Name | 2-bromo-3-fluorobenzyl bromide |
Molecular Formula | C7H5Br2F |
Molar Mass | 269.92 g/mol |
Appearance | Colorless to light yellow liquid |
Solubility | Soluble in organic solvents |
Name | 2-bromo-3-fluorobenzyl bromide |
Molecular Formula | C7H5Br2F |
Molar Mass | 269.92 g/mol |
Appearance | Colorless to light yellow liquid |
Boiling Point | Around 248 - 250 °C |
Density | Approximately 2.06 g/cm³ |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Flash Point | Highly flammable, flash point around 100 °C |
2-bromo-3-fluorobenzyl chemical properties of bromide
2-Bromo-3-fluorobenzyl bromide is an organic compound with unique and crucial chemical properties. This compound contains bromine and fluorine atoms, which have a great influence on its properties.
First of all, its reactivity is quite high due to the presence of halogen atoms. Bromine atoms are significantly active and can be easily replaced by nucleophiles in nucleophilic substitution reactions. Nucleophiles have electron-rich properties and can attack the carbon atoms connected to bromine atoms, ejecting bromine atoms to form new compounds. For example, when reacted with alcohols, ether compounds can be formed; when reacted with amines, amine substitution products are formed.
Although fluorine atoms are highly electronegative, which makes the C-F bond energy relatively large and relatively stable, they can also participate in the reaction under certain reaction conditions. Fluorine atoms can change the electron cloud distribution of molecules, affecting the reactivity and selectivity of compounds.
This compound has a wide range of uses in the field of organic synthesis. It can be used as a key intermediate for the synthesis of various complex organic compounds. Due to the activity of halogen atoms, carbon-carbon bonds and carbon-heteroatomic bonds can be formed through a series of reactions, and then compounds required in the fields of drugs, pesticides, and materials can be synthesized.
Furthermore, its physical properties also need attention. 2-Bromo-3-fluorobenzyl bromide is usually liquid or solid and has a certain volatility. Due to the halogen atom, it has a high relative density and is insoluble in water, but it can be soluble in common organic solvents, such as dichloromethane, chloroform, ether, etc.
However, this compound may be harmful to the environment and human body due to the halogen atom. When using, be sure to follow safe operating procedures and take protective measures to prevent contact and inhalation and avoid damage to health. At the same time, in the environment, its degradation may be slow or cause environmental pollution problems.
What are the main uses of 2-bromo-3-fluorobenzyl bromide?
2-Bromo-3-fluorobenzyl bromide is an organic compound with a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. It can interact with various nucleophiles, such as alcohols, amines, mercaptan, etc. through nucleophilic substitution reactions, and then construct organic compounds with diverse structures.
For example, reacting with alcohol nucleophiles under basic conditions can generate corresponding ether compounds. During this reaction, the bromine atom of 2-bromo-3-fluorobenzyl bromide will be replaced by the oxygen atom of the alcohol to achieve the construction of ether bonds. In this way, ether substances with specific structures and properties can be prepared, which have potential application value in medicinal chemistry, materials science and many other aspects.
Or react with amine nucleophiles to generate nitrogen-containing organic compounds. Such compounds are quite important in pharmaceutical research and development, and many drug molecular structures contain such nitrogen-containing fragments, which have unique biological activities.
In addition, in the field of materials science, the organic compounds involved in the synthesis of 2-bromo-3-fluorobenzyl bromide may be used as building blocks for functional materials. For example, the polymeric materials involved in the synthesis may endow the materials with special electrical and optical properties, such as good conductivity and fluorescence properties, due to the presence of bromine and fluorine atoms in the molecular structure, so as to show uses in electronic devices, optical materials and other fields.
Furthermore, it also plays a role in the field of pesticide chemistry. After a series of reactions, pesticide compounds with biological activities such as insecticidal and bactericidal can be prepared. With its structural characteristics, it can more effectively act on specific targets of pests or pathogens to achieve the purpose of efficient control. In short, 2-bromo-3-fluorobenzyl bromide, as an important intermediate in organic synthesis, plays a key role in many chemically related fields, providing an important foundation for the creation of new compounds and the development of new materials.
What is the synthesis method of 2-bromo-3-fluorobenzyl bromide?
The synthesis of 2-bromo-3-fluorobenzyl bromide is an important topic in the field of organic synthesis. The common ways to prepare this compound are as follows.
The starting material can be 2-bromo-3-fluorotoluene. N-bromosuccinimide (NBS) is used as the bromination reagent, azobisisobutyronitrile (AIBN) is used as the initiator, and the reaction is heated in an inert solvent such as carbon tetrachloride. This reaction is based on the free radical mechanism. NBS generates bromine radicals under the initiation of AIBN, attacks the benzyl position of 2-bromo-3-fluorotoluene, seizes hydrogen atoms, and then generates benzyl radicals. The latter reacts with bromine molecules to obtain 2-bromo-3-fluorobenzyl bromide.
When operating, precise temperature control is required. If the temperature is too high, it is easy to form polybrominated by-products, and if it is too low, the reaction rate will be slow. The choice of solvent is also critical, and it is necessary to ensure that the raw materials and reagents are well dissolved and do not side-react with the reactants and products.
Another way of thinking is to reduce 2-bromo-3-fluorobenzoic acid to obtain 2-bromo-3-fluorobenzyl alcohol. Commonly used reducing agents such as lithium aluminum hydride (LiAlH) or sodium borohydride (NaBH). 2-Bromo-3-fluorobenzyl alcohol reacts with hydrobromic acid or phosphorus tribromide, and the hydroxyl group is replaced by a bromine atom, and the target product 2-bromo-3-fluorobenzyl bromide can also be obtained. When using hydrobromic acid, it is often necessary to heat to promote the reaction; when using phosphorus tribromide, the reaction conditions are relatively mild, but attention should be paid to its toxicity and corrosiveness. < Br >
In the synthesis process, product separation and purification are also important points. Column chromatography can be used to select a suitable eluent according to the polarity difference between the product and the impurity. The target product is separated from the reaction mixture and further purified by recrystallization to obtain high-purity 2-bromo-3-fluorobenzyl bromide.
2-bromo-3-fluorobenzyl bromide in storage and transportation
2-Bromo-3-fluorobenzyl bromide is an organic chemical substance. During storage and transportation, many matters need to be paid attention to.
First word storage. Because of its chemical activity, it should be stored in a cool, dry and well-ventilated place. If it is placed in a high temperature and humid place, it may cause deterioration, such as hydrolysis due to moisture absorption, which will damage its chemical structure and cause quality damage. Keep away from fires and heat sources. These chemicals are flammable or may react violently in contact with fire sources, so fire prevention is essential. Furthermore, it should be stored separately from oxidizing agents and strong alkalis, etc. Because 2-bromo-3-fluorobenzyl bromide encounters such substances, it is easy to cause chemical reactions, or severe redox reactions, resulting in danger. The storage place should be equipped with suitable materials for containing leaks, just in case of leakage, which can be disposed of in time to prevent its spread from causing greater harm.
As for transportation. Before transportation, make sure that the packaging is complete and well sealed. The packaging material must be able to withstand its corrosion and can effectively prevent leakage. During transportation, the vehicle should be equipped with the corresponding variety and quantity of fire equipment and leakage emergency treatment equipment. The driving should be stable to avoid bumps and vibrations to prevent package damage. Drivers and escorts should be familiar with its chemical properties and emergency treatment methods, and can respond quickly in case of emergencies. And the transportation route should avoid sensitive areas such as densely populated areas and water sources to reduce the harm to the public and the environment in the event of an accident. In short, the storage and transportation of 2-bromo-3-fluorobenzyl bromide must be operated in strict accordance with safety procedures, and must not be negligent to ensure the safety of personnel and the environment.
2-bromo-3-fluorobenzyl bromide affect the environment and human health
2-Bromo-3-fluorobenzyl bromide is also an organic compound. The impact on the environment and human health cannot be ignored.
In the environment, due to its halogenated hydrocarbon properties, it has high stability and is difficult to degrade naturally. If released in the soil, it may cause soil pollution and hinder plant growth. Its components or penetrate into the plant body, disrupting its physiological mechanism. If it enters the water body, it may be harmful to aquatic organisms. Cover it or accumulate in aquatic organisms, causing food chain disorder and endangering the entire aquatic ecosystem.
As for human health, this compound is potentially toxic. It enters the body through the respiratory tract, or irritates the respiratory mucosa, causing cough, asthma and other diseases, and even impairing lung function. If it comes into contact with the skin, it may be irritating, causing redness, swelling, itching, and even allergies to the skin. If eaten by mistake, it may harm the digestive system, causing nausea, vomiting, abdominal pain, etc. And because of its halogen atoms, it may have the risk of mutagenesis and carcinogenesis, long-term exposure, or increase the chance of cancer.
Furthermore, if 2-bromo-3-fluorobenzyl bromide is not properly managed and leaked during production, transportation and use, its volatile gaseous substances or air pollution will not only affect the air quality, but also damage the health of the population after inhalation. Therefore, such compounds should be used with strict caution to reduce their harm to the environment and human health.