Chemical Formula | C25H21ClFOP |
Molar Mass | 422.86 g/mol |
Appearance | Solid (usually white or off - white powder) |
Solubility In Water | Poorly soluble |
Solubility In Organic Solvents | Soluble in many organic solvents like dichloromethane, chloroform |
Melting Point | Typically in the range of 190 - 195 °C (approximate) |
Purity | Often available in high purity, e.g., 98%+ |
Cas Number | 357-07-3 |
Odor | Odorless or very faint odor |
Stability | Stable under normal conditions, but may react with strong oxidizing agents |
Chemical Formula | C25H21ClFOP |
Molar Mass | 422.86 g/mol |
Appearance | Solid |
Color | Typically white or off - white |
Solubility In Water | Poorly soluble |
Solubility In Organic Solvents | Soluble in some organic solvents like dichloromethane |
Melting Point | 188 - 192 °C |
Purity | Often available in high purity, e.g., 97%+ |
Storage Conditions | Store in a cool, dry place, protected from light |
Cas Number | 52348 - 34 - 6 |
What are the chemical properties of (4-Fluorobenzyl) (triphenyl) phosphonium chloride?
(4-Fluorobenzyl) (triphenyl) phosphonium chloride, which is an organic phosphorus salt compound. Its chemical properties are unique and valuable for investigation.
First of all, its physical properties are usually solid and relatively stable at room temperature and pressure. Looking at its solubility, it shows certain solubility characteristics in many organic solvents, such as common polar organic solvents. This is because the molecular structure has both organic groups, so it has a certain interaction with organic solvents.
When it comes to chemical activity, phosphorus atoms are located in the positive ion center, which has high reactivity. This compound can play an important role in organic synthesis reactions as a phase transfer catalyst. In the field of nucleophilic substitution reactions, it can effectively promote the progress of the reaction, because it can make the nucleophilic reagents easier to enter the organic phase, thereby accelerating the reaction rate and improving the reaction yield.
Furthermore, the fluorobenzyl part in its structure endows the molecule with a special electronic effect. The fluorine atom has a high electronegativity, which can affect the electron cloud distribution of the molecule through induction effects, and then have an effect on the reactivity and selectivity. And the triphenylphosphorus cation part is relatively large, which also affects the spatial orientation of the reaction substrate. In some reactions, it can guide the reaction to occur in a specific direction and improve the stereoselectivity of the reaction. The stability of
is also worth mentioning. Although it is stable under normal conditions, under extreme conditions such as high temperature and strong oxidizing agents, the structure may be damaged, causing chemical reactions that decompose or transform it into other products.
What are the common uses of (4-Fluorobenzyl) (triphenyl) phosphonium chloride?
(4-Fluorobenzyl) (triphenyl) phosphonium chloride is an important organic compound that is widely used in the field of organic synthesis.
First, in the phase transfer catalytic reaction, this compound has remarkable efficacy. The key role of the phase transfer catalyst is to promote the transfer of the reactant from one phase to another, thereby accelerating the reaction rate. (4-fluorobenzyl) (triphenyl) phosphonium chloride can build a bridge between the aqueous and organic phases by virtue of its unique structure, allowing the originally difficult-to-contact reactants to react effectively. For example, in the nucleophilic substitution reaction, it can transfer the nucleophilic reagent in the aqueous phase to the organic phase and react with the organic substrate, which greatly improves the reaction efficiency. This is an indispensable step in the synthesis of many complex organic compounds.
Second, (4-fluorobenzyl) (triphenyl) phosphonium chloride also plays a key role in the preparation of phosphorus ylide with special structures. Phosphorus ylide, as an important organic intermediate, is widely used in many reactions such as Wittig reaction. Using (4-fluorobenzyl) (triphenyl) phosphonium chloride as the starting material and through appropriate reaction steps, phosphorus ylide containing fluorine substituents can be prepared. This special phosphorus ylide reacts with formaldehyde, ketone and other carbonyl compounds, can accurately construct carbon-carbon double bonds, and can effectively introduce fluorine-containing functional groups, which is of great significance for the synthesis of fluorine-containing organic compounds with specific physiological activities, such as some new drug molecules or intermediates of functional materials.
Third, in the field of materials science, (4-fluorobenzyl) (triphenyl) phosphonium chloride also shows potential application value. Due to the fact that its molecular structure contains special atoms such as phosphorus and fluorine, introducing them into polymer materials or other functional materials can endow materials with unique properties, such as improving the thermal stability and flame retardancy of materials, or endowing materials with special optical and electrical properties, etc., providing new ways and options for the development of new high-performance materials.
What is the synthesis method of (4-Fluorobenzyl) (triphenyl) phosphonium chloride?
The method of synthesizing (4-fluorobenzyl) (triphenyl) phosphonium chloride has been used for a long time. The first step in the method is to prepare triphenylphosphine and 4-fluorobenzyl chloride as raw materials, which are the basis for synthesis.
In a clean reaction bottle, add triphenylphosphine and 4-fluorobenzyl chloride in an appropriate ratio. Generally speaking, the molar ratio of triphenylphosphine to 4-fluorobenzyl chloride should be carefully prepared, and it is better to be between 1:1 and 1.2:1. The appropriate ratio can make the reaction smooth, and the yield and purity of the product can be balanced. < Br >
Then, choose a suitable organic solvent, such as acetonitrile, toluene, etc., and pour it into the reaction bottle. The function of the organic solvent is to disperse the reactants evenly, which is conducive to contact and collision, and to promote the progress of the reaction; the second is to adjust the temperature and pressure of the reaction system to maintain it in a stable state.
Place the reaction bottle on the heating device and slowly heat up. The heating rate needs to be slow, so that the reaction system is gradually heated to a moderate reaction temperature. Usually, the reaction temperature should be controlled between 80 and 120 ° C. If the temperature is too high, side reactions will be easy to occur and the product will be impure; if the temperature is too low, the reaction rate will be slow and take a long time.
During the reaction, stir continuously with a stirring device. The purpose of stirring is to fully mix the reactants, so that the reaction occurs uniformly, and to avoid local overheating or overcooling, resulting in uneven reaction. After several hours of reaction, the substances in the system are gradually transformed.
After the reaction is completed, the reaction solution is cooled to room temperature. Then, an appropriate precipitant, such as ether, is added to it, so that the product (4-fluorobenzyl) (triphenyl) phosphonium chloride precipitates from the solution. The precipitated product is filtered, washed, dried, and other steps to remove its impurities and improve its purity. Finally, a pure (4-fluorobenzyl) (triphenyl) phosphonium chloride product is obtained. Although this method of synthesis is not simple, it is necessary to follow the steps and work hard to achieve satisfactory results.
In which reactions does (4-Fluorobenzyl) (triphenyl) phosphonium chloride act as a catalyst?
(4-Fluorobenzyl) (triphenyl) phosphonium chloride is often used as a phase transfer catalyst in organic synthesis. Phase transfer catalysis is a crucial method in organic synthesis, allowing the reactants to transfer and react efficiently between two phases.
This compound exhibits excellent phase transfer catalytic efficiency in many reactions due to its unique structural properties. In nucleophilic substitution reactions, such as the reaction of halogenated hydrocarbons with nucleophiles, (4-fluorobenzyl) (triphenyl) phosphonium chloride can effectively promote the transfer of nucleophiles from the aqueous or solid phase to the organic phase, greatly improving the reaction rate and yield. It can form ion pairs with nucleophiles to help them cross the two-phase interface and enter the organic phase to participate in the reaction.
In alkylation reactions, it also plays an important role in phase transfer catalysis. For example, the alkylation of alcohols or phenolic compounds can assist the transfer of alkylation reagents and substrates between different phases, making the reaction easier to occur.
In addition, in some reactions involving heterogeneous systems, such as liquid-solid or liquid-liquid heterogeneous reactions, (4-fluorobenzyl) (triphenyl) phosphonium chloride can interact with the anionic substrate by virtue of its cationic moiety, transferring the substrate to the organic phase, promoting the smooth progress of the reaction, providing convenience for organic synthesis, and enabling many originally difficult reactions to be achieved efficiently.
What are the storage conditions for (4-Fluorobenzyl) (triphenyl) phosphonium chloride?
(4-Fluorobenzyl) (triphenyl) phosphonium chloride is a chemical substance. Its storage conditions are quite important, related to its quality and stability.
This kind of substance should be placed in a cool and dry place. A cool place can avoid the disturbance of high temperature. High temperature can easily accelerate its chemical reaction, or cause the risk of decomposition and deterioration. If it is overheated, its molecular structure may be damaged, causing the chemical properties to change and the original utility to be lost.
A dry environment is also indispensable. Moisture can easily make the substance absorb moisture or cause deliquescence. Once deliquescent, it not only affects its purity, but also triggers a series of side reactions that damage its chemical properties. Therefore, in the storage place, good moisture-proof measures should be taken, such as in a sealed container.
Furthermore, this substance should be kept away from fire sources and oxidants. Its chemical activity or excitation due to fire sources can cause hazards such as combustion and explosion. The oxidant will also oxidize with (4-fluorobenzyl) (triphenyl) phosphonium chloride, changing its chemical composition and properties.
In addition, the storage area should be well ventilated. Good ventilation can disperse harmful gases that may evaporate in time to avoid accumulation, so as to prevent harm to the storage environment and personnel.
In summary, (4-fluorobenzyl) (triphenyl) phosphonium chloride should be stored in a cool, dry, non-flammable, well-ventilated and well-ventilated place to maintain its chemical stability and good quality.