What is the chemistry of 2-chloro-6-iodo-quinoline?
2-Chloro-6-iodoquinoline is a kind of organic compound. Its molecule contains the skeleton of quinoline, with chlorine atoms at the 2nd position and iodine atoms at the 6th position.
This compound has the common properties of halogenated aromatics. The presence of chlorine and iodine atoms makes the electron cloud distribution different and the activity is different from that of ordinary aromatics. Both chlorine and iodine are electron-absorbing groups, which reduce the electron cloud density of the benzene ring. In the electrophilic substitution reaction, the activity is lower than that of benzene. However, the substitution check point has its own regularity. Due to the positioning effect of chlorine and iodine, the newly introduced groups are mostly added to the specific position of the benzene ring.
In the nucleophilic substitution reaction, chlorine and iodine atoms can leave and be replaced by nucleophilic reagents. Its ability to leave, iodine atoms are stronger than chlorine atoms, the atomic radius of covering iodine is larger, and the C-I bond energy is relatively small, which is easy to break.
2-chloro-6-iodoquinoline also participates in the coupling reaction of metal catalysis. When coexisting with metal catalysts such as palladium and suitable ligands, it can react with reagents containing active hydrogen or carbon-carbon bond formation potential to form new carbon-carbon and carbon-heteroatom bonds, which is an important method for building complex structures in organic synthesis.
Because of its halogen-containing atoms, it can be dehalogenated by reduction and other means to obtain products with different halogenation degrees, or used to construct derivatives containing specific functional groups. It has potential application value in pharmaceutical chemistry, materials science and other fields. Its chemical properties are rich and it is an important object for organic synthesis and chemistry research.
What are 2-chloro-6-iodo-quinoline synthesis methods?
To prepare 2-chloro-6-iodoquinoline, one can do it by numerical methods. One is to take quinoline as the base and pre-halogenate it. For the halogenation of quinoline, the appropriate halogenating agent and conditions should be selected. If you want to obtain 6-halogenated quinoline, you can use an appropriate halogen source, such as an iodine source, in a specific reaction system with the assistance of a catalyst, so that the iodine atom is selectively connected to the 6-position of quinoline. Among them, the choice of catalyst is very important, or it can help the orientation of the reaction. Wait for 6-iodoquinoline to be obtained, and then chlorinate. On the occasion of chlorination, choose a suitable chlorinating agent, such as a chlorine-containing reagent, and under the corresponding reaction conditions, connect the chlorine atoms in 2 positions to obtain 2-chloro-6-iodoquinoline.
Second, the method of constructing quinoline rings can be started. Prepare suitable starting materials first, containing cyclic structural units. For example, with appropriate aromatic amines and halogenated carbonyl-containing compounds, in the presence of bases or other promoters, through cyclization, the quinoline ring is formed first. When cyclization, the structure of the reactants can be adjusted with the reaction conditions, so that the quinoline derivatives after cyclic formation have suitable substituent check points. Then, for the specific check point halogenation in sequence, the iodine atom is first introduced at the 6 position, and then the chlorine atom is introduced at the 2 position, which can also achieve the purpose of preparation.
Or there is another method, which can start from the quinoline derivative with a partial substituent, through the combination of functional group conversion and halogenation reaction. If the quinoline compound containing a suitable substituent and convenient for subsequent halogenation and positioning is obtained first, through a specific reaction, the existing substituent is converted into a group that can guide the halogen atom into the 2 and 6 positions, and then through the halogenation step, 2-chloro-6-iodoquinoline is obtained. Each of these methods has its own advantages and disadvantages, and should be selected according to factors such as the availability of raw materials, the ease of control of reaction conditions, and the yield.
2-chloro-6-iodo-quinoline in what areas
2-Chloro-6-iodoquinoline is an organic compound with a unique chemical structure and has applications in many fields. It is described as follows:
** Medical Chemistry **:
This compound may be used as a pharmaceutical intermediate. Because of its structure containing nitrogen heterocycles and halogen atoms, it can introduce other functional groups through chemical reactions to construct biologically active molecules. When developing antibacterial drugs, new compounds with inhibitory effects on specific bacteria can be synthesized by modifying their structural properties. Quinoline compounds have attracted attention in the field of medicine, such as chloroquine used to treat malaria, 2-chloro-6-iodoquinoline or halogen atom substitution, showing different antibacterial, antiviral or anti-tumor activities, providing direction for the development of new drugs.
** Materials Science Field **:
or can be used to prepare optoelectronic materials. Materials containing quinoline structure often have good optical and electrical properties. 2-chloro-6-iodoquinoline due to the presence of halogen atoms, or affect the molecular electron cloud distribution and energy level structure, endowing materials with unique light absorption and emission characteristics. It can be used to fabricate organic Light Emitting Diodes (OLEDs) to optimize luminous efficiency and color purity; or it can be used to prepare solar cell materials to improve light capture and charge transport capabilities.
** Field of Organic Synthetic Chemistry **:
2-chloro-6-iodoquinoline is an important synthetic building block. Halogen atoms can participate in a variety of organic reactions, such as Suzuki coupling reaction, Heck reaction, etc. It can react with different organoboronic acids or olefins to build complex organic molecules. It provides an effective way to synthesize natural products, organic functional materials, etc., enriches organic synthesis strategies and methods, and helps chemists create more novel compounds.
What is the market price of 2-chloro-6-iodo-quinoline?
The market price of Fu 2-chloro-6-iodine-quinoline is difficult to determine. Its price often changes due to many reasons, such as the supply and demand of the city, the cost of the system, the quality of the quality, and the source of the source.
If the supply and demand of the city are discussed, the price will rise; if the supply exceeds the demand, the price will fall. The cost of the system is also important. For example, the price of the raw materials used, the simplicity of the process, and the amount of energy consumption can all increase or decrease the cost, and then the price. The quality of the quality is also the key. The price of the excellent product is often high, and the price of the second is low. The source of the source is different, and the price is also different. It is shipped from a distance or produced in a rare place. Due to the transportation of capital, the price is often higher.
Today, in ancient books such as Tiangong Kaiwu, it is difficult to find the price of 2-chloro-6-iodine-quinoline. This book was written in the past, when chemical synthesis was not active, and this compound did not exist in the world. And today's market price is changing rapidly, and ancient books can contain it. To know the exact price, when you want to know the exact price, you should consult the chemical raw material supplier, the chemical trading platform, or the relevant market survey agency. They can tell the recent price according to the current situation.
What are the physical properties of 2-chloro-6-iodo-quinoline?
2-Chloro-6-iodoquinoline is also an organic compound. Its physical properties are quite important and are related to many chemical applications.
Looking at its morphology, under normal temperature and pressure, 2-chloro-6-iodoquinoline is mostly in a solid state. This is due to the interaction between molecules, and the interaction between atoms allows it to maintain a solid state structure under normal conditions.
As for the color, it usually appears as a white-like to light yellow solid. The formation of this color is due to the electronic transition characteristics in its molecular structure, which absorb and reflect light of specific wavelengths, so it appears this color.
When it comes to the melting point, 2-chloro-6-iodoquinoline has a specific melting point value. This value is the key basis for identifying and purifying the compound. When heated to the melting point, the molecule is energized enough to overcome the lattice energy, and the solid state gradually turns into a liquid state. The exact value of its melting point depends on the purity of the compound and the determination conditions.
In terms of solubility, 2-chloro-6-iodoquinoline exhibits different solubility in organic solvents. In common organic solvents such as dichloromethane and chloroform, it has a certain solubility. This is because the organic solvent and the molecule of the compound can form interactions such as van der Waals force and hydrogen bonds, which promote its dissolution. However, the solubility in water is extremely low, and its molecular polarity is quite different from that of water molecules, making it difficult to form an effective interaction.
Density is also one of its important physical properties. Density reflects the mass per unit volume of a substance. For the design and operation of the reaction system involving the compound, density data is indispensable, and it is related to the material ratio and mixing method.
The physical properties of 2-chloro-6-iodoquinoline, such as morphology, color, melting point, solubility and density, are the cornerstones of the study and application of this compound. Chemists can gain a deeper understanding of its characteristics and apply it properly in the fields of organic synthesis and drug development.