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What are the main uses of 2-Fluoroiodobenzene?
2 - Fluoroiodobenzene, Chinese name 2 - fluoroiodobenzene, is a crucial intermediate in organic synthesis and has a wide range of uses in many fields.
First, in the field of medicinal chemistry, its role is quite critical. The construction of many drug molecules often requires the introduction of specific functional groups. The fluorine atoms and iodine atoms of 2 - fluoroiodobenzene are both extremely active functional groups. The introduction of fluorine atoms into drug molecules can significantly change the physicochemical properties of drugs, such as improving fat solubility, thereby enhancing the ability of drugs to penetrate biofilms and improving bioavailability; iodine atoms can be used to modify the spatial structure and electron cloud distribution of drug molecules due to their large atomic radius and unique electronic effects, which affect the interaction between drugs and targets. For example, when developing some antidepressants, 2-fluoroiodobenzene is used as the starting material, and fluorine and iodine atoms are precisely introduced into the target molecule through a series of chemical reactions to optimize the drug activity and selectivity.
Second, in the field of materials science, 2-fluoroiodobenzene also plays an important role. In the synthesis of organic optoelectronic materials, its active functional groups can be used to participate in the reaction to construct organic molecules with special optoelectronic properties. For example, when synthesizing organic Light Emitting Diode (OLED) materials, 2-fluoroiodobenzene participates in the reaction to form conjugated structural molecules, which can effectively regulate the luminous color and efficiency of the material. Due to the characteristics of fluorine and iodine atoms in the structure, the electron transport performance and energy level structure of the molecule can be changed, resulting in the preparation of OLED materials with excellent performance, which are widely used in the field of display technology.
Third, in pesticide chemistry, 2-fluoroiodobenzene also has many applications. The design of pesticide molecules needs to take into account the characteristics of high efficiency, low toxicity and environmental friendliness. Using 2-fluoroiodobenzene as raw material, pesticide ingredients with specific biological activities can be synthesized. The presence of fluorine atoms can enhance the affinity and toxicity of pesticides to target organisms, while iodine atoms can affect the degradation rate and environmental behavior of pesticide molecules to a certain extent, helping to develop more ideal pesticide products and improve the control effect of crop diseases and pests.
What are the physical properties of 2-Fluoroiodobenzene?
2-Fluoroiodobenzene is also an organic compound. It has various physical properties and is described below.
First of all, its appearance, under room temperature and pressure, 2-Fluoroiodobenzene is colorless to light yellow liquid. The view is clear, and its flow state can be seen.
The boiling point is about 174-176 ° C. When the temperature gradually rises, to this value, 2-Fluoroiodobenzene transmutates from liquid to gaseous state, and the attractive force between molecules gradually weakens, causing it to escape in space.
The melting point is about -27 ° C. When the temperature drops below the S value, 2-fluoroiodobenzene solidifies from a flowing liquid into a solid state, and the molecular arrangement tends to be orderly.
In terms of density, it is about 1.94 g/mL. This means that under the same volume, 2-fluoroiodobenzene is heavier than water. If the two meet, 2-fluoroiodobenzene will sink underwater.
Solubility is also an important property. 2-fluoroiodobenzene is insoluble in water, but it has good solubility in organic solvents such as ethanol, ether, dichloromethane, etc. Due to the principle of "similar miscibility", its molecular structure has a similar polarity to that of organic solvents, so it can be miscible. In the operation of organic synthesis, this property is often used.
2-fluoroiodobenzene has a low vapor pressure at room temperature and relatively weak volatility. This can reduce its volatilization and dissipation during storage and use, and ensure its stability and safety to a certain extent.
To sum up, the physical properties of 2-fluoroiodobenzene, such as appearance, melting point, density, solubility and vapor pressure, are of great significance in the study of organic chemistry and the practice of organic synthesis. It is also necessary for relevant workers to know.
What are the chemical properties of 2-Fluoroiodobenzene?
2-Fluoroiodobenzene, or 2-fluoroiodobenzene, is an organic compound with interesting chemical properties. As far as nucleophilic substitution reactions are concerned, iodine atoms are highly active because they are good leaving groups. Nucleophiles, such as alkoxides and amines, can easily attack carbon atoms attached to iodine, promoting the formation of new carbon-heteroatom bonds. For example, if alkoxides are reacted with it, ether compounds can be formed.
As for electrophilic substitution reactions, fluorine atoms belong to ortho-para-sites because of their electron-sucking induction and electron-donating conjugation effects, and the conjugation effect is more pronounced in ortho-para-sites. Therefore, electrophilics tend to attack ortho or para-sites of benzene rings. However, the electron-absorbing induction effect of fluorine atoms will reduce the electron cloud density of the benzene ring, making the electrophilic substitution reaction slightly more difficult to occur than benzene itself.
2-Fluoroiodobenzene, fluorine and iodine atoms also affect the physical properties of the molecule. Fluorine atoms have a large electronegativity, which can enhance the polarity of molecules, which in turn affects their boiling point and solubility. Iodine atoms have a large relative atomic weight, which also plays a role in the density of molecules. In the field of organic synthesis, 2-fluoroiodobenzene is often used as an intermediate. By virtue of the reactivity of its iodine atoms, other functional groups are introduced, and specific positions are replaced by the positioning effect of fluorine atoms, so as to construct complex organic molecular structures.
What are the synthesis methods of 2-Fluoroiodobenzene?
The synthesis methods of 2-fluoroiodobenzene have existed in ancient times, and there are many kinds. The following common methods are described in detail:
First, o-fluoroaniline is used as the starting material. First, o-fluoroaniline is reacted by diazotization, which interacts with sodium nitrite and inorganic acids to form diazonium salts. This diazonium salt is extremely unstable and needs to be reacted immediately with iodine sources such as potassium iodide or sodium iodide. After substitution, the diazoyl group is replaced by iodine atom to obtain 2-fluoroiodobenzene. In this process, the diazotization reaction conditions are quite critical, and the temperature should be low to prevent the decomposition of diazonium salts and affect the yield.
Second, from o-fluorobenzoic acid. The first conversion of o-fluorobenzoic acid to acyl chloride is The obtained acyl chloride is reduced by Rosemond to obtain o-fluorobenzaldehyde. 2-Fluorobenzaldehyde can be obtained by haloform reaction, treated with hypohalogenate, halogen atoms can be introduced, and then properly converted to obtain 2-fluoroiodobenzene. This path has a little more steps, but the reaction conditions of each step are relatively mild and easy to control.
Third, palladium-catalyzed cross-coupling reaction is used. Using o-fluorohalobenzene (such as o-fluorobromobenzene) and iodide (such as zinc iodide, etc.) as raw materials, in the presence of palladium catalyst (such as tetra (triphenylphosphine) palladium, etc.) and ligand, under the action of appropriate solvent and base. This method has high selectivity and can However, palladium catalysts are expensive and the reaction cost is high, so the cost and benefit need to be weighed in practical application.
Fourth, aryl boronic acid is used to react with iodine reagents. First prepare o-fluorophenylboronic acid, use o-fluorohalobenzene and metal magnesium to make Grignard reagent, and then react with borate ester. The reaction of o-fluorophenylboronic acid with iodine reagents (such as N-iodosuccinimide, etc.) under appropriate conditions can also produce 2-fluoroiodobenzene. This method is relatively mild and environmentally friendly, and has attracted much attention in recent years.
What should be paid attention to when storing and transporting 2-Fluoroiodobenzene?
2-Fluoroiodobenzene is a reagent commonly used in organic synthesis. When storing and transporting it, many matters need to be paid attention to.
First words storage, 2-fluoroiodobenzene is active and sensitive to heat and light. Therefore, it should be stored in a cool, dry and well-ventilated place. If the temperature is too high, it is easy to cause its decomposition and deterioration; direct light can also cause chemical reactions and damage its quality. Therefore, it should be placed in a dark container, such as a brown glass bottle, to block light and protect the quality. At the same time, it should be kept away from fire and heat sources to prevent accidents due to changes in ambient temperature. Furthermore, because of its certain toxicity and corrosiveness, the storage should be separated from oxidants, acids, alkalis, etc., and must not be mixed to avoid mutual reaction and cause disaster.
As for transportation, 2-fluoroiodine benzene is a dangerous chemical. Before transportation, it must be properly packaged in accordance with relevant regulations. Packaging materials must be leak-proof and pressure-resistant to ensure that there is no damage and leakage during transportation. Transportation vehicles must also meet safety standards and be equipped with corresponding fire protection equipment and emergency treatment equipment. During transportation, escorts must pay close attention to the condition of the goods to avoid high temperature, bumps and vibrations. And the route should be kept away from sensitive areas such as densely populated areas and water sources to prevent leakage and endanger public safety and the environment.
In conclusion, the storage and transportation of 2-fluoroiodobenzene must be strictly followed and handled with caution to ensure safety and avoid disasters.