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What is the chemical structure of 2-iodo-5-phenylthiophene?
2-Iodo-5-phenylthiophene is an organic compound, which belongs to sulfur-containing heterocyclic aromatic hydrocarbon derivatives. To know its chemical structure, you can first look at its name and analyze it according to the general practice of naming organic compounds.
"thiophene" means thiophene, which is a five-membered heterocyclic compound containing a sulfur atom. Its structure is as follows:
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\ draw (0,0) circle (1cm);
\ draw (0,0) node {S};
\ foreach\ x in {0,72,144,216,288}
{
\ draw (\ x: 1cm ) -- (\ x + 72:1cm);
}
\ end {tikzpicture}
\]
" 2-Iodo "indicates the presence of an iodine atom at position 2 of the thiophene ring. The so-called No. 2 position is numbered in sequence from the sulfur atom, and an iodine atom is added to this position to obtain:
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\ begin {tikzpicture} [scale = 1.2]
\ draw (0,0) circle (1cm);
\ draw (0,0) node {S};
\ foreach\ x in {0,72,144,216,288}
{
\ draw (\ x: 1cm ) -- (\ x + 72:1cm);
}
\ draw (0:1cm) node [right] {I};
\ End {tikzpicture}
\]
"5-phenyl" is shown to have a phenyl group attached to the thiophene ring at position 5. Phenyl is the remaining group after removing one hydrogen atom from the benzene ring. The benzene ring is a six-membered ring structure composed of six carbon atoms, with a conjugated large π bond. The structure is:
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\ draw (0,0) circle (1cm);
\ foreach\ x in {0,60,120,180,240,300}
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\ draw (\ x: 1cm ) -- (\ x + 60:1cm);
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Connect the phenyl group to the thiophene ring at position 5 to obtain 2 - iodo - 5 - chemical structure of phenylthiophene:
\ [
\ begin {tikzpicture} [scale = 1.2]
\ draw (0, 0) circle (1cm);
\ draw (0, 0) node {S};
\ foreach\ x in {0, 72, 144, 216, 288}
{
\ draw (\ x: 1cm ) -- (\ x + 72:1cm);
}
\ draw (0:1cm) node [right] {I};
\ draw (288:1cm) - - (288:2cm);
\ draw (288:2cm) circle (1cm);
\ foreach\ x in {288,348,408,468,528,588}
{
\ draw (\ x: 2cm ) -- (\ x + 60:2cm);
}
\ end {tikzpicture}
\]
In summary, the chemical structure of 2-iodo-5-phenylthiophene is based on the iodine atom at position 2 and the phenyl group at position 5 of the thiophene ring. This structure makes the compound have the characteristics of both thiophene, iodine substitute and aromatic hydrocarbon, and may have unique applications and reactivity in the fields of organic synthesis and materials science.
What are the main uses of 2-iodo-5-phenylthiophene?
2-Iodo-5-phenylthiophene, Chinese name 2-iodo-5-phenylthiophene, is widely used in the field of organic synthesis and is often used as a key intermediate. Due to its unique structure, iodine atoms are connected to phenyl and thiophene rings, giving them a variety of reactivity.
When building complex organic molecular structures, iodine atoms can undergo a variety of classical reactions, such as palladium-catalyzed cross-coupling reactions, coupling with various nucleophiles, and then expanding the molecular framework to achieve efficient construction of carbon-carbon bonds and carbon-heteroatom bonds, laying the foundation for the synthesis of organic materials and biologically active molecules with specific functions.
In the field of materials science, organic optoelectronic materials with unique properties can be prepared from this raw material. The conjugated structure of thiophene ring and phenyl group, coupled with the appropriate modification of iodine atoms, can regulate the electron cloud distribution and energy level structure of the material, improve the absorption and emission efficiency of the material, and be applied to organic Light Emitting Diode (OLED), organic solar cells and other optoelectronic devices to improve their performance.
In the field of medicinal chemistry, the structure of 2-iodo-5-phenylthiophene may introduce drug molecules, participate in drug synthesis through its reactivity, or affect the interaction between drugs and targets due to its unique spatial structure and electronic effects, and facilitate the development of new drugs. It provides the possibility to overcome diseases. In short, 2-iodo-5-phenylthiophene has important application value in many chemical-related fields, promoting the continuous development of organic synthesis, materials science, drug development and other disciplines.
What are the physical properties of 2-iodo-5-phenylthiophene?
2-Iodo-5-phenylthiophene is an organic compound with unique physical properties. Most of its properties are solid. Due to the strong intermolecular forces, such as van der Waals force and π-π accumulation, the molecules are arranged in an orderly manner to form a solid structure.
In terms of melting point, the compound has a high melting point. Because the iodine atom and phenyl group in the molecule increase the molecular mass and volume, and enhance the intermolecular forces, more energy is required to make the molecule break free from the lattice and transform into a liquid state, so the melting point increases.
In terms of solubility, 2-iodo-5-phenylthiophene is difficult to dissolve in water. Water is a polar solvent, and this compound contains non-polar phenyl and sulfur heterocycles, and the overall polarity is weak. According to the principle of "similarity and miscibility", the polarity difference is large, resulting in low solubility in water. However, it is soluble in some organic solvents, such as chloroform, dichloromethane, etc. These organic solvents are non-polar or weakly polar, and are similar to the intermolecular force of 2-iodo-5-phenylthiophene, which can effectively disperse and dissolve the compound.
The density of 2-iodo-5-phenylthiophene is greater than that of water. The relative atomic weight of iodine atoms is large, resulting in an increase in molecular weight. Under the same volume, the mass is larger, and then the density is greater than that of water.
In terms of volatility, the compound has low volatility. Strong intermolecular forces limit the escape of molecules from the liquid phase to the gas phase, making it less volatile at room temperature and pressure, and relatively high stability during storage and use.
What are 2-iodo-5-phenylthiophene synthesis methods?
The synthesis method of 2-iodine-5-phenylthiophene has been explored by many scholars in the past, but now it is Jun Chen.
First, thiophene is used as a group, and phenyl is introduced first. It can make thiophene and phenyl halide arylated in the presence of palladium catalyst and base. Palladium catalysts are commonly used, such as palladium acetate, and bases can be selected from potassium carbonate. This reaction condition is mild and the yield is quite high, which can effectively obtain 5-phenylthiophene. Then, 5-phenylthiophene is reacted with iodine source. The common iodine source is iodine elemental substance, assisted by an appropriate oxidant such as hydrogen peroxide, and reacted in a suitable solvent such as dichloromethane at a mild temperature to introduce iodine atoms to obtain 2-iodine-5-phenylthiophene.
Second, 2-halothiophene can also be used as the starting material. First, 2-halothiophene and phenylboronic acid, under palladium catalysis, are coupled by Suzuki to obtain 2-phenylthiophene derivatives. This reaction requires the assistance of ligands such as triphenylphosphine, and the base can be selected from sodium carbonate solution. Subsequent, the product is then iodized. For example, N-iodosuccinimide (NIS) is used as the iodine source and reacted in an organic solvent to obtain the target product.
Third, you can also start from the construction of thiophene rings. Compounds containing sulfur and alkynyl groups are synthesized by cyclization with iodobenzene derivatives under metal catalysis. The metal catalyst can be selected from copper salts. In the presence of appropriate ligands, the reaction is heated in an organic solvent to construct thiophene rings in one step and introduce iodine and phenyl groups. However, this method requires strict reaction conditions and requires fine regulation.
This number method has its own advantages and disadvantages. In practical application, it should be selected according to factors such as raw material availability, reaction conditions and cost.
What is the price range of 2-iodo-5-phenylthiophene in the market?
Today I have a question, what is the price range of 2-iodo-5-phenylthiophene on the market. This is an organic compound, which may have uses in chemical synthesis and other fields. However, its price often varies due to a variety of factors, and it is difficult to say exactly.
First, purity is the key factor. If the purity is extremely high, close to reagent grade, and there are few impurities, it can be used for fine chemical experiments and high-end synthesis, and its price must be high. However, if the purity is slightly lower, it is only suitable for the preliminary synthesis steps of general industrial production, and the price should be lower. Generally speaking, the purity is slightly increased, and the price may jump significantly.
Second, the source of supply has a significant relationship with market supply and demand. If there are many suppliers and the market demand for this product is not tight, the price may stabilize or even decrease in order to win customers. On the contrary, if there are only a few suppliers and the demand is strong, if the demand for this compound in some emerging drug research and development fields surges, the price will rise.
Third, the purchase quantity also affects the price. Bulk purchase, due to the scale effect, the unit price may be favorable. If only a small amount is purchased for laboratory exploratory experiments, the supplier may price higher due to cost considerations.
Looking at the past chemical reagent market conditions, such relatively niche organic compounds, if they are of ordinary purity, may cost between tens of yuan and hundreds of yuan per gram. If it is of high purity and the packaging specifications are suitable for laboratory use, the price per gram may exceed 100 yuan, or even hundreds of yuan. However, this is only a rough guess. The actual price needs to be consulted with the relevant chemical reagent supplier in detail, depending on the real-time market conditions.
