Linshang Chemical
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1-Chloro-2-Fluoro-5-Iodobenzene
Linshang Chemical
|
HS Code |
114048 |
| Chemical Formula | C6H3ClFI |
| Appearance | Typically a colorless to light - colored liquid |
| Solubility In Water | Insoluble, as it is a non - polar organic compound |
| Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform, toluene |
| Vapor Pressure | Low vapor pressure at room temperature |
As an accredited 1-Chloro-2-Fluoro-5-Iodobenzene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 100g of 1 - chloro - 2 - fluoro - 5 - iodobenzene packaged in a sealed glass bottle. |
| Storage | 1 - Chloro - 2 - fluoro - 5 - iodobenzene should be stored in a cool, dry, well - ventilated area away from sources of heat, ignition, and direct sunlight. It should be kept in a tightly sealed container to prevent vapor release. Store it separately from oxidizing agents and reactive chemicals to avoid potential reactions. Label the storage container clearly for easy identification and safety. |
| Shipping | 1 - chloro - 2 - fluoro - 5 - iodobenzene is shipped in tightly sealed, corrosion - resistant containers. These are carefully packed in sturdy outer boxes with appropriate cushioning. Shipments follow strict chemical transport regulations to ensure safety. |
Competitive 1-Chloro-2-Fluoro-5-Iodobenzene prices that fit your budget—flexible terms and customized quotes for every order.
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What is the chemistry of 1-chloro-2-fluoro-5-iodobenzene?
1 - chloro - 2 - fluoro - 5 - iodobenzene is a kind of organohalogenated aromatic hydrocarbons. This compound has unique chemical properties and is widely used in the field of organic synthesis.
Let's talk about its substituent properties first. The trihalogen atoms of chlorine, fluorine and iodine have their own activities. Fluorine atoms have extremely high electronegativity, which reduces the electron cloud density of the benzene ring and decreases the activity of the electrophilic substitution reaction of the benzene ring. However, due to its small atomic radius, the spatial steric resistance effect is weak. The electronegativity of chlorine atoms is also not low, which also reduces the electron cloud density of the benzene ring and inhibits the electrophilic substitution activity, but the spatial steric resistance is slightly larger than that of the fluorine atom. Although the electronegativity of iodine atoms is relatively small
Let's talk about the electrophilic substitution reaction. Due to the electron-withdrawing effect of halogen atoms, the electrophilic substitution reaction of 1-chloro-2-fluoro-5-iodobenzene mostly occurs in the interposition of halogen atoms. Due to the relatively high electron cloud density of the meta-position, electrophilic reagents are easy to attack. For example, when nitrification occurs, nitro groups are mostly introduced into the meta-position.
On the nucleophilic substitution reaction. Under appropriate conditions, halogen atoms can be replaced by nucleophilic reagents. Iodine atoms are easier to leave due to the relatively small bond energy of C-I, and nucleophilic substitution occurs first Although fluorine atoms are highly electronegative and the C-F bond is stable, they can also be replaced under strong nucleophiles and specific conditions.
In addition, 1-chloro-2-fluoro-5-iodobenzene can also participate in metal-catalyzed coupling reactions. Like palladium-catalyzed Suzuki coupling reactions, Negishi coupling reactions, etc., can be used to form carbon-carbon bonds for the synthesis of complex organic molecules. It is an important intermediate in pharmaceutical chemistry, materials science and other fields, and can help synthesize organic compounds with specific functions.
Let's talk about its substituent properties first. The trihalogen atoms of chlorine, fluorine and iodine have their own activities. Fluorine atoms have extremely high electronegativity, which reduces the electron cloud density of the benzene ring and decreases the activity of the electrophilic substitution reaction of the benzene ring. However, due to its small atomic radius, the spatial steric resistance effect is weak. The electronegativity of chlorine atoms is also not low, which also reduces the electron cloud density of the benzene ring and inhibits the electrophilic substitution activity, but the spatial steric resistance is slightly larger than that of the fluorine atom. Although the electronegativity of iodine atoms is relatively small
Let's talk about the electrophilic substitution reaction. Due to the electron-withdrawing effect of halogen atoms, the electrophilic substitution reaction of 1-chloro-2-fluoro-5-iodobenzene mostly occurs in the interposition of halogen atoms. Due to the relatively high electron cloud density of the meta-position, electrophilic reagents are easy to attack. For example, when nitrification occurs, nitro groups are mostly introduced into the meta-position.
On the nucleophilic substitution reaction. Under appropriate conditions, halogen atoms can be replaced by nucleophilic reagents. Iodine atoms are easier to leave due to the relatively small bond energy of C-I, and nucleophilic substitution occurs first Although fluorine atoms are highly electronegative and the C-F bond is stable, they can also be replaced under strong nucleophiles and specific conditions.
In addition, 1-chloro-2-fluoro-5-iodobenzene can also participate in metal-catalyzed coupling reactions. Like palladium-catalyzed Suzuki coupling reactions, Negishi coupling reactions, etc., can be used to form carbon-carbon bonds for the synthesis of complex organic molecules. It is an important intermediate in pharmaceutical chemistry, materials science and other fields, and can help synthesize organic compounds with specific functions.
What are the main uses of 1-chloro-2-fluoro-5-iodobenzene?
1-Chloro-2-fluoro-5-iodobenzene is also an organic compound. It has a wide range of uses and is used in various fields.
First and foremost in the field of medicinal chemistry. Here, it is often a key intermediate for the creation of new drugs. Due to its unique chemical structure, it can participate in a variety of chemical reactions, helping to build molecular structures with specific physiological activities. Through organic synthesis, chemists can combine it with other compounds to create effective therapeutic drugs for specific diseases, such as anti-tumor, anti-viral drugs, etc., contributing to the cause of human health.
Second talk to the field of materials science. 1-Chloro-2-fluoro-5-iodobenzene can be used to prepare special functional materials. By ingeniously designing and synthesizing paths, it can be introduced into the structure of polymer materials and endow the materials with unique properties, such as improving the electrical properties, optical properties or thermal stability of the materials. Based on this, advanced materials suitable for high-end fields such as electronic devices and optical instruments may be prepared.
Furthermore, it also has its own influence in the field of pesticide chemistry. With its chemical properties, efficient and low-toxic pesticides may be developed. After rational molecular modification and formulation design, it has strong lethality to specific pests, and has little impact on the environment and non-target organisms, which contributes to the sustainable development of agriculture and guarantees the yield and quality of crops.
In the field of organic synthetic chemistry, this compound is an important starting material or reaction intermediate. Chemists can use various reactions, such as nucleophilic substitution, coupling reactions, etc., to modify and derive its structure, expand the variety and structure of organic compounds, and lay the foundation for basic research and application development of organic chemistry.
First and foremost in the field of medicinal chemistry. Here, it is often a key intermediate for the creation of new drugs. Due to its unique chemical structure, it can participate in a variety of chemical reactions, helping to build molecular structures with specific physiological activities. Through organic synthesis, chemists can combine it with other compounds to create effective therapeutic drugs for specific diseases, such as anti-tumor, anti-viral drugs, etc., contributing to the cause of human health.
Second talk to the field of materials science. 1-Chloro-2-fluoro-5-iodobenzene can be used to prepare special functional materials. By ingeniously designing and synthesizing paths, it can be introduced into the structure of polymer materials and endow the materials with unique properties, such as improving the electrical properties, optical properties or thermal stability of the materials. Based on this, advanced materials suitable for high-end fields such as electronic devices and optical instruments may be prepared.
Furthermore, it also has its own influence in the field of pesticide chemistry. With its chemical properties, efficient and low-toxic pesticides may be developed. After rational molecular modification and formulation design, it has strong lethality to specific pests, and has little impact on the environment and non-target organisms, which contributes to the sustainable development of agriculture and guarantees the yield and quality of crops.
In the field of organic synthetic chemistry, this compound is an important starting material or reaction intermediate. Chemists can use various reactions, such as nucleophilic substitution, coupling reactions, etc., to modify and derive its structure, expand the variety and structure of organic compounds, and lay the foundation for basic research and application development of organic chemistry.
What is 1-chloro-2-fluoro-5-iodobenzene synthesis method?
1-Chloro-2-fluoro-5-iodobenzene is an important organic compound, and its synthesis method is as follows:
The starting material is preferably 2-fluoro-5-iodotoluene. In the first step, 2-fluoro-5-iodotoluene and an appropriate amount of N-chlorosuccinimide (NCS) are placed in a suitable organic solvent, such as carbon tetrachloride, and a small amount of initiator, such as benzoyl peroxide, is added. Under light or heating conditions, the chlorine radical in the NCS will capture the hydrogen atom on the toluene methyl group, and then form a benzyl radical. This radical binds to the chlorine in the NCS to form 2-fluoro-5-iodobenzyl chloride. This step requires controlling the reaction temperature and time to obtain a higher yield.
The second step is to oxidize 2-fluoro-5-iodobenzyl chloride. A suitable oxidizing agent can be selected, such as an acidic solution of potassium permanganate or potassium dichromate. Under appropriate reaction conditions, the methyl group of benzyl chloride is oxidized to a carboxyl group to obtain 2-fluoro-5-iodobenzoic acid. This process requires strict control of the reaction conditions to avoid excessive oxidation.
The third step is to decarboxylate and chlorinate 2-fluoro-5-iodobenzoic acid. Mix it with an appropriate amount of chlorinated reagents, such as sulfinyl chloride (SOCl ³) or phosphorus pentachloride (PCl), and heat the reaction. Sulfinyl chloride reacts with carboxyl groups to form an intermediate of acid chloride, and then the acid chloride is decarboxylated under heating conditions to generate 1-chloro-2-fluoro-5-iodobenzene. After the reaction, the product is separated and purified by distillation, extraction, etc. to achieve the desired purity.
Another synthesis strategy is to use 2-fluoro-5-iodophenol as the starting material. First, 2-fluoro-5-iodophenol is reacted with a suitable halogenating reagent, such as phosphorus oxychloride (POCl < unk >) or phosphorus pentachloride (PCl < unk >), under appropriate conditions. The chlorine atoms in the halogenating reagent will replace the phenolic hydroxyl group to generate 1-chloro-2-fluoro-5-iodobenzene. After the reaction is completed, the product is separated and purified through neutralization, extraction, distillation and other steps, and the final product is 1-chloro-2-fluoro-5-iodobenzene.
The starting material is preferably 2-fluoro-5-iodotoluene. In the first step, 2-fluoro-5-iodotoluene and an appropriate amount of N-chlorosuccinimide (NCS) are placed in a suitable organic solvent, such as carbon tetrachloride, and a small amount of initiator, such as benzoyl peroxide, is added. Under light or heating conditions, the chlorine radical in the NCS will capture the hydrogen atom on the toluene methyl group, and then form a benzyl radical. This radical binds to the chlorine in the NCS to form 2-fluoro-5-iodobenzyl chloride. This step requires controlling the reaction temperature and time to obtain a higher yield.
The second step is to oxidize 2-fluoro-5-iodobenzyl chloride. A suitable oxidizing agent can be selected, such as an acidic solution of potassium permanganate or potassium dichromate. Under appropriate reaction conditions, the methyl group of benzyl chloride is oxidized to a carboxyl group to obtain 2-fluoro-5-iodobenzoic acid. This process requires strict control of the reaction conditions to avoid excessive oxidation.
The third step is to decarboxylate and chlorinate 2-fluoro-5-iodobenzoic acid. Mix it with an appropriate amount of chlorinated reagents, such as sulfinyl chloride (SOCl ³) or phosphorus pentachloride (PCl), and heat the reaction. Sulfinyl chloride reacts with carboxyl groups to form an intermediate of acid chloride, and then the acid chloride is decarboxylated under heating conditions to generate 1-chloro-2-fluoro-5-iodobenzene. After the reaction, the product is separated and purified by distillation, extraction, etc. to achieve the desired purity.
Another synthesis strategy is to use 2-fluoro-5-iodophenol as the starting material. First, 2-fluoro-5-iodophenol is reacted with a suitable halogenating reagent, such as phosphorus oxychloride (POCl < unk >) or phosphorus pentachloride (PCl < unk >), under appropriate conditions. The chlorine atoms in the halogenating reagent will replace the phenolic hydroxyl group to generate 1-chloro-2-fluoro-5-iodobenzene. After the reaction is completed, the product is separated and purified through neutralization, extraction, distillation and other steps, and the final product is 1-chloro-2-fluoro-5-iodobenzene.
What are the precautions in storage and transportation of 1-chloro-2-fluoro-5-iodobenzene?
1-Chloro-2-fluoro-5-iodobenzene is an organic compound. When storing and transporting, many matters need to be paid careful attention.
First of all, because it has a certain chemical activity, it must be stored in a cool, dry and well-ventilated place. This environment can prevent it from deteriorating or triggering chemical reactions due to excessive temperature and humidity. Keep away from fire and heat sources. Open flames and high temperatures can easily trigger danger. If it encounters a hot topic, it may decompose or even explode. It should be stored separately from oxidizing agents and strong alkalis, etc., and should not be mixed. Due to its contact with oxidizing agents, or a violent oxidation reaction; when it encounters strong alkalis, it may also react, causing product deterioration and even danger. The storage area should be equipped with suitable containment materials to prevent leakage accidents, which can be collected in time and effectively to avoid the spread of pollution.
As for transportation, 1-chloro-2-fluoro-5-iodobenzene must be properly packaged. According to its chemical properties and dangerous characteristics, suitable packaging materials and methods should be selected to ensure complete packaging during transportation and no leakage. Transportation vehicles must meet relevant safety standards, be equipped with corresponding fire protection equipment and leakage emergency treatment equipment, and can respond quickly in the event of an accident on the way. During transportation, they should follow the specified route and do not stop near densely populated areas and important facilities to reduce the harm of the accident to the public and the environment. Transportation personnel must undergo professional training, be familiar with the characteristics of the chemical and emergency treatment methods, operate strictly during transportation, pay close attention to the status of the goods, and have abnormal speed measures.
First of all, because it has a certain chemical activity, it must be stored in a cool, dry and well-ventilated place. This environment can prevent it from deteriorating or triggering chemical reactions due to excessive temperature and humidity. Keep away from fire and heat sources. Open flames and high temperatures can easily trigger danger. If it encounters a hot topic, it may decompose or even explode. It should be stored separately from oxidizing agents and strong alkalis, etc., and should not be mixed. Due to its contact with oxidizing agents, or a violent oxidation reaction; when it encounters strong alkalis, it may also react, causing product deterioration and even danger. The storage area should be equipped with suitable containment materials to prevent leakage accidents, which can be collected in time and effectively to avoid the spread of pollution.
As for transportation, 1-chloro-2-fluoro-5-iodobenzene must be properly packaged. According to its chemical properties and dangerous characteristics, suitable packaging materials and methods should be selected to ensure complete packaging during transportation and no leakage. Transportation vehicles must meet relevant safety standards, be equipped with corresponding fire protection equipment and leakage emergency treatment equipment, and can respond quickly in the event of an accident on the way. During transportation, they should follow the specified route and do not stop near densely populated areas and important facilities to reduce the harm of the accident to the public and the environment. Transportation personnel must undergo professional training, be familiar with the characteristics of the chemical and emergency treatment methods, operate strictly during transportation, pay close attention to the status of the goods, and have abnormal speed measures.
1-chloro-2-fluoro-5-iodobenzene impact on the environment and human health
1-Chloro-2-fluoro-5-iodobenzene is also an organic compound. Its impact on the environment and human health cannot be underestimated.
In terms of the environment, such halogenated aromatics are mostly stable and not easy to degrade rapidly in the natural environment. If they flow into the soil, they may change the physical and chemical properties of the soil, hinder the normal activities and reproduction of soil microorganisms, and then pose a threat to the balance of the soil ecosystem. When they enter the water body, due to their hydrophobicity, they may be adsorbed on suspended particles and deposited on the bottom of the water, causing harm to aquatic organisms. Many aquatic organisms are extremely sensitive to such pollutants in the environment, which may hinder their growth and development, reduce their reproductive ability, and even cause death. And it may be transmitted and enriched through the food chain, with potential effects on higher trophic organisms.
As for human health, 1-chloro-2-fluoro-5-iodobenzene may enter the human body through respiratory tract, skin contact or accidental ingestion. Because it contains halogen atoms, after entering the human body, it may interfere with the normal physiological and biochemical processes of the human body. The presence of halogen atoms may make the compound fat-soluble and easy to accumulate in human adipose tissue. Long-term exposure may damage the nervous system of the human body, causing symptoms such as headache, dizziness, fatigue, and memory loss. It may also cause damage to important organs such as the liver and kidneys, affecting their normal metabolism and detoxification functions. Even studies have shown that such halogenated aromatics may be potentially carcinogenic, and long-term exposure to them may increase the risk of cancer.
Therefore, compounds such as 1-chloro-2-fluoro-5-iodobenzene should be treated with caution, and monitoring and control should be strengthened to protect the environment and human health.
In terms of the environment, such halogenated aromatics are mostly stable and not easy to degrade rapidly in the natural environment. If they flow into the soil, they may change the physical and chemical properties of the soil, hinder the normal activities and reproduction of soil microorganisms, and then pose a threat to the balance of the soil ecosystem. When they enter the water body, due to their hydrophobicity, they may be adsorbed on suspended particles and deposited on the bottom of the water, causing harm to aquatic organisms. Many aquatic organisms are extremely sensitive to such pollutants in the environment, which may hinder their growth and development, reduce their reproductive ability, and even cause death. And it may be transmitted and enriched through the food chain, with potential effects on higher trophic organisms.
As for human health, 1-chloro-2-fluoro-5-iodobenzene may enter the human body through respiratory tract, skin contact or accidental ingestion. Because it contains halogen atoms, after entering the human body, it may interfere with the normal physiological and biochemical processes of the human body. The presence of halogen atoms may make the compound fat-soluble and easy to accumulate in human adipose tissue. Long-term exposure may damage the nervous system of the human body, causing symptoms such as headache, dizziness, fatigue, and memory loss. It may also cause damage to important organs such as the liver and kidneys, affecting their normal metabolism and detoxification functions. Even studies have shown that such halogenated aromatics may be potentially carcinogenic, and long-term exposure to them may increase the risk of cancer.
Therefore, compounds such as 1-chloro-2-fluoro-5-iodobenzene should be treated with caution, and monitoring and control should be strengthened to protect the environment and human health.
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