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What are the chemical properties of 1-iodo-2- (trifluoromethyl) benzene?
1-Iodo-2 - (trifluoromethyl) benzene, which is 1-iodo-2 - (trifluoromethyl) benzene, is an organic compound. Its chemical properties are unique and it has a wide range of uses in the field of organic synthesis.
From the perspective of substituents, both iodine atoms and trifluoromethyl groups are important activity check points. Iodine atoms have good leaving properties and are easily replaced by various nucleophiles in nucleophilic substitution reactions. For example, under basic conditions, nucleophilic substitution can occur with sodium alcohol to generate corresponding ether compounds; reaction with amines can produce nitrogen-containing derivatives, which are often used in drug synthesis to introduce specific functional groups.
Trifluoromethyl has special properties. Because it contains strong electronegative fluorine atoms, it has a strong electron-absorbing induction effect, which reduces the electron cloud density of the benzene ring, and then affects the electrophilic substitution reaction activity on the benzene ring. Compared with ordinary alkyl-substituted benzene, when 1-iodine-2 - (trifluoromethyl) benzene undergoes electrophilic substitution, the reaction check point is different from that of ordinary alkylbenzene. It often occurs in the adjacent and para-positions of the iodine atom. Because these two places are relatively less affected by the electron-absorbing effect of trifluoromethyl, the electron cloud density is slightly higher.
In addition, the carbon-iodine bond and carbon-fluorine bond energy in this compound are different For example, under some reduction conditions, the carbon-iodine bond can be preferentially reduced and broken, while the carbon-fluorine bond remains stable. This property is used for organic molecular modification to achieve specific structure construction. In short, 1-iodine-2 - (trifluoromethyl) benzene provides many possibilities for the field of organic synthetic chemistry due to its unique chemical properties, and is an important raw material and intermediate for the synthesis of complex organic molecules.
What are the common synthesis methods of 1-iodo-2- (trifluoromethyl) benzene?
1-Iodo-2 - (trifluoromethyl) benzene, Chinese name 1-iodo-2 - (trifluoromethyl) benzene, its common synthesis methods are as follows:
First, o-trifluoromethyl aniline is used as the starting material. First, o-trifluoromethyl aniline is diazotized with sodium nitrite in a hydrochloric acid solution. This reaction needs to be handled carefully at low temperatures, because diazonium salts are usually unstable. After forming the diazonium salt, add potassium iodide solution, the diazonium group will be replaced by iodine atoms, resulting in 1-iodo-2 - (trifluoromethyl) benzene. The advantage of this method is that the raw materials are relatively easy to obtain, and the steps are not complicated; the disadvantage is that the diazotization reaction conditions are harsh, and the temperature and other conditions need to be strictly controlled.
Second, o-trifluoromethylbenzoic acid is used as the starting material. First, o-trifluoromethylbenzoic acid and methanol are esterified under the catalysis of concentrated sulfuric acid to generate methyl o-trifluoromethylbenzoate. Then, the metal lithium reagent is used to react with the ester, and then react with iodine elemental substance, and the target product can also be obtained after a series of reactions. This route has many steps, but each step is relatively mild and the yield is sometimes high.
Third, 2 - (trifluoromethyl) phenylboronic acid is used as the raw material In the presence of palladium catalyst, the Suzuki reaction is carried out under alkaline conditions with iodide reagents such as iodobenzene. The reaction conditions are relatively mild, environmentally friendly, and selective, and can efficiently generate 1-iodo-2 - (trifluoromethyl) benzene, but the palladium catalyst is expensive and increases the cost.
Where is 1-iodo-2- (trifluoromethyl) benzene used?
1 - iodo - 2 - (trifluoromethyl) benzene is an important compound in organic chemistry. It has applications in many fields and is described in detail today.
In the field of medicinal chemistry, such aromatic compounds containing fluorine and iodine are often used as key intermediates due to the unique electronic effect of fluorine atoms and the active reactivity of iodine atoms. Complex drug molecular structures can be constructed by a series of organic reactions, such as nucleophilic substitution and coupling reactions. Because the introduction of fluorine atoms can change the lipophilicity, metabolic stability and biological activity of compounds, iodine atoms provide a reaction check point, which helps to introduce other functional groups to develop new drugs with specific pharmacological activities.
In the field of materials science, 1-iodo-2 - (trifluoromethyl) benzene also has important uses. It can be used as a monomer or reaction initiator when synthesizing special performance polymer materials. By participating in the polymerization reaction, fluorine and iodine are introduced into the main chain or side chain of the polymer, giving the material unique properties such as chemical resistance, low surface energy, optical properties, etc. These materials show potential application value in electronic devices, coatings, film materials, etc.
In the field of organic synthetic chemistry, it is an extremely useful synthetic building block. Chemists can use the characteristics of iodine atoms that are prone to substitution, elimination and other reactions, combined with the positioning effect of trifluoromethyl on the benzene ring, to precisely design and synthesize various organic compounds with novel structures, expand the molecular library of organic compounds, and provide a rich material basis for the development of organic synthetic chemistry.
In the field of pesticide chemistry, due to its structural characteristics, it can be used as a basic raw material for the development of new pesticides. The presence of fluorine atoms enhances the affinity and effect of compounds on physiological targets of pests, while iodine atoms are conducive to adjusting the degradation performance and mode of action of compounds in the environment, so as to create high-efficiency, low-toxicity and environmentally friendly pesticide varieties.
What are the physical properties of 1-iodo-2- (trifluoromethyl) benzene?
1-Iodo-2 - (trifluoromethyl) benzene, Chinese name 1-iodo-2 - (trifluoromethyl) benzene, is a kind of organic compound. Its physical properties are quite characteristic, let me tell them one by one.
Looking at its properties, under normal temperature and pressure, this compound is usually in a colorless to pale yellow liquid state, and it is quite fluid. Under light, it may appear slightly shiny.
When talking about the boiling point, it is about 185-187 ° C. This boiling point value is the temperature limit for it to change from liquid to gas under standard atmospheric pressure. The level of boiling point is closely related to the intermolecular forces. In the molecule of 1-iodine-2- (trifluoromethyl) benzene, due to the existence of iodine atoms and trifluoromethyl groups, the intermolecular force presents a specific strength, and the boiling point is obtained.
As for the melting point, it is about -29 ° C. When the temperature drops below the melting point, the substance will condense from a liquid state to a solid state, and the molecular motion will slow down and the arrangement will tend to be orderly.
Its density is about 1.925 g/mL. The density is also the mass per unit volume of the substance. Due to the atomic composition and molecular structure, this compound has a higher density and is more "weight-sensitive" than common organic solvents.
In terms of solubility, 1-iodine-2 - (trifluoromethyl) benzene is insoluble in water. Water is a polar solvent, and the molecular structure of this compound has certain non-polar characteristics. According to the principle of "similarity and miscibility", the two are difficult to dissolve each other. However, it is soluble in common organic solvents, such as ether, dichloromethane, etc. In organic solvents, the intermolecular interaction is adapted, so it can be uniformly dispersed.
In addition, the vapor pressure of the compound has a corresponding value at a specific temperature, and the vapor pressure reflects its volatilization difficulty. Due to the characteristics of the molecular structure, its volatilization degree at room temperature is moderate, and the vapor pressure value is also within a specific range, but this value will change with temperature changes. As the temperature increases, the molecular thermal motion intensifies, and the vapor pressure increases accordingly.
What is the market price of 1-iodo-2- (trifluoromethyl) benzene?
1 - iodo - 2 - (trifluoromethyl) benzene, the Chinese name is 2 - (trifluoromethyl) iodobenzene. Its market price is affected by multiple factors, so it can be cut out.
The first one is the best, and the situation is very deep. In different places, due to the difference in source cost, production cost, and labor cost, the price is very different. For example, in places where some chemical industries are not well-equipped and the supply of raw materials is convenient, the cost of production may be reduced, and the price may also be low. However, in the absence of sources and the need for external raw materials, the cost rises, and the price is high.
Furthermore, the cost is also a factor. The price of 2 - (trifluoromethyl) iodobenzene, which is of high quality, must be higher than that of ordinary quality due to its high production cost and low production cost. For example, in some high-end synthesis and research fields, the quality requirements are harsh, and the price of this high-quality product is naturally expensive.
And the quantity of the product also affects the price. Generally speaking, the batch price, because it can enjoy the benefit of the mold, the supplier or supplier often offers a certain discount, and the price is low; if a small amount of the product is sold, it can enjoy this benefit, and the price is higher.
In addition, the supply and demand of the market can not be small. If the market demand is strong and the supply is limited, the price will be higher; conversely, if the supply is in demand, the supplier will save it, or the price will be reduced to promote the price.
In order to know the market price of 2 - (trifluoromethyl) iodobenzene, it is necessary to consider the general factors such as land, temperature, quantity and market supply and demand, and it is necessary to report to the relevant chemical suppliers, suppliers, or the chemical market.