Alpha Toluenesulfonyl Fluoride
Fluoride
Alpha-toluenesulfonyl fluoride
Chemical Formula C7H7FO2S
Molar Mass 174.19 g/mol
Appearance Colorless to pale yellow liquid
Density 1.24 g/cm³
Boiling Point 226 - 228 °C
Melting Point −32 °C
Solubility In Water Reacts with water
Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform
Flash Point 106 °C
Vapor Pressure Low at room temperature
Stability Stable under normal conditions but reactive with water and strong bases
FAQ

What are the main uses of Alpha-toluenesulfonyl fluoride?

α-toluenesulfonyl fluoride is an important agent in chemistry. It is widely used in various domains.

In the field of medical research, this agent is often used as an inhibitor of serine protease. Serine protease is important in physiological processes such as coagulation, fibrinolysis, and immune response. α-toluenesulfonyl fluoride can covalently bind to the serine residue of the enzyme's activity check point to cause enzyme inactivation, so it can be used to study the function and mechanism of this enzyme in physiology and pathology, and may be used to develop new hemostatic, anticoagulant, and anti-inflammatory drugs.

In chemical biology, it can be used as a protein modification reagent. Due to its high reactivity, it can specifically react with nucleophilic groups such as hydroxyl and amino groups in proteins to achieve chemical modification of proteins. This modification can give protein novelty and work, and is quite useful in constructing protein probes and studying protein-protein interactions.

In the context of organic synthesis, α-toluenesulfonyl fluoride can be used as a sulfonation reagent. It can sulfonate substrates such as alcohols and amines to obtain compounds such as sulfonamides and sulfonates. Such products are widely used in pharmaceuticals, agrochemicals, materials and other industries. For example, some sulfonates are excellent organic solvents and reaction intermediates.

In summary, α-toluenesulfonyl fluoride is an important agent in many fields such as medicine, chemical biology, and organic synthesis. It is of great value for researchers to explore life and create various compounds in scientific research and industrial production.

Alpha-toluenesulfonyl the chemical properties of fluoride

Alpha-toluenesulfonyl fluoride (α-toluenesulfonyl fluoride) is an important compound in organic chemistry. It has many unique chemical properties.

Bear the brunt, α-toluenesulfonyl fluoride has high reactivity. This is due to the strong electron absorption of sulfonyl fluoride, which makes it easy to react with a variety of nucleophilic reagents. If it encounters alcohols, a nucleophilic substitution reaction can occur. The solitary electron of hydroxyl oxygen attacks the sulfur atom of the sulfonyl fluoride group, and the fluoride ion leaves to form a sulfonate. This reaction is often used in organic synthesis to protect alcohol hydroxyl groups or introduce sulfonate functional groups.

Furthermore, α-toluenesulfonyl fluoride can react with amines. The nitrogen atom of amine has strong nucleophilicity, which can attack the sulfur atom of the sulfonyl fluoride group, and the fluoride ions are separated to form sulfonamides. Sulfonamides are of great significance in the field of medicinal chemistry, and many drug molecules contain this structural fragment because they can enhance the stability and biological activity of drugs.

In addition, α-toluenesulfonyl fluoride is relatively stable to water. Under normal circumstances, it is not easily affected by water and quickly hydrolyzes. However, under certain conditions, such as strong acids or strong bases, hydrolysis reactions also occur. During hydrolysis, the sulfonyl fluoride group is replaced by a hydroxyl group to form α-toluenesulfonic acid and hydrogen fluoride. Alpha-toluenesulfonyl fluoride is widely used in the field of organic synthesis. Its reactivity and selective reaction to specific reagents provide an effective means for the synthesis of complex organic molecules, and it is an indispensable and important compound in organic chemistry.

What is the preparation method of Alpha-toluenesulfonyl fluoride?

The method of preparing α-toluenesulfonyl fluoride is to use toluene as the starting material. First, toluene and chlorosulfonic acid are reacted under suitable conditions. In this step, chlorosulfonic acid has strong sulfonation ability and can undergo electrophilic substitution reaction with toluene. The methyl group of toluene is an o-para-site group, and the sulfonic acid group (-SOH) in chlorosulfonic acid will mainly replace the hydrogen atom of the methyl ortho-site or para-site to generate α-toluenesulfonic acid.

During the reaction, the temperature needs to be carefully controlled, generally in a low temperature environment, to prevent overreaction or side reactions. After the reaction is completed, the product of α-toluenesulfonic acid can be obtained.

Then, the α-toluenesulfonic acid Commonly used fluorinating agents such as hydrogen fluoride pyridine, etc. This reaction process also requires strict control of reaction conditions, such as temperature, reaction time and proportion of reactants. The sulfonic acid group of α-toluenesulfonic acid reacts with the fluorine atom in the fluorinating agent, and the hydroxyl group of the sulfonic acid group is replaced by the fluorine atom to obtain α-toluenesulfonyl fluoride.

After the reaction is completed, a series of post-processing steps are required. For example, extraction is carried out with a suitable organic solvent to separate the product from the impurities in the reaction system. Afterwards, operations such as distillation and recrystallization are performed to further purify α-toluenesulfonyl fluoride to achieve the required purity standard. In this way, the pure α-toluenesulfonyl fluoride product can be obtained.

What are the precautions for Alpha-toluenesulfonyl fluoride during use?

Alpha-toluenesulfonyl fluoride (p-toluenesulfonyl fluoride) is a commonly used reagent in organic synthesis. During use, be sure to pay attention to the following numbers:

First, this substance is toxic and irritating. It may cause irritation to the eyes, skin and respiratory tract, or even damage. Therefore, when using it, strictly follow safety procedures and wear appropriate protective equipment, such as goggles, gloves and gas masks, to avoid contact with it or inhalation of its volatile gas.

Second, p-toluenesulfonyl fluoride is chemically active. It easily reacts with water to form p-toluenesulfonyl acid and hydrogen fluoride. Therefore, when storing, it must be kept dry and sealed immediately after use to avoid moisture deterioration. During the operation, try your best to avoid the presence of water in the system to prevent interfering with the reaction process or causing side reactions to occur.

Third, the reaction conditions in which the reagent participates must be strictly controlled. Factors such as reaction temperature, time and the ratio of reactants all have a significant impact on the reaction results. The reaction conditions must be carefully optimized according to the specific reaction requirements to achieve the ideal reaction effect and yield.

Fourth, after use, the waste containing p-toluenesulfonyl fluoride must be properly disposed of according to regulations. Because it is toxic, random disposal will cause pollution to the environment, so it needs to follow relevant environmental regulations and be treated harmlessly.

In conclusion, when using Alpha-toluenesulfonyl fluoride, safety is paramount, its chemical properties are fully considered, and the operation procedures are strictly standardized to achieve the intended experimental purpose and ensure the safety of personnel and the environment.

What is the market price of Alpha-toluenesulfonyl fluoride?

In today's world, it is not easy to know the market price of Alpha-toluenesulfonyl fluoride. The market situation is changing rapidly, and the price is often high or low, depending on many factors.

First, the situation of supply and demand is the main factor. If the demand for this product is strong and the supply is limited, the price will tend to be higher; conversely, if the supply exceeds the demand, the price may drop. Second, the origin and quality are also key. Produced in different origins, due to differences in process and raw materials, the quality may be different, and the price is also different. The best price is high, and the second price is low. Third, the competitive situation of the market also affects its price. If there are many merchants and the competition is fierce, it is a competition for market share, or there is a change in price.

To determine the price, when visiting many chemical material trading places, consult the merchants in the industry to compare the similarities and differences in their prices. Or you can check the chemical information platform to get the recent price trend. However, although there are many parties to explore, it is difficult to determine an exact number, because of the complex market factors, the price is constant and unpredictable. It is necessary to follow the current situation, carefully observe and judge, and get a closer price.