What is the chemistry of 2-hydroxy-3-iodopyridine?
2-Hydroxy-3-iodopyridine, this is an organic compound with unique chemical properties. It contains hydroxyl and iodine atoms, which have far-reaching effects on its properties.
Let's talk about the hydroxyl group first, which has active chemical activity. Due to the high electronegativity of oxygen atoms, the hydrogen-oxygen bond in the hydroxyl group is very polarized. This polarity makes the hydroxyl group easy to participate in many chemical reactions, such as forming coordination bonds with metal ions, just like the ancients used rope ties to closely connect. Under appropriate conditions, the hydroxyl group can undergo a substitution reaction, just like replacing the old with a new one; it can also dehydrate to form the corresponding unsaturated compound, just like pulling out water and causing the morphology of the substance to change.
Besides, iodine atoms have a large atomic radius, easy to deform electron clouds, and high polarizability. This makes the carbon-iodine bond in 2-hydroxy-3-iodine pyridine relatively weak and easy to break. Therefore, the compound is prone to nucleophilic substitution reactions. Nucleophilic reagents such as those brave in ancient times attacked the carbon-iodine bond and replaced the iodine atom.
In addition, in the molecule of 2-hydroxy-3-iodine pyridine, the hydroxyl group and the iodine atom interact. Hydroxyl groups can change the density distribution of the electron cloud in the benzene ring, thereby affecting the reactivity of the iodine atom; conversely, the iodine atom also has an effect on the properties of the hydroxyl group.
In terms of physical properties, due to the presence of polar groups, the solubility in polar solvents may be better, like salt into water, but the solubility in non-polar solvents may be poor.
The chemical properties of 2-hydroxy-3-iodopyridine are jointly shaped by hydroxyl groups and iodine atoms, and the two are related to each other. They show unique performance in various chemical reactions and may have important uses in organic synthesis and other fields.
What are the common synthetic methods of 2-hydroxy-3-iodopyridine?
There are three common methods for the synthesis of 2-hydroxy-3-iodopyridine.
One is halogenation. 2-hydroxy pyridine is used as the starting material, and a halogenating reagent, such as N-iodosuccinimide (NIS), is added to a suitable solvent, such as dichloromethane. This reaction needs to be carried out at a low temperature, about 0 ° C to room temperature, and there is a catalyst, such as benzoyl peroxide. The pyridine ring of 2-hydroxy pyridine, whose 3 positions have a certain electron cloud density, can interact with the iodine cation of NIS and be electrophilically substituted to obtain 2-hydroxy-3-iodopyridine. In this process, the polarity of the solvent, the amount of halogenating agent, and the reaction time all affect the yield.
The second is the hydroxyl conversion method. First, the hydroxyl group of 2-hydroxypyridine is converted into an easy-to-leave group, such as p-toluenesulfonate. React p-toluenesulfonyl chloride with 2-hydroxypyridine in the presence of a base such as pyridine to give 2 - (p-toluenesulfonyloxy) pyridine. Subsequently, this is used as a substrate to react with iodizing reagents such as potassium iodide in polar aprotic solvents such as dimethylformamide (DMF). The nucleophilic iodine ion attacks the third position of the pyridine ring and replaces the p-toluenesulfonyloxy group to obtain the target product 2-hydroxy-3-iodopyridine. In this approach, the activity of the leaving group, the nucleophilicity of the nucleophilic reagent and the reaction conditions are all key.
The third is the metal catalytic coupling method. Using a transition metal catalyst, such as a palladium catalyst. First, 2-halopyridine (such as 2-chloropyridine) is mixed with a palladium catalyst, a ligand (such as triphenylphosphine) and a base (such as potassium carbonate) to form an active catalytic species. At the same time, an iodine-containing reagent, such as iodobenzene, is prepared. The two Under palladium catalysis, the halogen atom of 2-halogenated pyridine is coupled with the iodine atom of iodobenzene to form 2-hydroxy-3-iodopyridine. In this method, the catalyst activity, ligand structure and reaction temperature have a great influence on the reaction process and yield.
2-hydroxy-3-iodopyridine in what areas
2-Hydroxy-3-iodopyridine is useful in many fields. In the field of medicine, it is a key raw material of traditional Chinese medicine. Chemists can make new drugs with outstanding curative effects according to its characteristics and ingenious methods. These new drugs may play a unique therapeutic effect on specific diseases, such as some intractable diseases, and bring good news to patients.
In the field of materials science, 2-hydroxy-3-iodopyridine also plays an important role. Due to its unique structure, it may be able to participate in the synthesis of new materials with excellent properties. These materials may have excellent physical and chemical properties, such as high stability, special optical properties, etc., which can be used in high-end scientific and technological products, such as advanced electronic devices, to help the progress of science and technology.
Furthermore, in the field of organic synthesis, 2-hydroxy-3-iodopyridine is often used as an important intermediate. With its special chemical activity, chemists can use various reactions to cleverly transform it into organic compounds with more complex structures and more diverse functions. This process enriches the variety of organic compounds, contributes to the development of organic synthetic chemistry, and pushes the field to new heights, thereby providing a solid material foundation and technical support for many related industries.
What is the market price of 2-hydroxy-3-iodopyridine?
I look at your question, but I am inquiring about the market price of 2-hydroxy-3-iodopyridine. However, this price is variable and varies with many factors.
First, the situation of supply and demand is necessary. If there are many people in the market, but the supply is small, the price will rise; conversely, if the supply exceeds the demand, the price may fall. Second, the price of raw materials is also related. The fluctuation of the price of raw materials required for the synthesis of this product will cause the price of 2-hydroxy-3-iodopyridine to fluctuate. The price of raw materials rises, and the price of finished products often rises accordingly. Third, the simplicity of the production method is related to the cost. If the production method is complicated, multiple doses are required, time-consuming and energy consumption is large, the cost will be high and the price will be high; if there is a simple method, the cost will decrease and the price will decrease. Fourth, changes in the current situation, such as policies and regulations, and the state of trade, also have an impact. Policies to promote production may cause an increase in supply and a decrease in price; trade is blocked, or a decrease in supply and a rise in price.
As for the exact price, it is difficult to say. If you want to know, you can consult a chemical raw material supplier or visit a professional chemical trading platform to get the price of the current market.
How to test the purity of 2-hydroxy-3-iodopyridine
To check the purity of 2-hydroxy-3-iodopyridine, various wonderful methods can be used. First, thin-layer chromatography. Take an appropriate amount of this compound, dissolve it with a suitable solvent, and spot it on a silica gel plate. Choose an appropriate development agent and let it slowly unfold in the chromatography cylinder. If its purity is good, only a single spot will appear on the plate; if it contains impurities, several spots will be visible. This technique can quickly determine the approximate purity.
Second, high-performance liquid chromatography is also a good choice. Inject the sample into a liquid chromatograph and separate it according to its distribution difference in the stationary phase and the mobile phase. After detection by a detector, a chromatogram can be obtained. Pure matter, its chromatographic peak is single and symmetrical; if it contains impurities, the peak shape will be different, and there will be miscellaneous peaks. According to the ratio of peak area, the content of impurities can be accurately measured, and the purity geometry can be determined.
Third, the method of melting point determination should not be underestimated. Pure 2-hydroxy-3-iodopyridine, with a fixed melting point. Measured by melting point meter, compare the measured melting point with the literature value. If the measured value is consistent with the literature value, and the melting range is very narrow, about 1-2 ° C, the purity is quite high; if the melting range is wide and the deviation from the literature value is large, it contains impurities and the purity is not good.
Or use mass spectrometry. After ionization, the compound is separated by mass-to-charge ratio in a mass spectrometer. The mass spectrum of the pure product has a specific ion peak, which can be compared with the standard spectrum. If the spectra are consistent and there are no abnormal peaks, the purity is most likely to be excellent; if there are additional peaks, it indicates the presence of impurities.
This number method can detect the purity of 2-hydroxy-3-iodopyridine, and the experimenter can choose it carefully according to the actual situation and required accuracy.