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What is the chemistry of 6-Bromo-3-hydroxy-2-iodopyridine?
6-Bromo-3-hydroxy-2-iodopyridine is an organic compound with unique chemical properties. Its chemical activity is quite significant because it contains functional groups such as bromine, iodine and hydroxyl.
Let's talk about bromine and iodine atoms first. The characteristics of halogen atoms make them prone to nucleophilic substitution reactions. Under appropriate reaction conditions, bromine and iodine atoms are replaced by many nucleophiles, such as alkoxy and amino groups, to construct new compounds with diverse structures. For example, when reacted with sodium alcohol, bromine or iodine atoms can be replaced by alkoxy groups to form corresponding ether derivatives. This is often an important step in organic synthesis, which can increase the complexity and functionality of molecules. The hydroxyl group is also a key functional group. Because of its certain acidity, it can react with bases to form corresponding salts. Moreover, the hydroxyl group can participate in the esterification reaction and form ester compounds with carboxylic acids under acid catalysis. This reaction is widely used in the preparation of organic compounds such as fragrances and drugs. In addition, the hydroxyl group can also participate in the oxidation reaction and be oxidized to higher valence oxygen-containing functional groups such as aldehyde and carboxyl groups, which provides the possibility for the synthesis of more complex compounds.
From the perspective of the molecule as a whole, the structure of 6-bromo-3-hydroxy-2-iodopyridine causes its functional groups to interact or cooperate under different reaction environments. The electronic and spatial effects of different substituents can affect the activity and selectivity of the check point of the reaction. For example, the electron-absorbing effect of bromine and iodine atoms may affect the acidity of hydroxyl groups, which in turn affects their participation in the reaction. The electron cloud density of the carbon atoms connected to the halogen atom also affects the difficulty of nucleophilic substitution.
In short, 6-bromo-3-hydroxy-2-iodopyridine has broad application prospects in the field of organic synthesis due to its special functional group combination. It can prepare various organic compounds with special properties and uses by rationally designing the reaction path.
What are the common synthetic methods of 6-Bromo-3-hydroxy-2-iodopyridine?
6-Bromo-3-hydroxy-2-iodopyridine is an important organic compound, and there are many common synthesis methods. It is described as follows:
First, 3-hydroxypyridine is used as the starting material. The amino group of 3-hydroxypyridine is first protected to prevent it from interfering in subsequent reactions. Then, in a suitable solvent, under the action of a catalyst, it is reacted with a brominating agent (such as bromine or N-bromosuccinimide), and a bromine atom can be introduced at the 6-position of the pyridine ring to obtain 6-bromo-3-hydroxypyridine. Finally, 6-bromo-3-hydroxypyridine is reacted with an iodizing agent (such as potassium iodide combined with an oxidizing agent), and iodine atoms are introduced at the 2-position to obtain 6-bromo-3-hydroxy-2-iodopyridine. This route step is relatively clear, the reaction conditions of each step are easier to control, and the raw material 3-hydroxypyridine is relatively common and the cost is controllable.
Second, 2,6-dihalopyridine is used as the starting material. 2,6-dibromopyridine or 2,6-dichloropyridine can be selected. First, through a metal-halogen exchange reaction, such as with an organolithium reagent (butyl lithium, etc.), the corresponding lithium compound is formed, and then reacted with an iodine source (such as iodine elemental substance) to introduce iodine atoms at the 2-position. Then, through a hydroxylation reaction, under suitable conditions (such as co-heating with water or an alcohol solvent under basic conditions), the 6-position halogen atom is replaced with a hydroxyl group, and finally 6-bromo-3-hydroxy-2-iodopyridine is obtained. This method cleverly takes advantage of the difference in the activity of halogen atoms and the characteristics of metal-halogen exchange, and the synthesis efficiency
Third, the palladium-catalyzed cross-coupling reaction strategy is used. Select suitable halopyridine derivatives, such as 2-iodine-6-halopyridine, and react with hydroxyl-containing reagents (such as borates or phenolates) in the presence of palladium catalysts (such as tetra (triphenylphosphine) palladium) and bases. The palladium-catalyzed cross-coupling reaction occurs to directly construct the structure of 6-bromo-3-hydroxy-2-iodopyridine. The method has good atomic economy, mild reaction conditions and environmental friendliness, and has been favored in recent years.
All the above synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively weigh factors such as raw material availability, cost considerations, reaction conditions and product purity requirements to choose the optimal synthesis path.
6-Bromo-3-hydroxy-2-iodopyridine in what areas
6 - Bromo - 3 - hydroxy - 2 - iodopyridine is an organic compound. It has important applications in medicinal chemistry, materials science and other fields.
In the field of medicinal chemistry, such halogenated and hydroxyl-containing pyridine derivatives are often key intermediates in drug synthesis. Due to its unique chemical structure, it can participate in a variety of chemical reactions to build complex molecular structures with biological activities. Or it can be connected to other functional groups through a specific reaction path to prepare drug molecules with biological activities such as antibacterial, anti-inflammatory, and anti-tumor.
In the field of materials science, it also has potential uses. For example, it can be used as a building block for organic semiconductor materials. Through rational molecular design and synthesis, the electrical and optical properties of the material can be adjusted, which is expected to be applied to optoelectronic devices such as organic Light Emitting Diode (OLED) and organic field effect transistor (OFET). Due to the existence of halogen atoms and hydroxyl groups, it can affect the interactions between molecules, such as π-π stacking, hydrogen bonding, etc., which in turn affect the solid-state properties of the material, providing the possibility for the development of new functional materials.
Or in the study of chemical synthesis methodology, 6-Bromo-3-hydroxy-2-iodopyridine can be used as a model substrate to explore novel chemical reaction pathways and catalytic systems. Chemists can use this to study the effects of different reagents and catalysts on their reactivity and selectivity under various reaction conditions, promoting the development of organic synthetic chemistry and providing a foundation for more efficient and green synthesis methods.
What is the market price of 6-Bromo-3-hydroxy-2-iodopyridine?
6 - Bromo - 3 - hydroxy - 2 - iodopyridine is a special organic compound. Its market price often fluctuates due to various factors.
Looking at the past market situation, the price of this compound may fluctuate due to changes in supply and demand. If the demand is strong and the supply is limited, such as in some pharmaceutical research and development fields, the demand for it increases sharply, but the number of manufacturers is not large, or the production process is complicated and the cost is high, so that the output is difficult to increase with the rapid increase in demand, the price will often rise. On the contrary, if the market demand is low, and there are many manufacturers and the supply is large, in order to sell, the manufacturers may compete to reduce the price, and the price will also fall.
Furthermore, the cost of raw materials has a deep impact on its price. If the price of bromide, iodide and pyridine derivatives required for the synthesis of 6-Bromo-3-hydroxy-2-iodopyridine fluctuates, the price of this compound will also be implicated. If the price of raw materials rises due to factors such as origin policies, international situations, and climate impacts, the production cost will increase, and the product price will also increase accordingly.
Innovation and progress in production technology are also one of the key factors affecting prices. If the new production process can greatly improve production efficiency, reduce energy consumption, improve product purity, or make the production process more environmentally friendly, resulting in lower production costs, there may be room for product prices to decrease. On the contrary, if the technology is stagnant, the production efficiency will not be improved, the cost will remain high, and the price will not be significantly reduced.
However, in today's market, it is not easy to determine its accurate price. The market is constantly changing, and the quotations of each supplier may vary greatly due to their own cost considerations and sales strategies. To obtain a real price, you need to consult and compare with multiple chemical raw material suppliers, or refer to the latest quotations from professional chemical product trading platforms, in order to have a more accurate grasp of their market prices.
What are 6-Bromo-3-hydroxy-2-iodopyridine storage conditions?
6-Bromo-3-hydroxy-2-iodopyridine is also an organic compound. The storage conditions of these compounds are related to their stability and quality, which cannot be ignored.
It should be stored in a cool place. If the cover temperature is too high, it is easy to cause the molecular activity of the compound to increase, or to initiate a chemical reaction, which will damage its structure and properties. Therefore, a cool place can slow down its molecular movement and maintain its inherent state.
And it needs to be placed in a dry place. Water is a participant in many chemical reactions. 6-Bromo-3-hydroxy-2-iodopyridine may deteriorate in contact with water vapor or due to reactions such as hydrolysis. In a dry environment, it can be protected from the disturbance of water vapor and keep it safe.
Furthermore, it should be kept away from light. Light contains energy, or is an incentive for chemical reactions. This compound is exposed to light, or excites electron transitions in molecules, causing structural changes. A shading device can protect it from light damage.
It should also be kept away from fire and heat sources. Fire and heat sources can cause local temperatures to rise sharply, causing compounds to react, or even the risk of explosion.
When storing, it should be stored in a sealed container. A seal can prevent the intrusion of external water vapor, oxygen, etc., and the second is to prevent compound volatilization and escape, so as to prevent its loss and pollution to the environment.
In summary, 6-bromo-3-hydroxy-2-iodopyridine should be stored in a cool, dry, dark place, away from fire and heat sources, and in a sealed container, so that its properties can be kept stable for later use.