Name | 2-Chloro-6-fluorobenzyl bromide |
Chemical Formula | C7H5BrClF |
Molar Mass | 223.47 g/mol |
Appearance | Colorless to light yellow liquid |
Density | 1.686 g/mL at 25 °C |
Boiling Point | 207 - 208 °C |
Flash Point | 89 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Pungency | Irritating odor |
Hazard | Corrosive, causes skin and eye irritation |
Chemical Formula | C7H5BrClF |
Molecular Weight | 223.47 |
Appearance | Typically a colorless to light - yellow liquid |
Boiling Point | Data may vary, but around 230 - 240°C |
Solubility In Water | Insoluble in water |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Vapor Pressure | Low vapor pressure at room temperature |
Flash Point | Relatively high, as it is a less volatile liquid |
What are the main uses of 2-Chloro-6-fluorobenzyl bromide?
2-Chloro-6-fluorobenzyl bromide, an organic compound, is widely used in the field of organic synthesis. Its main uses are as follows:
First, it can be used as a key intermediate for drug synthesis. The construction of many drug molecules requires the introduction of specific functional groups. The chlorine, fluorine and benzyl bromide functional groups of 2-chloro-6-fluorobenzyl bromide can be combined with other organic molecules through various chemical reactions, such as nucleophilic substitution reactions, to help build complex drug structures. For example, when developing new antimicrobial drugs or neurological drugs, it may be an important starting material, and a series of reactions shape the molecular structure that meets the pharmacological activity requirements.
Second, it is also used in the field of materials science. It can participate in the synthesis of polymer materials and endow the materials with unique properties. For example, by introducing it into the polymer system as a monomer or modifier, it can affect the physical and chemical properties of the polymer by virtue of its special functional groups, such as improving the stability of the material, improving its optical properties or enhancing its mechanical strength, etc., to meet the special needs of different fields for material properties.
Third, it is often an important part in the synthesis of fine chemicals. When synthesizing fine chemicals such as fragrances and additives with special structures, 2-chloro-6-fluorobenzyl bromide can be used as a starting reactant. By ingeniously designing the reaction path, fine chemicals with specific functions and structures can be synthesized to meet the market demand for high-quality, special-function fine chemicals. In conclusion, 2-chloro-6-fluorobenzyl bromide plays an indispensable role in multi-domain organic synthesis due to its unique chemical structure.
What are the physical properties of 2-Chloro-6-fluorobenzyl bromide?
2-Chloro-6-fluorobenzyl bromide is also an organic compound. Its physical properties are particularly important and are detailed as follows:
First appearance, at room temperature, this substance is often colorless to light yellow liquid, clear in appearance, without significant turbidity. If placed in a transparent container and viewed in sunlight, it can be seen that it is slightly flooded, highlighting its pure texture.
Second, its boiling point is about a relatively specific temperature range. Due to many factors such as intermolecular forces, its boiling point can be maintained near a certain value. When heat energy is applied to it, the temperature gradually rises, and when it reaches a specific boiling point, the substance will gradually transform from liquid to gaseous state. This is the key node of the transformation of the state of the substance, which is related to its practical applications such as separation and purification.
Furthermore, the melting point is also one of its important physical properties. Under specific low temperature conditions, the substance will solidify from liquid to solid state. Determination of the melting point can help identify its purity. The melting point of pure ones is more accurate and narrow. If impurities are contained, the melting point is often offset and the melting range becomes wider.
The density of this compound also has its specific value. Compared with common solvents, the density difference determines its position distribution in the solution. If mixed with water, according to its density is greater or less than water, or sinks in the bottom or floats on the water surface, this property is very critical in chemical operations such as extraction and separation.
In terms of solubility, 2-chloro-6-fluorobenzyl bromide exhibits good solubility in organic solvents such as ethanol, ether, and dichloromethane. Due to the principle of "similar phase dissolution", its organic molecular structure is in line with the intermolecular forces of organic solvents, so it can be uniformly dispersed. However, its solubility in water is minimal, and it is difficult to blend with each other because of the large difference between molecular polarity and water's strong polarity.
Volatility is also a property that cannot be ignored. In a normal temperature and pressure environment, the substance has a certain volatility, and the molecules continue to escape from the liquid surface to the gas phase. This characteristic needs to be treated with caution during storage and use to prevent it from being lost due to volatilization, and the volatile vapor may be dangerous, which is related to experimental safety and environmental protection.
2-Chloro-6-fluorobenzyl the chemical properties of bromide
2-Chloro-6-fluorobenzyl bromide is an important compound in the field of organic synthesis. Its chemical properties are unique, containing halogen atoms such as chlorine, fluorine and bromine, resulting in a variety of reactivity.
Let's talk about the halogen atom substitution reaction first. Among this compound, the bromine atom has high activity and is vulnerable to attack by nucleophiles, resulting in nucleophilic substitution reactions. For example, in the case of hydroxyl negative ions, bromine ions can be replaced by hydroxyl groups to generate 2-chloro-6-fluorobenzyl alcohol; if reacted with cyanyl negative ions, 2-chloro-6-fluorobenzyl nitrile is formed, which is an important reaction for the construction of new carbon-heteroatomic bonds in organic synthesis.
Furthermore, the substitution of chlorine and fluorine atoms on the benzene ring will affect the electron cloud density of the benzene ring, which in turn affects the electrophilic substitution reaction. Chlorine and fluorine atoms belong to electron-withdrawing groups, which can reduce the electron cloud density of the benzene ring, making the electrophilic substitution reaction more difficult than benzene, and the reaction mainly occurs in the meta position. For example, during the nitration reaction, the nitro group mainly enters the interposition between chlorine and fluorine atoms.
In addition, the halogen atom in this compound can also participate in the coupling reaction catalyzed by metals. In the presence of suitable catalysts and ligands, it can be coupled with metal-containing organic reagents to form new carbon-carbon bonds, realize molecular carbon skeleton expansion and structural modification, and is widely used in the synthesis of complex organic molecules.
In addition, because of the fluorine atom in the molecule, it endows the compound with specific physical and chemical properties. Fluorine atoms are highly electronegative, which can enhance molecular fat solubility and affect the biological activity, stability and metabolic properties of compounds. In the field of medicinal chemistry, the introduction of fluorine atoms can often improve the pharmacological properties of drug molecules and improve drug efficacy and selectivity. The presence of 2-chloro-6-fluorobenzyl bromide due to halogen atoms shows rich chemical reactivity and has important application value in organic synthesis, medicinal chemistry and other fields. It can construct organic compounds with different structures through various reactions, providing an effective way for the creation and performance optimization of new substances.
What are the synthetic methods of 2-Chloro-6-fluorobenzyl bromide?
There are several common methods for the synthesis of 2-chloro-6-fluorobenzyl bromide.
First, 2-chloro-6-fluorotoluene is used as the starting material. First, N-bromosuccinimide (NBS) and an initiator such as benzoyl peroxide (BPO) are used to carry out a free radical substitution reaction under light or heating conditions. The mechanism of this reaction is that light or heating prompts the initiator to decompose to produce free radicals, capture the hydrogen atom at the benzyl position of 2-chloro-6-fluorotoluene, and then react with NBS to form the target product 2-chloro-6-fluorobenzyl bromide. The advantages of this method are that the reaction conditions are relatively mild, the operation is simple, and NBS is used as a bromine source, which has high selectivity and few side reactions.
Second, it can be started from 2-chloro-6-fluorobenzoic acid. First, it is reduced to 2-chloro-6-fluorobenzyl alcohol, and the commonly used reducing agents are lithium aluminum hydride (LiAlH) or sodium borohydride (NaBH). Then, 2-chloro-6-fluorobenzyl alcohol is reacted with hydrobromic acid or phosphorus tribromide (PBr 😉) to convert hydroxyl groups into bromine atoms, thereby obtaining 2-chloro-6-fluorobenzyl bromide. When reducing with lithium aluminum hydride, the reactivity is high, but it needs anhydrous operation and the conditions are relatively harsh; sodium borohydride is relatively mild and has high safety. When hydrobromic acid is used, the reaction conditions are simple; while phosphorus tribromide has good selectivity and high yield.
Third, 2-chloro-6-fluorobenzaldehyde can be used as raw material. First, 2-chloro-6-fluorobenzyl methanol is obtained by reduction reaction, and then it is converted into 2-chloro-6-fluorobenzyl bromide by the above method. In this path, 2-chloro-6-fluorobenzaldehyde comes from a wide range of sources, and suitable reducing agents can be selected for the reduction step, and the reaction can be adjusted according to the actual situation.
All synthesis methods have their own advantages and disadvantages, and the most suitable method should be selected according to factors such as raw material availability, cost, reaction conditions and product purity.
2-Chloro-6-fluorobenzyl bromide in storage and transportation
2-Chloro-6-fluorobenzyl bromide is a commonly used reagent in organic synthesis. When storing and transporting, be sure to pay attention to many things to prevent accidents.
First, when storing, place in a cool, dry and well-ventilated place. This substance is susceptible to moisture. If moisture comes into contact with it, it may cause a chemical reaction and cause it to deteriorate. Therefore, the humidity of the storage environment should be strictly controlled to ensure the stability of its chemical properties.
Second, keep away from fires and heat sources. Because of its flammability, it is easy to burn in case of open flames, hot topics, or even cause explosions. The storage area should be strictly prohibited from smoking and the use of open flames, and equipped with complete fire protection facilities for emergencies.
Third, it should be stored separately from oxidants and alkalis, and mixed storage should not be avoided. 2-Chloro-6-fluorobenzyl bromide is in contact with oxidants or has a violent oxidation reaction; when it encounters alkalis, it may also cause uncontrollable chemical reactions, endangering safety.
Fourth, during transportation, the packaging must be firm. Choose appropriate packaging materials to ensure that the packaging is not damaged or leaked during transportation bumps. At the same time, the transportation vehicle should be equipped with the corresponding variety and quantity of fire equipment and leakage emergency treatment equipment.
Fifth, when transporting, you should follow the specified route and do not stop in densely populated areas and busy areas. To prevent accidents during transportation and cause serious harm to people's lives and property.
In short, the storage and transportation of 2-chloro-6-fluorobenzyl bromide must strictly abide by relevant safety regulations and operate cautiously to ensure the safety of personnel and the environment from pollution and avoid accidents caused by improper handling.