Name | 2-Bromo-4-fluorobenzyl bromide |
Chemical Formula | C7H5Br2F |
Molar Mass | 269.92 g/mol |
Appearance | Colorless to light yellow liquid |
Boiling Point | 232 - 234 °C |
Melting Point | N/A |
Density | 1.944 g/cm³ |
Solubility | Insoluble in water, soluble in organic solvents like ethanol, ether |
Flash Point | 107.2 °C |
Cas Number | 86060-96-4 |
Storage Conditions | Stored in a cool, dry, well - ventilated place, away from oxidizing agents |
Name | 2-Bromo-4-fluorobenzyl bromide |
Chemical Formula | C7H5Br2F |
Molar Mass | 269.92 g/mol |
Appearance | Colorless to light yellow liquid |
Boiling Point | 243 - 245 °C |
Melting Point | N/A |
Density | 1.92 g/cm³ |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane |
Flash Point | 101.7 °C |
Reactive Group | Benzyl bromide and halogen substituents |
Cas Number | 102732-53-4 |
2-Bromo-4-fluorobenzyl chemical properties of bromide
2-Bromo-4-fluorobenzyl bromide is an important compound in organic chemistry. Its chemical properties are unique and of great significance to the field of organic synthesis.
This compound has the typical properties of halogenated hydrocarbons. Because it contains bromine atoms, its activity is quite high. First, it can occur nucleophilic substitution reaction. As a good leaving group, the bromine atom is easily replaced by a variety of nucleophiles. In case of alcohol nucleophiles, under suitable basic conditions, a substitution reaction can occur to generate corresponding ether compounds. During the reaction, the oxygen atom in the alcohol nucleophilic attacks the carbon atom connected to the bromine in benzyl bromide, and the bromine ion leaves, thereby forming a new carbon-oxygen bond.
Second, it can participate in the elimination reaction. Under the action of strong alkali, 2-bromo-4-fluorobenzyl bromide can remove hydrogen bromide and form a carbon-carbon double bond. In this process, the alkali seizes the hydrogen atom on the carbon atom adjacent to the bromine atom, and the electron pair is transferred, which prompts the bromine ion to leave and form an unsaturated product.
In addition, because of its fluorine atom, it endows the compound with unique properties. The electronegativity of the fluorine atom is large, which can affect the distribution of the molecular electron cloud, thereby changing its physical and chemical properties. For example, it enhances the lipid solubility of the molecule, making the compound more soluble in some organic solvents. And due to the special electronic effect of the fluorine atom, in some reactions, the reactivity and selectivity will be affected. < Br >
And because the benzyl part of its structure has a certain stability, under some mild reaction conditions, the benzyl structure can remain relatively stable, which is conducive to specific chemical modification of bromine atoms and the synthesis of target products.
In short, 2-bromo-4-fluorobenzyl bromide has a unique structure and is widely used in organic synthesis chemistry. It can construct various organic compounds through various reactions, providing an important material basis for the development of organic synthesis chemistry.
What are the common uses of 2-Bromo-4-fluorobenzyl bromide?
2-Bromo-4-fluorobenzyl bromide is a commonly used raw material in organic synthesis, and its common uses are quite extensive.
First, in the field of drug synthesis, it is often used as a key intermediate. The bromine and fluorine atoms attached to the genphenyl ring endow the compound with unique reactivity and electronic properties. The construction of many drug molecules requires the introduction of such structural fragments containing specific halogen atoms, and the substitution reaction of 2-bromo-4-fluorobenzyl bromide with other reagents, such as nucleophilic substitution, can accurately build the core skeleton of the drug molecule, and then lay the foundation for the development of drugs with specific pharmacological activities.
Second, in the field of materials science, it also has important applications. For example, in the preparation of functional polymer materials, 2-bromo-4-fluorobenzyl bromide can be used as a monomer or crosslinking agent for polymerization reactions. By ingeniously designing reaction conditions to participate in the polymerization process, the benzene ring structure and halogen atoms are introduced into the polymer chain, thereby imparting special electrical, optical or thermal properties to the material, such as improving the conductivity, fluorescence properties or thermal stability of the material.
Furthermore, in the study of organic synthetic chemistry, 2-bromo-4-fluorobenzyl bromide is often used as a model compound to explore new organic reaction mechanisms and methods. By studying its reaction behavior with different reagents under different conditions, chemists can develop more efficient, green and selective organic synthesis strategies, which promote the continuous development of organic chemistry.
In summary, although 2-bromo-4-fluorobenzyl bromide is an organic small molecule, it plays an indispensable role in many fields such as drugs, materials and organic synthesis, and is of great significance to many scientific research and industrial production.
What are the synthetic methods of 2-Bromo-4-fluorobenzyl bromide?
To prepare 2-bromo-4-fluorobenzyl bromide, the following methods can be followed.
First, 2-bromo-4-fluorotoluene is used as the starting material. This compound can be halogenated by aromatics and reacted with bromine under the action of light or initiator. Due to the high activity of benzyl hydrogen, bromine atoms can easily replace hydrogen at the benzyl position. If N-bromosuccinimide (NBS) is used as the bromine source and azodiisobutyronitrile (AIBN) is used as the initiator, the benzyl bromide can be achieved in an inert solvent such as carbon tetrachloride by heating or lighting, and 2-bromo-4-fluorobenzyl bromide can be obtained. The reaction principle is that the initiator produces free radicals, which promote the generation of bromine free radicals. The bromine free radicals capture benzyl hydrogen, and then form benzyl free radicals, which react with bromine to obtain the target product.
Second, start from 2-bromo-4-fluorobenzoic acid. First reduce it to 2-bromo-4-fluorobenzyl alcohol, and choose a strong reducing agent such as lithium aluminum hydride to react in a suitable solvent such as anhydrous ether. Then, 2-bromo-4-fluorobenzyl alcohol reacts with halogenating reagents such as hydrobromic acid or phosphorus tribromide, and the hydroxyl group is replaced by bromine to form 2-bromo-4-fluorobenzyl bromide. Taking phosphorus tribromide as an example, when the alcohol reacts with phosphorus tribromide, the phosphorus atom attacks the hydroxyl oxygen of the alcohol, and the bromine ion acts as a nucleophilic reagent to replace the leaving group to achieve the purpose of halogenation.
Or, take 2-bromo-4-fluorobenzaldehyde as the starting material. First, 2-bromo-4-fluorobenzyl alcohol is obtained by reduction reaction, and the reduction method can be the same as above. Then the alcohol is halogenated and reacted with hydrobromic acid or phosphorus tribromide in the previous method to obtain 2-bromo-4-fluorobenzyl bromide. In this series of reactions, each step requires attention to the control of reaction conditions, such as temperature, solvent selection, and the proportion of reactants, etc., to ensure the smooth progress of the reaction and improve the yield and purity of the target product.
2-Bromo-4-fluorobenzyl bromide in storage and transportation
2-Bromo-4-fluorobenzyl bromide is an important compound in organic chemistry. During storage and transportation, many precautions must be paid attention to.
Bear the brunt. When storing, it must be placed in a cool, dry and well-ventilated place. Because of its certain chemical activity, it is easy to deteriorate in a high temperature and humid environment. This compound may react chemically in contact with water or moisture and form harmful products. Therefore, it is necessary to keep the storage environment dry and the temperature should not be too high to prevent accidents.
Furthermore, the storage place should be away from fire and heat sources. This is because of its flammability. In case of open flames and hot topics, it is very easy to cause combustion or even explosion. The surrounding electrical equipment should also meet the explosion-proof requirements to prevent accidents caused by static electricity or electric sparks.
During transportation, the packaging must be tight and stable. Because the compound is corrosive and toxic, if the packaging is not properly packaged, once it leaks, it will be a great hazard to humans, animals and the environment. The packaging materials used should be able to resist the erosion of the compound and have appropriate labels to indicate its danger.
During transportation, vibration and impact must also be avoided. Violent vibration or impact may cause damage to the package and leakage of the compound. The escort personnel should be familiar with the properties of the compound and emergency treatment methods, and be strictly guarded on the way to ensure the safety of transportation.
In short, the storage and transportation of 2-bromo-4-fluorobenzyl bromide is related to safety and quality. It is necessary to be cautious and strictly abide by various procedures to prevent problems before they occur.
2-Bromo-4-fluorobenzyl bromide affect the environment and human health
2-Bromo-4-fluorobenzyl bromide is an organic compound with a halogenated benzyl structure. The impact of this substance on the environment and human health cannot be ignored.
As far as the environment is concerned, its chemical properties are active, and it may be difficult to degrade after entering the natural environment. Its residue in the soil, or changes the physical and chemical properties of the soil, affects the balance of soil microbial communities, and then affects the growth of plants. In water bodies, because of its fat solubility, or enrichment in aquatic organisms, it is transmitted and amplified along the food chain. Over time, or the structure and function of aquatic ecosystems are disrupted, the species and quantity of aquatic organisms will decrease sharply.
As for the effects on human health, 2-bromo-4-fluorobenzyl bromide is irritating and toxic. Inhaled through the respiratory tract, it can irritate the mucosa of the respiratory tract, causing cough, asthma, breathing difficulties and other diseases. If it is exposed to the skin or causes contact dermatitis, it will be red, swollen, itchy, and painful. If ingested accidentally, it will damage the digestive system, causing nausea, vomiting, abdominal pain, diarrhea, etc. Long-term or repeated exposure to this substance may cause mutation and carcinogenesis. Because of its halogenated structure, it may interfere with the normal metabolic process of the human body, affecting the normal function of cells and the stability of genetic materials.
In summary, 2-bromo-4-fluorobenzyl bromide poses potential hazards to both the environment and human health. During its production, use and disposal, it is necessary to exercise caution and follow strict safety regulations and environmental protection requirements to reduce its adverse effects on the environment and human health.