N Boc Imidazole
Quinoline Thiophene Imidazole Thiazole
N-Boc-imidazole
Chemical Formula C8H12N2O2
Molar Mass 168.19 g/mol
Appearance White to off - white solid
Melting Point 63 - 67 °C
Solubility Soluble in organic solvents like dichloromethane, chloroform
Purity Typically high - purity, e.g., 98%+
Storage Condition Store in a cool, dry place, protected from moisture
FAQ

What are the chemical properties of N-Boc-imidazole?

N-Boc-imidazole is also an organic compound. It has unique chemical properties. In terms of reactivity, it is quite interesting because of the imidazole ring and Boc protecting group in the molecule. The imidazole ring has electron-rich properties, which makes it easy to involve electrophilic substitution reactions, and various substituents can be introduced into the aromatic ring. And because it is a nitrogen-containing heterocycle, it is basic and can form salts with acids. This property can be used under specific reaction conditions.

The Boc protecting group, that is, tert-butoxycarbonyl, has good stability and can protect the nitrogen atom of the imidazole ring at room temperature to avoid its gratuitous reaction. Under suitable conditions, such as in an acidic environment, the Boc protecting group can be gently removed, making the nitrogen atom reactive. This is a commonly used strategy in organic synthesis, which can precisely control the reaction process and product structure.

Furthermore, the solubility of N-Boc-imidazole is also an important property. In common organic solvents such as dichloromethane and tetrahydrofuran, it exhibits good solubility, which is conducive to its participation in homogeneous reactions, making the reaction easier to control and carry out, so that the reactants can be fully contacted, and the reaction efficiency and yield can be improved. In short, the chemical properties of N-Boc-imidazole are widely used in the field of organic synthesis and are key intermediates for the preparation of many complex organic molecules.

What are the synthesis methods of N-Boc-imidazole?

There are several methods for synthesizing N-Boc-imidazole. One method is to use imidazole as a base to react with di-tert-butyl dicarbonate in a suitable solvent and catalyzed by a base. If tetrahydrofuran is used as a solvent and a weak base such as triethylamine is used as a catalyst to control the temperature near room temperature, the two interact, and the nitrogen atom of imidazole can be combined with the tert-butoxycarbonyl of di-tert-butyl dicarbonate to obtain N-Boc-imidazole. This reaction condition is mild and the yield is quite good.

Another method, or imidazole is suitably modified first to obtain an active intermediate, and then reacts with a reagent containing tert-butoxycarbonyl. If imidazole is first halogenated to form halogenated imidazole derivatives to enhance its nucleophilic activity, and then reacted with derivatives of di-tert-butyl dicarbonate under specific conditions, N-Boc-imidazole can also be obtained. Although this process is slightly complicated, it may improve the selectivity of the reaction and the purity of the product.

Furthermore, there are also methods of metal catalysis. Appropriate metal catalysts, such as some transition metal complexes, are selected to catalyze the reaction of imidazole and di-tert-butyl dicarbonate in the presence of specific ligands. This metal catalysis system can effectively reduce the activation energy of the reaction, accelerate the reaction process, and have a good regulatory effect on the regioselectivity of the reaction, making the reaction more efficient and selective, adding a good path for the synthesis of N-Boc-imidazole.

What are the applications of N-Boc-imidazole in organic synthesis?

N-Boc-imidazole is widely used in the field of organic synthesis. This reagent often acts as a protective group to mask the nitrogen atom of imidazole, and ensures the selectivity of the reaction check point when building complex organic molecules.

Looking at peptide synthesis, N-Boc-imidazole can guard the activity check point of the imidazole ring, so that when the peptide chain extends, the reaction proceeds according to the established route without side branches. In this way, the purity and yield of the target product can be improved.

In the field of pharmaceutical chemistry, N-Boc-imidazole is also indispensable for the synthesis of many drug molecules containing imidazole structures. Due to its ability to precisely regulate the reaction process, the synthesis is highly selective, enabling chemists to create new and efficient drugs.

In the field of materials science, when synthesizing polymers or functional materials with specific structures, N-Boc-imidazole can be used as a key intermediate to guide the self-assembly of molecules and generate materials with desired structures and properties.

In various fields of organic synthesis, N-Boc-imidazole can use its characteristics of protecting and guiding reactions to help researchers achieve the construction of complex molecules, making it a much-prized tool for organic synthesis chemists.

What are the storage conditions for N-Boc-imidazole?

For N-Boc-imidazole, chemical substances are also used. Its storage conditions are crucial and related to the stability and quality of the substance.

This substance should be stored in a cool and dry place. Because of the cool environment, it can reduce the rate of chemical reactions caused by excessive temperature and prevent it from decomposing or deteriorating. In a dry place, it can be protected from moisture to prevent unnecessary reactions with moisture.

Furthermore, it needs to be placed in a well-ventilated place. In this way, it can disperse the volatile gases that may be generated in time, reducing the probability of explosion or poisoning. At the same time, keep away from fire, heat and strong oxidants. Fire and heat sources can easily cause it to heat up, causing combustion or explosion; strong oxidants come into contact with it, or cause violent chemical reactions, which can damage its quality and even cause danger.

When storing, it should also be sealed and stored. This is to prevent it from interacting with oxygen, carbon dioxide and other components in the air. Properly sealed, it can ensure its chemical stability and prolong the storage period.

During storage, it is necessary to regularly check the integrity of the package. If the package is damaged, it should be transferred to a new sealed container in time to prevent material leakage and deterioration. In this way, N-Boc-imidazole can be properly stored so that it can perform as before in subsequent use.

What is the market price range for N-Boc-imidazole?

N-Boc-imidazole is also a commonly used reagent in organic synthesis. Its market price range varies from time to time, and also varies with quality, suppliers and purchase quantities.

In the past, if you buy a small amount, if the purity is quite high, the price per gram may be around tens of yuan to hundreds of yuan. Because of its synthesis process or specific conditions and raw materials, the process is complicated, resulting in a high price.

If the purchase quantity is large, reaching the kilogram level, due to the scale effect, the price per gram may be reduced to several yuan to ten yuan. However, this is only a general range, and it is difficult to determine a certain number.

In addition, market conditions change like clouds, fluctuations in raw material prices, evolution of synthesis technology, and changes in supply and demand relationships can all change the price of N-Boc-imidazole. To know the exact price, you need to consult various suppliers in real time and observe the current market situation in order to obtain a more accurate price range.