5-Chloro-3-Pyridineboronic Acid

5-Chloro-3-pyridyl boronic acid is an important reagent in organic synthesis. Its properties are usually white to quasi-white solids, which are relatively stable at room temperature and pressure.
This compound has many unique chemical properties. As far as acidity is concerned, due to the existence of boric acid groups, it presents a certain degree of acidity and can react with bases to form corresponding borates. This property is often used in organic synthesis to form specific chemical bonds and participate in acid-base catalyzed reactions.
Its boron atom is electron-deficient, which makes it easy to coordinate with electron-rich molecules or groups to form stable complexes. Such coordination properties can play a key role in catalytic reactions, which can effectively improve the selectivity and rate of the reaction.
In terms of nucleophilic substitution, the chlorine atom in 5-chloro-3-pyridyl boric acid has high activity and can be replaced by a variety of nucleophilic reagents. Therefore, various functional groups can be introduced, which greatly enriches the structural diversity of organic compounds, and is widely used in pharmaceutical chemistry, materials science and other fields.
In addition, its boric acid group can participate in classic organic reactions such as Suzuki-Miyaura coupling reaction. In this kind of reaction, it can be combined with halogenated aromatics or olefins and other substrates, under the action of suitable catalysts and bases, to achieve the construction of carbon-carbon bonds, thus providing an extremely effective way for the synthesis of complex organic molecules. This reaction condition is relatively mild, and has good regioselectivity and stereoselectivity, so it occupies a pivotal position in organic synthesis chemistry.

5-Chloro-3-pyridyl boronic acid has a wide range of uses. In the field of organic synthesis, it is a key intermediate for the construction of complex pyridine compounds. The structure of geinpyridine is widely present in many drugs, pesticides and material molecules. 5-chloro-3-pyridyl boronic acid can be precisely introduced into the pyridine group by Suzuki-Miyaura coupling reaction with halogenated aromatics or other electrophilic agents to achieve the construction of specific molecules.
In the process of drug development, many active pharmaceutical ingredients contain pyridine structures. 5-chloro-3-pyridyl boronic acid can help synthesize pyridine derivatives with specific pharmacological activities, and then develop new drugs. For example, the synthesis of some antibacterial and antiviral drugs relies on such intermediates.
In the field of materials science, it also has good performance. It can be used to prepare materials with unique photoelectric properties, such as organic Light Emitting Diode (OLED) materials, conductive polymers, etc. Through rational design and synthesis, it can be introduced into the molecular structure of materials to regulate the electron transport and optical properties of materials to meet the needs of different application scenarios.
Furthermore, in the field of pesticide creation, pyridine compounds often have good biological activities. 5-chloro-3-pyridine boronic acid can be used as an important raw material to synthesize new high-efficiency and low-toxicity pesticides, providing a powerful means for agricultural pest control. In short, 5-chloro-3-pyridine boronic acid plays an indispensable role in many fields such as organic synthesis, drug development, materials science and pesticide creation.

There are several common methods for the synthesis of 5-chloro-3-pyridine boronic acid.
First, 5-chloro-3-halopyridine is used as the starting material. 5-chloro-3-bromopyridine is often used as an example. Under low temperature and inert gas protection atmosphere, such as in nitrogen environment, it is combined with butyllithium and other strong base reagents. Butyllithium will undergo lithium-halogen exchange reaction with the bromine atom in 5-chloro-3-bromopyridine to form 5-chloro-3-pyridine lithium intermediate. Subsequently, borate esters, such as trimethyl borate, are rapidly added. This intermediate reacts with trimethyl borate. After hydrolysis, 5-chloro-3-pyridyl boronic acid can be obtained. This process requires precise temperature control. Due to high reactivity, improper temperature is prone to side reactions.
Second, the transition metal catalysis method is adopted. Using 5-chloropyridine as the substrate, under the action of transition metal catalysts such as palladium and nickel, it reacts with the diphenacol borate. In the reaction, the transition metal first forms an active intermediate with the substrate and ligand, which prompts the chlorine atom in 5-chloropyridine to be replaced by boron groups. This method has relatively mild conditions and good selectivity, but the cost of transition metal catalysts is high, and the requirements for reaction equipment and operation are also high. An anhydrous and oxygen-free environment is required to prevent the catalyst from deactivating.
Third, starting from the pyridine derivative, it is synthesized through multi-step reaction. First, the pyridine ring is modified by specific functionalization, so that suitable substituents are introduced at the 3rd and 5th positions, and then through a series of conversion, such as oxidation and substitution, the boric acid group is gradually constructed. Although this path is complicated, it is an effective method for specific raw material sources and special requirements for product purity and configuration. Each step of the reaction requires fine control of the reaction conditions to ensure the quality and yield of the product.

5-Chloro-3-pyridyl boronic acid, the price of this product in the market, it is difficult to say for sure. Because the price of chemical materials often varies for many reasons.
First, the influence of supply and demand is quite large. If many workshops are very eager for 5-chloro-3-pyridyl boronic acid, but the production is not enough, its price will rise; on the contrary, if the market is full of goods and there is little demand, the price will drop.
Second, the price of raw materials is also the key. If the price of the raw materials required for the preparation of 5-chloro-3-pyridyl boronic acid rises or falls, the price of the finished product will also fluctuate. If the purchase of raw materials is difficult, or its own supply is tight and the price rises, the cost of 5-chloro-3-pyridyl boronic acid will increase, and the price will also be high.
Third, the preparation method and process are simple, which has a significant impact on cost and price. If there is a new process, it can make the preparation convenient, the yield will increase, and the cost may decrease, and the price will also be lowered. On the contrary, the old method is complicated, expensive and the yield is low, and the price will be high.
Fourth, the state of market competition is related to price. If there are many producers of this product, they compete with each other to sell, in order to compete for customers, or there is a price reduction; if the industry is small and almost monopolizes the market, the price can be adjusted independently and often remains high.
In addition, differences in regions, seasons, and even changes in policies and regulations can make the market price of 5-chloro-3-pyridyl boronic acid different. Therefore, in order to know the exact market price, it is necessary to carefully observe the real-time market conditions of the chemical market, or ask those who specialize in this industry and those who are familiar with the price trend of chemical materials.

5-Chloro-3-pyridyl boronic acid is a chemical substance, and many things should be paid attention to during storage and transportation.
When storing, the first environment is heavy. It must be placed in a cool, dry and well-ventilated place. If it is in a high temperature and humid place, this boric acid may change due to changes in temperature and humidity. High temperature can easily promote its chemical reaction, and humidity may cause it to deliquescence and damage its quality.
Furthermore, it needs to be isolated from different types of chemicals. Such as strong oxidizing agents and strong bases, which cannot coexist with them. Due to the specific chemical properties of 5-chloro-3-pyridyl boronic acid, when it encounters a strong oxidant, it may cause a violent oxidation reaction; when it encounters a strong alkali, it may cause acid-base neutralization and other reactions, which can cause it to fail or be dangerous.
Packaging is also the key. When filled with suitable packaging materials, ensure a good seal. Common such as glass bottles, plastic bottles, etc., must be intact to prevent leakage. If the packaging is not good, air, water vapor, etc. can invade, affecting its chemical stability.
As for transportation, the choice of vehicles is quite important. A means of transportation with good protection and ventilation should be selected to avoid shock, heat and moisture. During transportation, the driver should also be cautious and drive slowly to avoid package damage due to bumps and collisions.
The escort also needs to be familiar with the characteristics of this object. In the event of an emergency, such as a leak, appropriate measures should be taken quickly according to its nature to ensure the safety of personnel and the environment.
In this way, during the storage and transportation of 5-chloro-3-pyridyl boronic acid, pay attention to the above things to ensure its quality and safety.