Name | 4-fluorobenzyl bromide |
Chemical Formula | C7H6BrF |
Molar Mass | 191.024 g/mol |
Appearance | Colorless to light yellow liquid |
Density | 1.584 g/cm³ |
Boiling Point | 196 - 198 °C |
Solubility | Insoluble in water, soluble in organic solvents like ethanol, ether |
Flash Point | 82 °C |
Refractive Index | 1.548 - 1.552 |
Cas Number | 459-57-4 |
Chemical Formula | C7H6BrF |
Molecular Weight | 189.024 g/mol |
Appearance | Colorless to light yellow liquid |
Boiling Point | 193 - 195 °C |
Melting Point | N/A |
Density | 1.575 g/mL at 25 °C |
Solubility | Soluble in organic solvents like ether, chloroform |
Vapor Pressure | N/A |
Flash Point | 79.4 °C |
Refractive Index | 1.547 - 1.549 |
What is the main use of 4-fluorobenzyl bromide?
4-Fluorobenzyl bromide is an important raw material for organic synthesis and has key uses in many fields.
First, in the field of medicinal chemistry, its role is quite large. 4-Fluorobenzyl bromide is often used as the starting material for the construction of many drug molecules. Due to the characteristics of fluorine atoms and benzyl bromide in its structure, it can endow newly synthesized compounds with specific physical, chemical and biological activities. Through specific chemical reactions, it can be connected to the drug molecular skeleton, thereby changing the solubility, stability and interaction ability of the drug with biological targets, in order to improve the efficacy and reduce side effects. For example, in the development of some antibacterial and anti-tumor drugs, 4-fluorobenzyl bromide is often an indispensable basic raw material, participating in the construction of molecular structures with precise pharmacological activity through multi-step reactions.
Second, in the field of materials science, 4-fluorobenzyl bromide also has important functions. When preparing high-performance polymer materials, it can be introduced into the polymerization reaction as a functional monomer. The presence of fluorine atoms can improve the surface properties of materials, such as improving the chemical resistance of materials and reducing surface energy; while the benzyl structure can enhance the mechanical properties and thermal stability of polymers. The materials synthesized from this raw material can be used in aerospace, electronic devices and other fields that require strict material properties, such as the manufacture of electronic packaging materials with high temperature resistance, wear resistance and special electrical properties.
Third, in organic synthetic chemistry, 4-fluorobenzyl bromide, as an active halogenated hydrocarbon, is a common reagent for constructing carbon-carbon bonds and carbon-heterogeneous bonds. Through classical nucleophilic substitution reactions, its bromine atoms can be replaced by various nucleophiles, thereby introducing different functional groups, providing the possibility for the synthesis of organic compounds with diverse structures. By reacting with nucleophiles containing nitrogen, oxygen, sulfur, etc., a series of organic molecules with potential biological activities or special physical properties can be prepared, which greatly enriches the types and structures of organic compounds and promotes the continuous development of organic synthetic chemistry.
What are the physical properties of 4-fluorobenzyl bromide
4-Fluorobenzyl bromide is also an organic compound. It has unique physical properties and is related to many fields of chemical industry and medicine.
Looking at its properties, it often appears as a colorless to light yellow liquid at room temperature, with a pungent odor. This is due to the halogen atoms in its structure and its chemical activity. Its boiling point is about 202-204 ° C. At this temperature, the liquid will transform into a gaseous state. The characteristics of this boiling point are very critical in the process of separation and purification. 4-Fluorobenzyl bromide can be extracted from the mixture by distillation according to the difference in boiling points. The density of
4-fluorobenzyl bromide is about 1.44 g/mL, which is heavier than water, so when mixed with water, it will sink to the bottom. This density characteristic is an important consideration in liquid-liquid separation operations.
In terms of solubility, it is insoluble in water, but soluble in common organic solvents such as ethanol, ether, acetone, etc. This solubility characteristic is due to its molecular structure. The halogenated benzyl part is a hydrophobic group, which causes it to have a weak force with water molecules, but can form a good interaction with organic solvent molecules.
In terms of volatility, 4-fluorobenzyl bromide is volatile to a certain extent. In an open environment, it will gradually evaporate into the air. This characteristic needs to be taken seriously during storage and use. It should be sealed and stored, and the operation should be carried out in a well-ventilated place to prevent its volatilization and accumulation, which may cause safety hazards.
In addition, because it contains bromine atoms and fluorine atoms, it has an impact on light and thermal stability. When exposed to light or heat, it may cause changes in chemical bonds within molecules, causing them to decompose or undergo other chemical reactions. Therefore, it should be stored in a cool place away from light to maintain its chemical stability.
In summary, the physical properties of 4-fluorobenzyl bromide are of great significance for its application in chemical production, pharmaceutical synthesis, etc., from storage, transportation to specific operation steps, and must be paid attention to in detail.
Is 4-fluorobenzyl bromide chemically stable?
4-Fluorobenzyl bromide is also an organic compound. The stability of its chemical properties is related to many aspects.
In this compound, the bromine atom is active and often involves the reaction of nucleophilic substitution. Due to the strong electronegativity of the bromine atom, it can be used as a leaving group, causing benzyl carbon positive ion generation, and then interacting with nucleophilic reagents. In case of alcohol nucleophilic reagents, it can form ether products; in case of amines, it can form amine substitution products. In such reactions, the stability of 4-fluorobenzyl bromide is of great importance.
Furthermore, although the fluorine atom in its molecule is also highly electronegative, it is connected to benzyl and has a unique effect. Fluorine atoms can be used to induce the effect to change the stability of benzyl carbon positive ions. In a specific reaction environment, fluorine atoms either assist the reaction or inhibit the reaction rate, which is also related to the chemical stability of 4-fluorobenzyl bromide.
Under normal circumstances, 4-fluorobenzyl bromide may be relatively stable at room temperature and pressure. In case of high temperature, strong light, or contact with specific catalysts, strong oxidants, and strong reducing agents, the stability is challenged, which can initiate reactions, cause structural changes, and form new substances.
And in organic solvents, solubility or affect stability. If there is a special interaction between the solvent and the 4-fluorobenzyl bromide molecule, such as hydrogen bonding, π-π accumulation, etc., it may affect its chemical activity and stability.
In summary, the chemical stability of 4-fluorobenzyl bromide is not absolute, depending on the environment and reaction conditions. Under specific conditions, it may exhibit active chemical properties or be relatively stable.
What are the synthesis methods of 4-fluorobenzyl bromide
4-Fluorobenzyl bromide is an important intermediate in organic synthesis. There are various ways to synthesize it, and there are several kinds in the following.
First, p-fluorotoluene is used as the starting material. First, p-fluorotoluene and N-bromosuccinimide (NBS) are heated and refluxed in an inert solvent such as carbon tetrachloride in the presence of an initiator such as benzoyl peroxide (BPO). This reaction is a free radical substitution mechanism. NBS provides bromine radicals to attack the benzyl position of p-fluorotoluene, and the hydrogen atom is replaced by a bromine atom to obtain 4-fluorobenzyl bromide. The main point of the reaction is to control the reaction temperature and the amount of NBS. Excessive temperature or excess NBS can easily lead to the formation of polybromination by-products.
Second, 4-fluorobenzyl alcohol can be started. 4-fluorobenzyl alcohol is reacted with hydrobromic acid under the action of catalysts such as sulfuric acid. This reaction is a nucleophilic substitution reaction. The bromine ion in hydrobromic acid attacks the carbon atom connected to the alcohol hydroxyl group, and the hydroxyl group leaves in the form of water, so the target product 4-fluorobenzyl bromide is obtained. However, this process needs to pay attention to the concentration and dosage of sulfuric acid. If the concentration is too high or the dosage is too high, it may lead to side reactions, and the separation and purification after the reaction also needs to be properly handled to remove the unreacted raw materials and by-products.
Third, 4-fluorobenzoic acid is used as the starting material. First, 4-fluorobenzoic acid is reduced to 4-fluorobenzyl alcohol, and the commonly used reducing agent is lithium aluminum hydride. Then proceed according to the above method of preparing 4-fluorobenzyl bromide from 4-fluorobenzyl alcohol. Although this path is a little complicated, the raw material 4-fluorobenzoic acid is easy to obtain, and it is a feasible method if the process can be reasonably designed. Each method has its advantages and disadvantages. In actual synthesis, the optimal method should be selected based on factors such as the availability of raw materials, cost, and purity requirements of the product.
What are the precautions for 4-fluorobenzyl bromide in storage and transportation?
4-Fluorobenzyl bromide is a reagent commonly used in organic synthesis. During storage and transportation, many matters must be paid attention to.
First word storage. This substance is quite sensitive to environmental conditions. First, it should be placed in a cool place. Due to high temperature, or its chemical properties change, causing decomposition and other adverse conditions. If it is very hot in summer, if it is stored without cooling equipment, it may be difficult to maintain stability of this compound. Second, it must be stored dry. Because it is easy to react with water, if the environment is humid, the gas of water is easy to contact it, or hydrolysis changes, which will damage its quality. Therefore, it is often necessary to place a desiccant in the storage place to keep the environment dry. Third, when sealed storage. 4-Fluorobenzyl bromide is volatile and has a pungent smell, or reacts with oxygen and other components in the air. The seal can prevent its volatilization from contacting with the air and protect its chemical properties.
Let's talk about transportation. When transporting, the packaging must be solid and reliable. Appropriate packaging materials, such as special glass bottles, need to be reinforced with strong cartons or wooden boxes to prevent package damage caused by collisions during transportation. If the packaging is not good, if 4-fluorobenzyl bromide leaks, it will not only waste materials, but also endanger the health of transporters and the surrounding environment. And the appropriate temperature and humidity should be maintained in the transportation vehicle, so as not to expose it to bad weather conditions. Transportation personnel must also be professionally trained to be familiar with the characteristics of this compound and emergency treatment methods. In case of emergencies, they can respond in time and reduce the harm. In short, the storage and transportation of 4-fluorobenzyl bromide must be handled with caution and strict regulations to ensure its safety and quality.