1 1 Carbonylbis 1h Imidazole
Quinoline Thiophene Imidazole Thiazole
1,1'-Carbonylbis-1H-imidazole
Name 1,1'-Carbonylbis-1H-imidazole
Molecular Formula C7H6N4O
Molecular Weight 162.15 g/mol
Appearance White to off - white crystalline powder
Melting Point 116 - 118 °C
Boiling Point Decomposes
Solubility Soluble in dichloromethane, chloroform, N,N - dimethylformamide
Density 1.32 g/cm³
Flash Point 174.3 °C
Purity Typically high purity, e.g., 98%+
Storage Conditions Store in a cool, dry place, protected from moisture
FAQ

What are the main uses of -Carbonylbis-1H-imidazole?

1% 2C1% 27-carbonyl bis-1H-imidazole, although its name is different from that of common things, it has extraordinary functions in the field of organic synthesis.

This compound is often the key reagent for the synthesis of organic esters and amides. Due to its unique structure, it can effectively activate the carboxyl group under specific conditions, so that it can react smoothly with alcohols and amines to generate the desired ester and amide products. For example, when preparing fine chemicals and pharmaceutical intermediates, it can make the reaction conditions milder and improve the reaction efficiency and selectivity.

Furthermore, in the process of peptide synthesis, 1% 2C1% 27-carbonyl bis-1H-imidazole is also indispensable. Peptide synthesis requires extremely high reaction accuracy. This compound can properly activate the carboxyl group of amino acids, promote the formation of peptide bonds, and help synthesize polypeptides with accurate sequences.

In addition, in some catalytic reaction systems, it can also act as a ligand, coordinate with metal ions, change the electron cloud density and spatial structure of metal catalysts, and then regulate the activity and selectivity of catalytic reactions, opening up a broader path for organic synthesis.

In conclusion, 1% 2C1% 27-carbonyl bis-1H-imidazole plays a crucial role in the synthesis of many complex compounds in the fields of organic synthesis, peptide preparation and catalysis.

What are the physical properties of -Carbonylbis-1H-imidazole?

1% 2C1% 27 - Carbonylbis - 1H - imidazole, Chinese name 1,1 '-carbonyldiimidazole, is a commonly used reagent in organic synthesis. Its physical properties are quite important and are related to its application in various reactions.

This substance is a white to light yellow crystalline powder under normal conditions, and it is considered to be a fine powder. This form is easy to weigh and accurately use, and the dosage can be precisely controlled in the synthesis reaction. The melting point is between 116-121 ° C, and this melting point range allows it to achieve solid-liquid transformation at a specific temperature, which facilitates the control of reaction conditions. When the temperature rises above the melting point, it melts into a liquid state, which is conducive to fully mixing and contacting with other reactants and promoting the reaction.

1,1 '-Carbonyl diimidazole has a certain solubility. Soluble in common organic solvents, such as dichloromethane, tetrahydrofuran, etc. In dichloromethane, it can be rapidly dispersed and dissolved to form a uniform solution, which makes it possible to uniformly distribute with other organic compounds in a system using dichloromethane as a reaction solvent, increasing the probability of effective collision and accelerating the reaction process. Slightly soluble in water, this property determines that its application in reaction systems involving aqueous phases is limited, or special reaction design is required to overcome the problem of poor water solubility.

In addition, its stability is also a key property. It can be stored stably in a dry, cool and dark environment. However, if exposed to humid air, it is easy to absorb moisture and hydrolyze, resulting in deterioration and affecting the reaction effect. Therefore, it needs to be strictly sealed and stored in a dry place to maintain its chemical activity and purity and ensure that it plays a normal role in organic synthesis reactions.

What are the chemical properties of -Carbonylbis-1H-imidazole?

1% 2C1% 27 - Carbonylbis - 1H - imidazole, often referred to as 1,1 '-carbonyl diimidazole in Chinese, this substance has specific properties and a wide range of uses.

It is a white to light yellow crystalline powder with a certain melting point, about 116-121 ° C. The melting point is stable, which is one of the key points for identification. Its solubility is special, soluble in common organic solvents, such as dichloromethane, tetrahydrofuran, etc., but insoluble in water. This difference in solubility is crucial in many reaction operations.

In terms of chemical activity, 1,1' -carbonyl diimidazole is extremely active. The intramolecular carbonyl group cooperates with the imidazole group, resulting in its unique chemical properties. It can be used as an excellent activator. In organic synthesis, it is often used for the activation of carboxylic acids, alcohols and other compounds. For example, when reacting with carboxylic acids, an acyl imidazole intermediate with high activity can be formed. The intermediate has very good reactivity with nucleophiles such as alcohols and amines, which greatly promotes the synthesis of esters, amides and other compounds.

Because of its high activity, it is necessary to pay attention to isolating water vapor during storage to prevent its hydrolysis and inactivation. At the same time, contact with skin and eyes should also be avoided during operation, as it may be irritating.

In conclusion, 1,1 '-carbonyl imidazole plays a key role in the field of organic synthesis due to its unique physical and chemical properties, providing the possibility for the efficient synthesis of many organic compounds.

What is the reaction mechanism of 1,1 '-Carbonylbis-1H-imidazole in synthesis?

1% 2C1% 27 - Carbonylbis - 1H - imidazole (1,1 '-carbonyl diimidazole, referred to as CDI) is in synthesis, and its reaction mechanism is worth exploring. In CDI, the carbonyl group has electrophilicity, while the imidazole ring has certain nucleophilicity and basicity.

During the reaction, the substrate molecule has nucleophilic check points, such as hydroxyl groups, amino groups, etc., which can take the lead in launching a nucleophilic attack on the carbonyl group of CDI. This step of nucleophilic attack will change the electron cloud density of the carbonyl carbon, triggering the departure of the imidazole ring. The departing imidazole becomes a good leaving group, which prompts the reaction to proceed in the direction of product formation.

Taking the reaction with alcohol as an example, the oxygen atom of the alcohol attacks the nucleophilic attack of the carbonyl carbon of CDI by virtue of its lone pair of electrons. The carbonyl π bond is opened, and the electrons are transferred to the oxygen atom to form an intermediate. Subsequently, the intermediate undergoes intramolecular rearrangement, and the imidazole negative ion leaves to generate the corresponding ester products.

Another example is the reaction with an amine. The nitrogen atom of the amine nucleophilically attacks the CDI carbonyl carbon, and goes through similar steps to form an amide product. In this process, CDI activates the carbonyl group by virtue of its own structural characteristics, making the original relatively inert carbonyl more prone to react, which greatly promotes the process of organic synthesis and plays a key role in the construction of many complex organic compounds.

1,1 '-Carbonylbis-1H-imidazole what are the precautions when using

1% 2C1% 27 - Carbonylbis - 1H - imidazole (1% 2C1% 27 - Carbonylbis - 1H - imidazole) is a commonly used reagent in organic synthesis. When using it, pay attention to the following things:

First, this material has a certain degree of irritation, which can cause irritation to the eyes, skin and respiratory tract. Therefore, when using it, be sure to take protective measures, such as wearing goggles, gloves, and laboratory clothes, and the operation should be carried out in a well-ventilated fume hood to prevent direct contact with the human body and avoid inhaling its dust or volatile gaseous substances.

Second, 1% 2C1% 27-carbonyl bis-1H-imidazole is quite sensitive to moisture and easily reacts with water. When storing, it should be placed in a dry place. After taking it, the container should be sealed as soon as possible to prevent it from being damp and deteriorating. If the reagent is already damp, its activity may decrease, which will affect the experimental effect.

Third, when used in chemical reactions, the dosage should be precisely controlled. Because of its high reactivity, the dosage has a great impact on the reaction process and product yield. According to the specific reaction mechanism and experimental requirements, the appropriate dosage should be determined through accurate calculation and experimental exploration to avoid excessive or incomplete reaction due to improper dosage.

Fourth, the reaction using this reagent usually requires attention to the control of the reaction conditions. Such as reaction temperature, reaction time and solvent selection are all crucial to the success or failure of the reaction. Different reaction systems have different requirements for these conditions, so they need to be carefully optimized according to the specific reaction to ensure that the reaction proceeds smoothly in the expected direction.