M Fluorobenzyl Bromide
Fluorine Difluoride Fluorobenzene Fluorobenzyl Trifluorotoluene
m-Fluorobenzyl bromide
Chemical Formula C7H6BrF
Molar Mass 189.024 g/mol
Appearance Colorless to light yellow liquid
Boiling Point 194 - 196 °C
Density 1.552 g/mL at 25 °C
Solubility In Water Insoluble
Solubility In Organic Solvents Soluble in many organic solvents like ether, chloroform
Flash Point 79.4 °C
Refractive Index 1.5445 - 1.5465 (20 °C, 589 nm)
Chemical Formula C7H6BrF
Molar Mass 189.024 g/mol
Appearance Colorless to light yellow liquid
Boiling Point 189 - 191 °C
Density 1.578 g/cm³
Solubility In Water Insoluble
Solubility In Organic Solvents Soluble in common organic solvents like ether, chloroform
Flash Point 76 °C
Refractive Index 1.541 - 1.543
FAQ

What are the main uses of m-Fluorobenzyl bromide?

M-Fluorobenzyl bromide, that is, m-fluorobenzyl bromide, has a wide range of uses. In the field of organic synthesis, it is often a key raw material.

Gein benzyl bromide compounds have high bromine atom activity and are prone to nucleophilic substitution reactions. M-fluorobenzyl bromide is no exception. It can react with many nucleophilic reagents, such as alcohols, amines, mercaptans, etc., under suitable conditions to generate various organic compounds.

For example, by reacting with alcohols, corresponding ether compounds can be formed, which is an important way to construct organic molecules containing ether bonds. Reacting with amines can produce nitrogen-containing organic compounds. Among many drugs and pesticides, there are many such structures.

In the field of materials science, m-fluorobenzyl bromide can also be used to synthesize polymer materials with special functions. After polymerization or copolymerization with other monomers, polymer materials are endowed with specific properties, such as improving the solubility and thermal stability of materials.

In addition, in the field of medicinal chemistry, m-fluorobenzyl bromide is introduced into drug molecules as a structural fragment, which can adjust the physicochemical properties and biological activities of drugs. The introduction of fluorine atoms can often enhance the interaction between drug molecules and targets, and improve the efficacy and selectivity of drugs.

In summary, m-fluorobenzyl bromide has important uses in many fields such as organic synthesis, materials science, and medicinal chemistry due to its unique chemical activity, providing a powerful tool for the preparation of many organic compounds and the development of new materials.

What are the physical properties of m-Fluorobenzyl bromide?

M-Fluorobenzyl bromide (m-fluorobenzyl bromide) is an important compound in organic synthesis. Its physical properties are as follows:

Looking at its appearance, it is usually a colorless to light yellow liquid, which exists stably at room temperature and pressure. This compound is volatile to a certain extent and can evaporate slowly in the air, but due to factors such as boiling point, the volatilization rate is not extremely fast. Its boiling point is within a certain range, which makes it possible to realize the transformation of gas-liquid phases under specific temperature conditions. In experimental operations such as separation and purification, the boiling point characteristic is crucial.

Furthermore, its density is also one of the important physical properties. Compared with water, its density has a specific value, which determines its phase distribution when mixed with common solvents such as water. If mixed with water, stratification can be clearly observed due to the difference in density.

In terms of solubility, m-Fluorobenzyl bromide is soluble in a variety of organic solvents, such as common ether and dichloromethane. This solubility characteristic provides a lot of convenience for the solvent selection of organic synthesis reactions, and many reactions can be carried out smoothly in solvent systems that can be dissolved. However, the solubility in water is very small, which is related to the forces between water molecules and its own molecular structure.

In addition, m-Fluorobenzyl bromide has a certain smell. Although it is difficult to describe accurately, its special smell can be used as one of the preliminary identification criteria. At the same time, it also has certain requirements for the stability of light and heat. When the light or temperature is too high, it may cause chemical reactions such as decomposition. Therefore, care should be taken to avoid direct light and high temperature environments during storage.

What are the chemical properties of m-Fluorobenzyl bromide?

M-Fluorobenzyl bromide (m-fluorobenzyl bromide) is an important reagent in organic synthesis and has unique chemical properties.

Its chemical activity is very high, and the carbon-bromide bond at the benzyl position is affected by the electronic effect of the benzene ring and the fluorine atom, and the stability is poor. This carbon-bromide bond is easily attacked by nucleophiles, resulting in nucleophilic substitution reactions. In an alkaline environment, nucleophiles such as alcohols, amines, and carboxylates can react with it, and bromine atoms are replaced by nucleophiles to form corresponding substitution products. For example, ether compounds can be formed by reacting with alcohols, and benzyl amine derivatives can be obtained by reacting with amines. < Br >
Furthermore, because of its benzene ring, it can participate in aromatic related reactions. For example, under the action of suitable catalysts, the Fu-gram reaction can be carried out, and other substituents can be introduced into the benzene ring to realize the modification and expansion of molecular structure. In addition, the fluorine atom on the benzene ring also affects its chemical properties. The fluorine atom has high electronegativity, which can affect the electron cloud density of the benzene ring by induction effect, which in turn affects the reaction activity and selectivity.

The chemical properties of m-fluorobenzyl bromide are active, and it has important application value in the field of organic synthesis, in the construction of complex organic molecular structures and the preparation of various functional compounds.

What are the synthesis methods of m-Fluorobenzyl bromide

To prepare m-Fluorobenzyl bromide, there are many methods. The following are common ones:
First, m-fluorotoluene is used as the starting material. Shilling m-fluorotoluene reacts with N-bromosuccinimide (NBS) in the presence of an initiator. This initiator is commonly used benzoyl peroxide (BPO). Under heating or lighting conditions, the hydrogen atom of the benzyl position of m-fluorotoluene is replaced by a bromine atom. M-Fluorobenzbroyl mide can be obtained through this reaction. This reaction mechanism is based on free radical substitution. NBS provides bromine free radicals, which are substituted with active hydrogen at the benzyl position. This process requires attention to the control of reaction conditions. Light intensity, temperature and NBS dosage all affect the reaction yield and selectivity.
Second, starting from m-fluorobenzyl alcohol. The reaction of m-fluorobenzyl alcohol with hydrobromic acid is a nucleophilic substitution reaction. The bromine ion in hydrobromic acid acts as a nucleophilic reagent to attack the carbon atom attached to the alcohol hydroxyl group, and the hydroxyl group leaves in the form of water, thereby forming m-Fluorobenzyl bromide. In order to make the reaction proceed to the right, a catalyst such as sulfuric acid can be properly heated or added to promote the departure of hydroxyl groups. However, caution should be used when using sulfuric acid, because it is highly corrosive and may cause side reactions such as olefin formation.
Third, m-fluorobenzyl acid is used as the starting material. First, m-fluorobenzyl acid is reduced to m-fluorobenzyl alcohol, and common reducing agents such as lithium aluminum hydride (LiAlH) Then according to the above-mentioned method of m-Fluorobenzyl bromide from m-fluorobenzyl alcohol, the target product is obtained by reacting with hydrobromic acid. However, care should be taken when using lithium aluminum hydride, which reacts violently in contact with water, so the reaction needs to be carried out in an anhydrous environment.
All methods have advantages and disadvantages. In actual operation, it is necessary to comprehensively consider factors such as raw material availability, cost, and difficulty of reaction conditions, and choose the best one.

What are the precautions for m-Fluorobenzyl bromide during storage and transportation?

M-fluorobenzyl bromide is also a chemical substance. During storage and transportation, all matters of attention should not be ignored.

First words storage, this substance should be placed in a cool, dry and well ventilated place. To cover its properties or be affected by temperature and humidity, if it is in a warm and humid place, it may cause deterioration. And it needs to be kept away from fire and heat sources, because it is flammable, in case of open flame, hot topic, or there is a risk of combustion and explosion. The storage place should also be stored separately from oxidants, strong alkalis, etc., and must not be mixed to prevent violent chemical reactions.

As for transportation, be sure to ensure that the packaging is intact. The material of the package must be able to resist vibration, collision and friction, so that the material is not damaged in transit. When transporting, the driver should be cautious, avoid the bumpy road, and drive slowly to prevent the material leakage caused by the rupture of the package. And the transport vehicle should be equipped with the corresponding variety and quantity of fire-fighting equipment and leakage emergency treatment equipment. If there is a leak in the way, evacuate the surrounding crowd quickly, isolate the scene, and strictly prohibit unrelated people from approaching. The disposer must wear protective clothing and gas masks, collect and clean up the leakage according to scientific methods, and must not let it pollute the environment.

All these are important for the storage and transportation of m-fluorobenzyl bromide, and the operator must follow them carefully to ensure safety.