Chemical Formula | C7H5Br2F |
Molar Mass | 269.92 g/mol |
Appearance | Colorless to light yellow liquid |
Density | 1.944 g/cm³ |
Boiling Point | 236 - 238 °C |
Melting Point | N/A |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Flash Point | 101.3 °C |
Hazard Class | Corrosive, Toxic |
Cas Number | 143832-22-2 |
Chemical Formula | C7H5Br2F |
Molar Mass | 269.92 g/mol |
Appearance | Typically a colorless to light - yellow liquid or solid |
Boiling Point | Estimated around 260 - 270 °C under normal pressure (approximate value) |
Solubility In Water | Low solubility, considered insoluble due to non - polar nature |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Hazard Class | Corrosive and harmful, can cause skin and eye irritation |
3-Bromo-4-fluorobenzyl chemical properties of bromide
3-Bromo-4-fluorobenzyl bromide, this is an organic compound. Its chemical properties are unique and contain many characteristics.
In this compound, the presence of bromine and fluorine atoms endows it with significant chemical activity. Bromine atoms are highly active and can often show an active state in many chemical reactions. In nucleophilic substitution reactions, bromine atoms are highly susceptible to attack by nucleophiles and then replaced. For example, with alcohols, under suitable conditions, bromine atoms can be replaced by alkoxy groups to form corresponding ether compounds. Fluorine atoms have strong electronegativity, which will affect the distribution of molecular electron clouds and change the polarity of molecules. This not only affects the physical properties of the compound, such as boiling point, solubility, etc., but also plays a role in its chemical properties.
In the field of organic synthesis, 3-bromo-4-fluorobenzyl bromide is widely used. Because of its two active bromine atoms, it can be used as a bifunctional reagent. It can react with different nucleophiles in sequence to construct organic molecules with complex structures. For example, it first reacts with an amine nucleophile to form a nitrogenous compound, and then reacts with another nucleophile to achieve molecular structure modification. In addition, the bromine atom at the benzyl position is relatively active and is more likely to participate in the reaction, which provides many possibilities for the design of synthesis strategies.
Its chemical properties are also reflected in the response to redox reactions. Under the action of appropriate oxidants, some groups in the molecule may be oxidized; when meeting suitable reducing agents, a reduction reaction may also occur, changing the molecular structure and function. At the same time, the chemical behavior of the compound will also vary in different solvent environments. Polar solvents may accelerate the nucleophilic substitution reaction process, while non-polar solvents may affect the reaction selectivity.
Furthermore, the stability of 3-bromo-4-fluorobenzyl bromide is also affected by environmental factors. Changes in conditions such as light and temperature may cause it to decompose or undergo other chemical reactions. At high temperatures, bromine atoms may undergo elimination reactions to form unsaturated compounds. In summary, 3-bromo-4-fluorobenzyl bromide has important application and research value in organic synthesis and related chemistry because of its special atomic composition and structure, rich and diverse chemical properties.
What are the main uses of 3-Bromo-4-fluorobenzyl bromide?
3-Bromo-4-fluorobenzyl bromide, this is an organic compound. It has a wide range of uses and is often used as a key intermediate in the field of organic synthesis. Because its molecular structure contains bromine atoms and fluorine atoms, it imparts unique reactivity and can participate in many organic reactions.
One of them can be used to construct carbon-carbon bonds. For example, with the help of palladium-catalyzed coupling reactions, it reacts with alkenyl groups, aryl halides, etc., thereby forming new carbon-carbon bonds, laying the foundation for the synthesis of complex organic molecules. In pharmaceutical chemistry, the construction of carbon-carbon bonds is crucial for the synthesis of molecules with specific biological activities.
Second, it can be used to prepare functional materials containing fluorine and bromine. The introduction of fluorine atoms can significantly change the physical and chemical properties of materials, such as improving the stability and hydrophobicity of materials. Bromine atoms can be used as a check point for further modification, giving materials different functions through substitution reactions and other means.
Third, it also plays an important role in pesticide synthesis. Organic compounds containing fluorine and bromine often exhibit good biological activities and have high-efficiency control effects on pests. With it as an intermediate, a variety of new pesticides can be synthesized to meet the needs of agricultural production for high-efficiency and low-toxicity pesticides.
Fourth, it can participate in nucleophilic substitution reactions. The bromine atom on its benzyl group has high activity and is easily replaced by various nucleophiles to generate compounds with different functional groups, which enriches the paths and product types of organic synthesis.
What are the synthetic methods of 3-Bromo-4-fluorobenzyl bromide?
To prepare 3-bromo-4-fluorobenzyl bromide, the following methods can be used.
First, 3-bromo-4-fluorotoluene is used as the starting material, and the hydrogen atom on the methyl group is replaced by the bromine atom under the action of light or initiator. N-bromosuccinimide (NBS) is often used as the brominating agent, azobisisobutyronitrile (AIBN) is used as the initiator, and the reaction is initiated by heating or light in an inert solvent such as carbon tetrachloride. This reaction mechanism is free radical substitution. NBS generates bromine radicals under the action of AIBN, attacks the methyl of 3-bromo-4-fluorotoluene, generates 3-bromo-4-fluorobenzyl radicals, and then reacts with bromine to obtain the target product. Its advantage is that the reaction conditions are relatively mild, the selectivity is good, and there are few side reactions.
Second, starting from 3-bromo-4-fluorobenzoic acid, it is first reduced to 3-bromo-4-fluorobenzyl alcohol. Strong reducing agents such as lithium aluminum hydride (LiAlH) can be used to carry out the reduction reaction in anhydrous ether or tetrahydrofuran solvents. After obtaining 3-bromo-4-fluorobenzyl alcohol, hydrobromic acid or bromine-containing reagents are used to react with it to replace the hydroxyl group with bromine atoms. For example, under the catalysis of sulfuric acid, the reaction with hydrobromic acid is heated, and the nucleophilic substitution mechanism is used to obtain 3-bromo-4-fluorobenzyl bromide. This path has a little more steps, but the raw material 3-bromo-4-fluorobenzyl acid is relatively easy to obtain, and the controllability of each step of the reaction is also good.
Third, 3-bromo-4-fluorobenzaldehyde is used as raw material, and it is first reduced to 3-bromo-4-fluorobenzyl alcohol. The reduction method is similar to the above. After that, the hydroxyl group of 3-bromo-4-fluorobenzyl alcohol is also converted into bromine atoms with reagents such as hydrobromic acid, so as to obtain the target product 3-bromo-4-fluorobenzyl bromide.
All these methods have advantages and disadvantages. In actual operation, it is necessary to comprehensively consider factors such as raw material availability, reaction conditions and cost, and choose the best method.
3-Bromo-4-fluorobenzyl bromide during storage and transportation
3-Bromo-4-fluorobenzyl bromide is a commonly used raw material in organic synthesis. However, it is toxic and corrosive. During storage and transportation, special attention should be paid to the following things:
First, the storage place must be dry and cool. This compound is easy to hydrolyze in case of moisture, so it should be avoided in humid environment to prevent deterioration. The warehouse temperature should be controlled within a specific range, away from fire and heat sources, and the cover should be heated or cause dangerous reactions.
Second, the packaging must be tight. Appropriate packaging materials should be selected, such as glass bottles or metal containers with special coatings, to ensure that they are well sealed and prevent leakage. Because if the substance leaks, it will not only pollute the environment, but also pose a serious threat to the health of the contacts.
Third, when transporting, it is necessary to follow strict regulations and standards. Carriers should be familiar with the characteristics of the chemical and take corresponding protective measures. Transportation vehicles must be equipped with emergency treatment equipment, such as leakage emergency tools and protective equipment.
Fourth, operators and contacts should be professionally trained. Familiar with its hazards and emergency treatment methods, be sure to wear appropriate protective equipment, such as protective clothing, gloves and goggles, when operating, to ensure safety.
In short, all aspects of the storage and transportation of 3-bromo-4-fluorobenzyl bromide cannot be ignored. A slight mistake may cause serious consequences and endanger the safety of personnel and the environment. Only by acting strictly according to the norms can we be safe.
3-Bromo-4-fluorobenzyl bromide affect the environment and human health
3-Bromo-4-fluorobenzyl bromide is also an organic compound. Its impact on the environment and human health cannot be ignored.
As far as the environment is concerned, if this compound is released in nature, it is relatively stable due to its halogen atoms, and it is difficult to be rapidly decomposed by microorganisms. Or accumulate in the soil, affect the soil ecology, cause changes in the structure and function of soil microbial community, and then endanger plant growth and soil fertility. In water bodies, or cause water pollution, aquatic organisms bear the brunt. It may be transmitted and enriched through the food chain, from plankton to large aquatic organisms such as fish, threatening the balance of aquatic ecosystems.
As for personal health, 3-bromo-4-fluorobenzyl bromide is irritating. If exposed to the skin, it can cause redness, swelling, itching, burns, etc. If inhaled inadvertently, its volatile gaseous substances may irritate the respiratory tract, causing cough, asthma, breathing difficulties, etc. Long-term exposure or damage to the respiratory system, increasing the risk of respiratory diseases. If ingested by mistake, it is also harmful to the digestive system, or causes nausea, vomiting, abdominal pain and other symptoms. And because it contains halogen atoms, it may be potentially carcinogenic, teratogenic and mutagenic. Although there is no conclusive conclusion, long-term exposure still needs to be vigilant against such risks. Therefore, in the production, use and disposal of 3-bromo-4-fluorobenzyl bromide, it is necessary to exercise caution and follow strict safety procedures to prevent it from causing serious harm to the environment and human health.