Name | 3-Bromo-5-fluorobenzyl chloride |
Chemical Formula | C7H5BrClF |
Molar Mass | 223.47 g/mol |
Appearance | Colorless to light yellow liquid |
Boiling Point | Approx. 210 - 215 °C |
Density | Approx. 1.65 g/cm³ |
Solubility | Slightly soluble in water, soluble in organic solvents like ethanol, ether |
Purity | Typically available in high purity grades like 95%+ |
Cas Number | 1246685-41-1 |
Name | 3-Bromo-5-fluorobenzyl chloride |
Chemical Formula | C7H5BrClF |
Molar Mass | 223.47 g/mol |
Appearance | Typically a colorless to light yellow liquid |
Boiling Point | Around 227 - 229 °C |
Density | Data may vary, but in the range of halogenated aromatic compounds' densities |
Solubility | Slightly soluble in water, soluble in organic solvents like ethanol, ether |
Purity | Can be obtained in various purity levels, often 95%+ in commercial products |
Reactivity | Reactive towards nucleophiles due to the presence of chloride and can undergo substitution reactions |
What are the chemical properties of 3-Bromo-5-fluorobenzyl chloride?
3-Bromo-5-fluorobenzyl chloride, this is an organic compound. Its chemical properties are unique and quite eye-catching.
Looking at its structure, it is composed of a benzene ring, a bromine atom, a fluorine atom and a benzyl chloride part. The benzene ring endows the compound with certain stability and conjugation properties. Bromine atoms and fluorine atoms, as halogen elements, each have their own characteristics. The bromine atom is relatively large, the electronegativity is moderate, the fluorine atom is extremely electronegative, and the atomic radius is small. The existence of these two significantly affects the electron cloud distribution and spatial structure of the molecule.
In terms of reactivity, the chlorine atom in the benzyl chloride part has higher activity. Because it is connected to the benzene ring and affected by the conjugation effect of the benzene ring, the carbon-cation intermediate connected to the chlorine atom is relatively stable, so it is prone to nucleophilic substitution reactions. Many nucleophilic reagents, such as alcohols, amines, carboxylic salts, etc., can react with them to form corresponding substitution products. For example, when reacted with alcohols under basic conditions, ether compounds can be formed; when reacted with amines, benzylamine derivatives can be prepared.
In addition, in view of the localization effect of bromine and fluorine atoms on the benzene ring, the electrophilic substitution reaction on the aromatic ring also exhibits unique selectivity. The fluorine atom is an adjacent and para-site locator, and the bromine atom is also an adjacent and para-site locator. The localization effects of the two are superimposed and affected each other, resulting in subsequent electrophilic substitution reactions that mainly occur at specific locations. This property can be used to precisely construct organic molecules with specific structures in organic synthesis.
Furthermore, the chemical properties of 3-bromo-5-fluorobenzyl chloride make it show potential application value in the fields of medicine and pesticides. Through a reasonable organic synthesis strategy and the use of its activity check point, compounds with specific biological activities can be constructed, providing important intermediates for the development of new drugs and the creation of efficient pesticides.
What are the main uses of 3-Bromo-5-fluorobenzyl chloride?
3-Bromo-5-fluorobenzyl chloride is an important raw material for organic synthesis and has a wide range of uses in many fields.
First, in the field of medicinal chemistry, it plays a key role. The synthesis of many drugs depends on this. The special structure of bromine, fluorine and benzyl chloride on the benzene ring gives it unique chemical activity, which can be used as a key intermediate to participate in the construction of drug molecules. For example, when developing compounds with specific biological activities, using this as a starting material can introduce specific functional groups through a series of reactions, and then synthesize drugs targeting specific disease targets. In the synthesis path of some anti-tumor drugs, 3-bromo-5-fluorobenzyl chloride is used as a key starting material. After multi-step reaction, drug molecules with precise anti-cancer activity are constructed.
Second, it is also indispensable in the field of materials science. When preparing special polymer materials, it can participate in the polymerization reaction as a functional monomer. Due to its special structure, it can endow the material with unique properties. For example, in the process of synthesizing high-performance photoelectric materials, introducing it into the polymer chain can change the electron cloud distribution of the material, thereby improving the photoelectric conversion efficiency and fluorescence properties of the material, etc., for the manufacture of advanced organic Light Emitting Diode (OLED), solar cells and other optoelectronic devices.
Third, in the field of pesticide chemistry, 3-bromo-5-fluorobenzyl chloride also plays an important role. It can be used to synthesize pesticides with high insecticidal, bactericidal or herbicidal activities. Its special functional group structure can interact with specific biomolecules in pests, pathogens or weeds, interfering with their normal physiological metabolism, and achieving the purpose of preventing and controlling pests. For example, the synthesis of new fluorinated pesticides, with the characteristics of fluorine atoms, enhances the lipid solubility of pesticides, makes them easier to penetrate biofilms, and improves the efficacy and duration of efficacy.
What are the synthetic methods of 3-Bromo-5-fluorobenzyl chloride?
To prepare 3-bromo-5-fluorobenzyl chloride, a conventional method is used. First, 3-bromo-5-fluorotoluene is used as the starting material and obtained by halogenation reaction. In a suitable reaction bottle, put an appropriate amount of 3-bromo-5-fluorotoluene, fill it with nitrogen to drive oxygen, and add a little initiator such as azobisisobutyronitrile. Warm to the right temperature, slow down the chlorine gas, light or heat to promote the reaction. In this process, the benzyl hydrogen of toluene is substituted with chlorine to obtain 3-bromo-5-fluorobenzyl chloride. After the reaction is completed, the product is purified by distillation, extraction, column chromatography and other methods.
Second, take 3-bromo-5-fluorobenzoic acid as the starting material. First reduce it to 3-bromo-5-fluorobenzyl alcohol. A strong reducing agent such as lithium aluminum hydride can be selected to react in an inert solvent such as low temperature and anhydrous ether. When the reaction is complete, carefully quench the excess reducing agent with dilute acid. After that, convert 3-bromo-5-fluorobenzyl alcohol to 3-bromo-5-fluorobenzyl chloride. Commonly used chlorinating reagents such as thionyl chloride and phosphorus trichloride react in suitable temperatures and solvents. After the reaction is completed, the solvent is removed and the product is purified by distillation, recrystallization and other means.
In addition, 3-bromo-5-fluorobenzaldehyde can be used. First reduce it to 3-bromo-5-fluorobenzyl alcohol, the method is as above. Then 3-bromo-5-fluorobenzyl alcohol is chlorinated to 3-bromo-5-fluorobenzyl chloride, and the steps are similar to the previous method. All methods have advantages and disadvantages, and the actual operation needs to be based on factors such as raw material availability, cost, yield and purity requirements.
3-Bromo-5-fluorobenzyl chloride during storage and transportation
3-Bromo-5-fluorobenzyl chloride is a chemical commonly used in organic synthesis. When storing and transporting, many matters need to be paid more attention to to ensure safety.
First, store this product in a cool, dry and well-ventilated place. Because it is quite sensitive to heat, high temperature can easily decompose or cause chemical reactions, so it is the first thing to keep away from heat sources and fires. In addition, it needs to be stored separately from oxidizing agents, strong bases and other substances. Gein 3-bromo-5-fluorobenzyl chloride has a certain chemical activity. When it encounters an oxidizing agent, it may react violently; when it encounters a strong alkali, reactions such as hydrolysis may occur, causing it to deteriorate. Storage containers also need to be carefully selected. Corrosion-resistant materials, such as glass or specific plastic containers, should be used to prevent the container from being corroded and leaking.
As for transportation, there are also many details. Before transportation, make sure that the packaging is intact. Packaging materials must be able to effectively protect the product from external physical shocks. During transportation, temperature and humidity conditions should be strictly controlled. If the ambient humidity is too high, 3-bromo-5-fluorobenzyl chloride may react with moisture. At the same time, the transportation vehicle should also be kept clean, and no other chemicals should be left to avoid mutual contamination. Transportation personnel need to undergo professional training, familiar with the characteristics of this product and emergency treatment methods. In case of emergencies, they can respond quickly and properly to ensure the safety of the entire transportation process.
What is the market price range for 3-Bromo-5-fluorobenzyl chloride?
The market price range of 3-bromo-5-fluorobenzyl chloride is difficult to determine abruptly. Due to market transactions, its price often varies with various factors.
First, the trend of supply and demand is the key. If the industry is booming nowadays, the demand for 3-bromo-5-fluorobenzyl chloride is quite high, and the demand is too high, the price will rise; on the contrary, if there is excess capacity and oversupply, the price may decline.
Second, the price of raw materials also affects the market. The raw materials required for the preparation of 3-bromo-5-fluorobenzyl chloride, if the source is scarce, the price will be high, and the increase in this cost will eventually lead to an increase in the price of the product; if the raw materials are abundant, the price will stabilize automatically, or it may decrease.
Third, the simplicity and advanced technology are also related to the price. If the preparation method is complicated, requires expensive equipment, special reagents, or high energy consumption, the cost will be high, and the price will follow; if the process is refined, it can reduce consumption and increase efficiency, and the price may be slightly reduced.
Fourth, the state of market competition has a huge impact. If there are many people operating this product in the market, the merchants are competing for market profits, or there may be price reductions; if it is monopolized by a few merchants, the price may be controlled by them, and it is difficult to decrease.
Overall, in order to determine the exact market price range of 3-bromo-5-fluorobenzyl chloride, it is necessary to carefully consider the current supply and demand, raw material costs, preparation processes and market competition, and often conduct market inspections to obtain it. The price or fluctuation ranges from tens of yuan to hundreds of yuan per kilogram, but this is only a rough estimate. The actual price shall be subject to market conditions.