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What is the chemical structure of methyl 4-bromo-1H-pyrrole-2-carboxylate?
Methyl-4-bromo-1H-pyrrole-2-carboxylic acid ester, this is an organic compound. Its chemical structure is based on the pyrrole ring. The pyrrole ring is a five-membered heterocyclic ring containing a nitrogen atom, which is aromatic. In the 1H-pyrrole structure, the nitrogen atom is connected to a hydrogen atom.
In terms of its naming, "4-bromo" indicates that the bromine atom is attached to the 4th position of the pyrrole ring. And "2-carboxylate" means that there is a carboxylic acid ester group attached to the 2nd position of the pyrrole ring. This carboxylic acid ester group is the ester group (-COOR) obtained by the esterification reaction of carboxyl group (-COOH) and alcohol, where R is methyl (-CH 🥰), which constitutes a methyl ester.
In summary, the chemical structure of methyl-4-bromo-1H-pyrrole-2-carboxylate is: the 1st position of the pyrrole ring is a nitrogen atom and a hydrogen atom, the 4th position is a bromine atom, and the 2nd position is a -COOCH group. Its structure is stable, and it is used in the field of organic synthesis. Due to the characteristics of pyrrole ring, bromine atom and ester group, it can be used as a key intermediate to participate in various chemical reactions to prepare organic compounds with different properties and uses.
What are the main uses of methyl 4-bromo-1H-pyrrole-2-carboxylate?
Methyl 4-bromo-1H-pyrrole-2-carboxylic acid ester has a wide range of uses. In the field of organic synthesis, it can be called a crucial intermediate. With its unique structure, many other types of organic compounds can be derived through various chemical reactions.
For example, when building complex pyrrole derivatives, methyl 4-bromo-1H-pyrrole-2-carboxylic acid esters are often used as starting materials. Because of its good reactivity, bromine atoms can participate in nucleophilic substitution reactions such as nucleophilic substitution reactions. By attacking bromine atoms with nucleophiles, various functional groups can be introduced, thereby expanding the structural diversity of molecules and laying the foundation for the creation of compounds with specific biological activities or physical properties.
It also plays a key role in the field of medicinal chemistry. This compound will be used in the synthesis of many drug molecules. The synthesis path of some lead compounds with potential biological activities may involve structural modification and construction based on methyl 4-bromo-1H-pyrrole-2-carboxylate. Through ingenious design of reaction steps, modification of pyrrole rings and ester groups, it is expected to obtain new drugs with good pharmacological activity, high selectivity and low toxic and side effects.
In addition, in the field of materials science, methyl 4-bromo-1H-pyrrole-2-carboxylate also shows certain application potential. Introducing it into polymer materials through specific reactions can endow materials with unique electrical, optical or thermal properties, providing new ideas and approaches for the development of new functional materials.
What are the synthesis methods of methyl 4-bromo-1H-pyrrole-2-carboxylate
The synthesis method of methyl-4-bromo-1H-pyrrole-2-carboxylate has been recorded in many books in the past, and is described in detail below.
First, pyrrole is used as the starting material. Pyrrole is protected first, and suitable protecting groups, such as acyl groups, can be used to avoid unnecessary changes in the pyrrole ring in subsequent reactions. After that, bromine atoms are introduced into the fourth position of the pyrrole ring. A brominating agent, such as N-bromosuccinimide (NBS), can be used in an appropriate solvent, such as dichloromethane, and reacted under low temperature conditions. This is because the selective bromination properties of NBS can better introduce bromine atoms at the designated position of the pyrrole ring. After the bromination reaction is completed, the protective group is removed, and then the esterification reaction is carried out under heating conditions with carboxylic acid esterification reagents, such as methanol and catalyst concentrated sulfuric acid, to obtain methyl-4-bromo-1H-pyrrole-2-carboxylate.
Second, 4-bromo-pyrrole-2-carboxylic acid is used as raw material. Mix it with methanol, add an appropriate amount of dehydrating agent, such as dicyclohexyl carbodiimide (DCC), and add 4-dimethylaminopyridine (DMAP) as a catalyst. DCC can promote the dehydration of acid and alcohol to form ester bonds, DMAP can speed up the reaction rate, and under mild reaction conditions, the target product methyl-4-bromo-1H-pyrrole-2-carboxylic acid can be successfully prepared.
Third, start from 2-pyrrole carboxylic acid. First, through the halogenation reaction, a suitable halogenating agent is selected, bromine atoms are introduced at the 4 position of the pyrrole ring, and then the esterification reaction is carried out with methanol in the presence of acidic catalysts such as p-toluenesulfonic acid. P-toluenesulfonic acid can effectively catalyze the esterification reaction, and its acidity is moderate, and it has little effect on the structure of the pyrrole ring, so as to realize the synthesis of methyl-4-bromo-1H-pyrrole-2-carboxylic acid ester.
The above synthesis methods have their own advantages and disadvantages, and need to be carefully selected according to actual needs and raw material availability.
What are the physical properties of methyl 4-bromo-1H-pyrrole-2-carboxylate?
Methyl-4-bromo-1H-pyrrole-2-carboxylic acid ester is an organic compound. Its physical properties are unique, let me tell you in detail.
Looking at its properties, it is usually a crystalline solid, with a white appearance like snow, or a slight yellow color. If it is pure, it is crystal clear, just like beautiful jade. The melting point of this compound is about a specific temperature range, and the specific value will vary slightly due to the crystalline morphology and purity. Generally speaking, the melting point is around [X] ° C. When heated to this temperature, it slowly turns from solid to liquid, like ice and snow melting, quietly changing its form.
As for the boiling point, under specific pressure conditions, it boils up and down at [X] ° C. When boiling, the compound changes from a liquid state to a gaseous state, the intermolecular forces are broken, and the material form changes fundamentally. Its density is also fixed, about [X] g/cm ³. This value reflects the density of the molecules of the substance in a unit volume, which makes it exhibit unique properties in many chemical reactions and practical applications.
Solubility is also an important physical property. Methyl-4-bromo-1H-pyrrole-2-carboxylic acid ester has good solubility in organic solvents, such as common ethanol, ether, dichloromethane, etc., which can dissolve with it, just like fish water. In ethanol solution, it can be evenly dispersed to form a clear and transparent liquid. However, its solubility in water is very small. Because its molecular structure is mostly hydrophobic and the force between water molecules is weak, it is difficult to dissolve in water, just like the incompatibility of oil and water.
In addition, the refractive index of this compound also has a specific value, which is about [X]. This property is related to the change of the speed and direction of light propagation in it, which is of great significance in optical research and some analytical detection fields. It can help researchers understand the mysteries of its internal structure and molecular arrangement. In short, the various physical properties of this compound are interrelated and together determine its unique position and application in the chemical world.
What are the precautions for methyl 4-bromo-1H-pyrrole-2-carboxylate in storage and transportation?
Methyl 4-bromo-1H-pyrrole-2-carboxylic acid esters are organic compounds. Many things need to be paid attention to during storage and transportation.
Temperature and humidity of the first storage environment. This compound should be stored in a cool and dry place to prevent it from deteriorating due to excessive temperature or humidity. Excessive temperature may cause chemical reactions to accelerate and cause structural changes; excessive humidity may affect the purity and stability of the compound.
The second is to avoid light. Many organic compounds are sensitive to light, as is methyl 4-bromo-1H-pyrrole-2-carboxylic acid ester. Light may cause photochemical reactions to change its chemical properties. Therefore, when storing, choose a container that is opaque to light, or store in a dark environment.
In addition, the material of the storage container is also very important. Appropriate materials should be selected to prevent reactions with compounds. Generally speaking, containers made of glass or specific plastic materials are more commonly used, so it is necessary to ensure that they do not chemically react with the compound, so as not to affect its quality.
When transporting, ensure that the packaging is stable. This compound may be dangerous, the packaging is not solid, and the packaging is damaged during transportation or due to collision or vibration, causing leakage. Therefore, suitable packaging materials, such as cushioning materials, are required to ensure safe transportation.
At the same time, transporters should also be familiar with relevant regulations and safety knowledge. Because it may belong to the category of hazardous chemicals, transportation must follow corresponding regulations, and transporters should also master emergency treatment methods to prevent accidents from happening.
In short, methyl 4-bromo-1H-pyrrole-2-carboxylate needs to be treated with caution in terms of environmental conditions, packaging, and personnel knowledge during storage and transportation to ensure its safety and stability.