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What are the main uses of Methyl 2-bromopyridine-3-carboxylate?
Methyl 2-bromopyridine-3-carboxylic acid esters are very important compounds in organic synthesis. They have a wide range of uses, first in the field of medicinal chemistry. In this field, they are often key intermediates used to create various biologically active drug molecules. Due to the structure of pyridine rings and carboxylic acid esters, they have unique chemical properties and biological activities. They can be connected with other molecular fragments through various chemical reactions to build complex drug structures.
In the field of materials science, it also has its uses. It can be used as a starting material for the construction of functional materials. Through specific reactions, different functional groups are introduced to give the material special photoelectric properties, self-assembly properties, etc., to meet the specific needs of materials such as organic Light Emitting Diodes and sensors.
In addition, in the study of organic synthesis methodologies, methyl 2-bromopyridine-3-carboxylate is also a common substrate. Chemists use it to explore novel chemical reaction pathways and reaction mechanisms, develop efficient synthesis methods, and promote the development of organic synthesis chemistry. Due to the activity of bromine atoms, it is easy to trigger reactions such as nucleophilic substitution and metal catalytic coupling, providing an effective way for the synthesis of organic compounds with diverse structures.
What are the synthetic methods of Methyl 2-bromopyridine-3-carboxylate?
The method of making methyl 2-bromopyridine-3-carboxylic acid esters has been known for a long time. In the past, it has mostly followed the path of classical organic synthesis.
First, pyridine-3-carboxylic acid can be started. First, use an appropriate reagent, such as sulfuryl chloride, to convert pyridine-3-carboxylic acid into the corresponding acid chloride. This step needs to be done at a suitable temperature and in an inert atmosphere to prevent side reactions. Acyl chloride is obtained, then mixed with methanol, and an appropriate amount of base, such as pyridine, is added to catalyze the esterification reaction. The amount of base needs to be carefully controlled, and more may cause other side reactions, and at least the reaction is delayed. In this way, methyl pyridine-3-carboxylic acid esters can be obtained. Thereafter, in a suitable reaction system, brominating reagents, such as N-bromosuccinimide (NBS), are carried out in the 2-position of the pyridine ring with the help of light or initiators, and then methyl 2-bromopyridine-3-carboxylic acid esters are obtained.
Second, 2-aminopyridine-3-carboxylic acid can also be used as the starting material. Diazonium salts are first prepared by diazotization reaction, treated with sodium nitrite and inorganic acids (such as hydrochloric acid). The activity of diazonium salt is abnormal, and it needs to be reacted with cuprous bromide and other reagents immediately. Sandmeyer reaction occurs, and the diazonium group is substituted with bromine atom to obtain 2-bromopyridine-3-carboxylic acid. As in the previous method, the carboxylic acid is esterified with methanol to obtain the target product.
This two methods have advantages and disadvantages. The former step is slightly simpler, but the bromination step may have regional selectivity considerations; the latter starting material is rare, but the reaction path is relatively clear. In the field of organic synthesis, it is a common method for preparing methyl 2-bromopyridine-3-carboxylic acid esters.
What are the physical properties of Methyl 2-bromopyridine-3-carboxylate?
Methyl-2-bromopyridine-3-carboxylic acid ester, also an organic compound. Its physical properties are quite important and are detailed as follows.
First appearance, at room temperature, mostly white to light yellow crystalline powder shape, this morphology is used in various reactions and applications, showing an intuitive image.
times and melting point, about a certain range, this value is the key basis for the identification and purification of this substance. The determination of the melting point can help to clarify its purity and authenticity. If the purity is high, the melting point is sharp and close to the theoretical value; if there are impurities, the melting point drops and the melting range increases. < Br >
Furthermore, when it comes to the boiling point, under specific pressure conditions, there is a corresponding boiling point value. The boiling point is related to its behavior in the heating evaporation process, and it is an important consideration in the separation and purification steps.
Solubility is also its significant physical property. In organic solvents such as ethanol and acetone, it often has a certain solubility, but in water, its solubility may be limited. This difference in solubility is of guiding significance in the selection of chemical reaction media and product separation. According to its solubility characteristics, a suitable solvent can be selected to make the reaction proceed efficiently and facilitate the acquisition of subsequent products.
Density is also one of its physical properties. Although it is often not the primary concern, density data may be indispensable for specific chemical processes, such as material ratio, phase separation, etc., which are related to the accuracy and stability of the process.
In summary, the physical properties of methyl-2-bromopyridine-3-carboxylic acid esters, such as appearance, melting point, boiling point, solubility and density, are of great value in many fields of chemical research and industrial production, and are the basis and key to their synthesis, application, and analysis.
What are the chemical properties of Methyl 2-bromopyridine-3-carboxylate?
Methyl 2-bromopyridine-3-carboxylic acid ester is one of the organic compounds. Its chemical properties are unique and of great research value.
Let's talk about its nucleophilic substitution reaction characteristics first. In this compound, the bromine atom has high activity and is vulnerable to attack by nucleophilic reagents, resulting in nucleophilic substitution. Due to the strong electronegativity of bromine atoms, it is connected to the pyridine ring and carboxyl group, causing its carbon-bromine bond electron cloud to be biased towards bromine, making the carbon atom partially positively charged, and nucleophilic reagents such as alcohols and amines are prone to attack it to generate new compounds.
Let's talk about hydrolytic properties. Under acidic or basic conditions, methyl 2-bromopyridine-3-carboxylic acid esters can undergo hydrolysis. In alkaline environments, hydroxide ions have strong nucleophilicity and attack carbonyl carbon atoms in ester groups. After a series of changes, 2-bromopyridine-3-carboxylic acids and methanol are formed. Under acidic conditions, although the hydrolysis process is different from it, corresponding carboxylic acids and alcohols are eventually formed.
In addition, the pyridine ring gives this compound a unique electronic effect. Pyridine rings are aromatic, and the electronegativity of nitrogen atoms is higher than that of carbon atoms. The distribution of electron clouds on the ring is uneven, which affects the reactivity and physical properties of the compound. For example, the electron cloud density on the pyridine ring is relatively low, which affects the activity of the bromine atoms connected to it, and also affects the physical properties such as the solubility of the compound.
In the field of organic synthesis, methyl 2-bromopyridine-3-carboxylate is often used as a key intermediate. With its different reaction characteristics, it can construct a variety of complex organic compounds, providing an important material basis for new drug development, materials science and other fields.
What is the price range of Methyl 2-bromopyridine-3-carboxylate in the market?
Methyl-2-bromopyridine-3-carboxylate is on the market, and its price range is difficult to determine. The price of this compound often varies due to many factors.
First, purity is the main factor. If the purity is high, it is almost high purity, and the price is high; if the purity is slightly lower, it is suitable for general use, and the price is slightly lower. For example, high-purity methyl-2-bromopyridine-3-carboxylic acid esters can be used in scientific research experiments. They have strict requirements on impurities and are difficult to prepare. Therefore, the price is high, or more than tens to hundreds of yuan per gram; and those with slightly lower purity, if used in industrial preliminary synthesis, etc., the price may be several to tens of yuan per gram.
Second, the purchase quantity has an impact. If purchased in bulk, merchants often give discounts due to large quantities, and the unit price may be reduced. Small purchases are only for laboratory researchers to try, and the unit price is high. If you buy more than 100 grams, merchants may reduce their price; if you only buy a few grams, it is difficult to get a discount on the unit price.
Third, market supply and demand also affect its price. If there are many people who want it, but the supply is limited, the price will rise; if the supply exceeds the demand, the price will float. If the chemical industry's demand for this product surges at a certain time, the production will be difficult to respond for a while, and the price will rise; on the contrary, if there is no large demand, the manufacturer has a lot of inventory, or the price will be reduced for promotion.
Fourth, the manufacturer and the source are different, and the price is also different. Well-known large factories, with fine craftsmanship, strict quality control, and high product prices; small factories produce, and the price may be competitive. Importers, or due to tariffs, transportation and other costs, the price is higher than that of domestic products.
In summary, the price of methyl-2-bromopyridine-3-carboxylate may range from a few yuan per gram to more than 100 yuan. It is difficult to determine the exact range, and it is necessary to investigate in detail according to the above factors.