion to 6-chloropyridine-3-carbonyl chloride. Although there are slightly more steps in this route, the raw materials used are also common, and each step is quite mature in organic synthesis.
Or, with a suitable pyridine derivative as the starting material, chlorine atoms are introduced at a specific position through halogenation reaction, and then carbonylation reaction is used to construct a carbonyl group, and finally chlorination forms a carbonyl chloride. This approach requires precise control of the reaction conditions. The selectivity of halogenation position, the choice of carbonylation reagents and reaction conditions all affect the yield and purity of the product.
Different synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively consider factors such as raw material availability, cost, product purity and reaction scale, and make careful choices to achieve the best synthesis effect.
What are the precautions 6-CHLOROPYRIDINE-3-CARBONYL CHLORIDE has during storage and transportation?
6-Chloropyridine-3-carbonyl chloride requires attention to many matters during storage and transportation.
It is active and extremely sensitive to moisture. If exposed to humid air, it is easy to react with water to generate corresponding acids and hydrogen chloride. Therefore, when storing, make sure that the environment is dry and the container is tightly sealed. It can be protected by inert gases such as dry nitrogen to prevent moisture from invading.
Furthermore, 6-chloropyridine-3-carbonyl chloride is corrosive and can cause serious damage to many parts of the human body, such as the skin, eyes and respiratory tract. When transporting, it is necessary to choose suitable corrosion-resistant packaging materials in accordance with relevant regulations, and the outside of the package should be clearly marked with warning signs to remind transporters to be careful. Transporters should also be equipped with complete protective equipment, such as protective clothing, protective gloves and protective masks, to avoid inadvertent contact and endanger their own safety.
In addition, 6-chloropyridine-3-carbonyl chloride is a chemical dangerous product. During transportation, relevant laws and regulations and transportation standards must be strictly followed. Transport vehicles should be equipped with good ventilation equipment to prevent the accumulation of volatile gases and cause danger. At the same time, the transportation route should be properly planned to avoid crowded areas and environmentally sensitive areas to ensure the safety of the whole transportation process.