Chemical Formula | C7H5BrClF |
Molar Mass | 225.47 g/mol |
Appearance | Typically a colorless to light - yellow liquid |
Density | Data depends on temperature, usually in the range of 1.6 - 1.8 g/cm³ |
Boiling Point | Approximately 210 - 220 °C |
Solubility | Soluble in common organic solvents like dichloromethane, chloroform, and ethyl acetate; insoluble in water |
Flash Point | Caution, flammable, flash point data around 80 - 90 °C |
Purity | Can be found in purities of 95% or higher in commercial products |
Hazards | Irritating to skin, eyes and respiratory system; toxic if swallowed or inhaled |
Chemical Formula | C7H5BrClF |
Molecular Weight | 223.47 |
Appearance | Typically a colorless to light - yellow liquid |
Boiling Point | Approximately in the range of 210 - 220 °C |
Density | Around 1.65 - 1.75 g/cm³ |
Solubility | Slightly soluble in water, soluble in organic solvents like dichloromethane, chloroform |
Purity | Can be sold in various purity grades, e.g., 95% or higher |
Cas Number | 886760 - 85 - 6 |
What are the chemical properties of 3-Bromo-4-Fluorobenzyl Chloride?
3-Bromo-4-fluorobenzyl chloride, this is an organic compound, with the characteristics of halogenated aromatics, its chemical properties are active, and it involves many organic synthesis reactions.
From the perspective of nucleophilic substitution, the chlorine atom at the benzyl position is connected to the aromatic ring, resulting in the unique activity of the C-Cl bond. Because the benzyl carbon cation is stable due to the conjugation effect of the benzene ring, it is vulnerable to the attack of nucleophilic reagents and triggers nucleophilic substitution. In case of hydroxyl negative ions, the chlorine atom can be replaced by a hydroxyl group to produce 3-bromo-4-fluorobenzyl alcohol; if the nucleophilic reagent is cyanogen ion, the cyanyl group replaces the chlorine atom to obtain 3-bromo-4-fluorobenzonitrile. This product can be further hydrolyzed or reduced to produce a variety of nitrogenous compounds.
Besides its elimination reaction, although the compound mainly tends to nucleophilic substitution, it can also be eliminated under suitable strong base and heating conditions. If there is a hydrogen atom on the ortho-carbon of benzyl chloride, under the action of a strong base, the chlorine atom and the ortho-hydrogen atom are removed in the form of hydrogen chloride to form a carbon-carbon double bond and form an aromatic derivative with an unsaturated bond. This reaction provides a path for the construction of a carbon-carbon double bond.
The reactivity of the halogen atom is also significant. Although the bromine atom is not as active as benzyl chloride, it can be catalyzed by appropriate metals to participate in the coupling reaction. For example, under the catalysis of palladium, Suzuki coupling occurs with organoboronic acid to connect different aryl groups or alkenyl groups to the molecule, which increases the molecular structure complexity and is a key step in the synthesis of polyar
In addition, the fluorine atom of 3-bromo-4-fluorobenzyl chloride has a large electronegativity, which affects the distribution of molecular electron clouds and changes its reactivity and selectivity. The electron cloud density of the adjacent and para-position of the fluorine atom decreases, making the electrophilic substitution reaction more likely to occur in the meta-site. This electronic effect has a significant impact on the electrophilic reaction of aromatic rings.
Due to the active chemical properties of 3-bromo-4-fluorobenzyl chloride, it is an important intermediate for the construction of complex organic molecules in the field of organic synthesis, providing rich chemical transformation possibilities for the creation of new drugs, materials science and the development of fine chemical products.
What are the main uses of 3-Bromo-4-Fluorobenzyl Chloride?
3-Bromo-4-fluorobenzyl chloride has a wide range of uses. It is a key intermediate in the field of pharmaceutical synthesis. The preparation of many drugs depends on its participation in the reaction. For example, when synthesizing some antimicrobial drugs with specific curative effects, 3-bromo-4-fluorobenzyl chloride can introduce specific groups to change the structure and activity of drug molecules to enhance their antibacterial efficacy, or optimize the targeting of drugs to specific bacteria, so that drugs can more accurately act on lesions and improve therapeutic effects.
It is also of great value in the research and development of pesticides. It can be used to create new insecticides, fungicides, etc. By rationally designing the reaction, it is integrated into the molecular structure of the pesticide to give the pesticide unique properties. For example, to improve the contact and stomach toxicity of the pesticide to pests, or to enhance its stability in the environment, prolong the effective period, so as to more effectively prevent and control crop diseases and insect pests, and ensure food yield and quality.
In the field of materials science, 3-bromo-4-fluorobenzyl chloride can also play a role. When synthesizing special functional materials, it can be used as a structural modification unit. For example, when preparing some optoelectronic materials, the introduction of this substance can adjust the electron cloud distribution of the material, improve its optical and electrical properties, and provide the possibility for the development of new high-performance optoelectronic materials.
In addition, in the basic research of organic synthetic chemistry, 3-bromo-4-fluorobenzyl chloride is often used as a model compound. By studying the various chemical reactions it participates in, researchers explore the reaction mechanism, optimize the reaction conditions, provide theoretical basis and practical experience for the development of organic synthesis methodologies, and promote the continuous development of the field of organic chemistry.
What are the synthesis methods of 3-Bromo-4-Fluorobenzyl Chloride?
The synthesis method of 3-bromo-4-fluorobenzyl chloride has followed various paths since the ancient chemical records. First, it can start from 3-bromo-4-fluorotoluene and use chlorine as a halogenating agent to cause a radical halogenation reaction at the benzyl position under the condition of light or the presence of an initiator. In this process, light or the initiator prompts chlorine gas to homogenize into chlorine radicals, which attack the benzyl position of 3-bromo-4-fluorotoluene and generate 3-bromo-4-fluorobenzyl chloride through chain initiation, chain growth and chain termination steps. However, this approach requires attention to the precise control of the reaction conditions. Light intensity, temperature, and chlorine entry rate are all related to the yield and purity of the product. If the light is too strong or the chlorine gas is excessive, it is easy to cause the formation of polyhalogenated by-products.
Furthermore, 3-bromo-4-fluorobenzoic acid can be started from 3-bromo-4-fluorobenzoic acid, and the reduction reaction is carried out first. For example, with strong reducing agents such as lithium aluminum hydride, the carboxyl group is reduced to hydroxymethyl to obtain 3-bromo-4-fluorobenzyl alcohol. Then, the alcohol interacts with chlorination reagents such as sulfoxide chloride or phosphorus trichloride. Taking thionyl chloride as an example, when it reacts with alcohol, it forms an intermediate of chlorosulfite, which then decomposes to form halogenated hydrocarbons, sulfur dioxide and hydrogen chloride gas. This method is a little complicated, but the reaction selectivity of each step is better, and the product is easy to separate and purify. However, reducing agents such as lithium aluminum hydride have strong activity, and the operation needs to be carried out in a harsh environment without water and oxygen to ensure safety.
There are also those who use 3-bromo-4-fluorobenzaldehyde as a raw material, first reduce to the corresponding alcohol, and then chlorinate it. The reduction step can choose a relatively mild reducing agent such as sodium borohydride, and react in a suitable solvent to convert the aldehyde group into hydroxymethyl groups. The subsequent chlorination operation is similar to that described above. The advantage of this route is that the raw materials are relatively easy to obtain, and the operation of sodium borohydride is easier and safer than that of lithium aluminum hydride. However, it is also necessary to pay attention to the optimization of the reaction conditions of each step, such as reaction temperature, time and reagent dosage, in order to improve the synthesis efficiency of the target product 3-bromo-4-fluorobenzyl chloride.
What are the precautions for 3-Bromo-4-Fluorobenzyl Chloride in storage and transportation?
3-Bromo-4-fluorobenzyl chloride is a chemical commonly used in organic synthesis. When storing and transporting, many points should be paid attention to.
First words storage. This substance is sensitive to environmental conditions and should be placed in a cool and dry place. Due to high temperature, it is easy to increase its chemical reactivity or cause adverse conditions such as decomposition; if the environment is humid, moisture may react with the substance and cause it to deteriorate. And ensure that the storage place is well ventilated to prevent the accumulation of harmful gases. Furthermore, be sure to store it in a sealed container to avoid excessive contact with air, because some of its components may react with oxygen, water vapor, etc. in the air.
Times and transportation. When transporting, the first thing to do is to ensure that the packaging is stable. Use suitable packaging materials, such as strong metal drums or special plastic containers, to prevent the packaging from being damaged during transportation and causing it to leak. And the transportation vehicle should also be equipped with corresponding safety equipment and emergency treatment tools to prepare for emergencies. Transport personnel must be professionally trained to be familiar with the characteristics of the substance and emergency disposal methods. In addition, the planning of transportation routes is also crucial. Try to avoid sensitive areas such as densely populated areas and water source protection areas to prevent serious hazards in the event of leakage.
In conclusion, 3-bromo-4-fluorobenzyl chloride should not be lost in every step of storage and transportation, from environmental conditions control, packaging selection to personnel training and route planning, so as to ensure its safety and stability.
What is the market price of 3-Bromo-4-Fluorobenzyl Chloride?
What you are inquiring about is the market price of 3-bromo-4-fluorobenzyl chloride. However, the price of this product often varies with time, place, quality and supply and demand, so it is difficult to determine the specific number.
In the past, the price of chemical raw materials was often affected by many factors. First, the source and cost of raw materials are also. If the starting materials required for its preparation are difficult to obtain, the price varies. Second, the complexity of the preparation process is also related to the cost. Complex processes consume manpower and material resources, and the price must be high. Third, the state of market supply and demand, if there is a lot of demand, and the supply is small, the price will rise; conversely, if the supply exceeds the demand, the price will be depressed.
And due to the different trade environments in different places, transportation costs, taxes, etc. all affect its final selling price. Therefore, to know the exact market price of 3-bromo-4-fluorobenzyl chloride, you should check the chemical product trading platform, consult the industry merchants, or visit chemical raw material suppliers to get a more accurate price. And you need to always pay attention to market dynamics, because its price may change rapidly.