What are the main uses of 4-Fluorobenzenesulfonyl chloride?

4-Fluorobenzenesulfonyl chloride has a wide range of uses. In the field of organic synthesis, it is often used as a key reagent. It can react with many compounds containing active hydrogen, such as alcohols and amines, to prepare 4-fluorobenzenesulfonate esters, 4-fluorobenzenesulfonamides and other derivatives.

In pharmaceutical chemistry, 4-fluorobenzenesulfonamide compounds prepared by 4-fluorobenzenesulfonyl chloride participate in the reaction, some of which have good biological activity, or can be used as potential drug intermediates, laying the foundation for the creation of new drugs.

In the field of materials science, the products derived from 4-fluorobenzenesulfonyl chloride may impart specific properties to materials. For example, some 4-fluorobenzenesulfonate substances may improve the surface properties of materials, improve their waterproof and oil-proof properties, and are used in coatings, fabric finishing, etc.

In addition, in the field of fine chemicals, 4-fluorobenzenesulfonyl chloride is also an important raw material for the preparation of specific functional fine chemicals, which plays an important role in enriching the variety of fine chemical products and meeting the diverse industrial and living needs. In short, 4-fluorobenzenesulfonyl chloride plays an indispensable role in many chemical-related fields.

What are the physical properties of 4-Fluorobenzenesulfonyl chloride?

4-Fluorobenzenesulfonyl chloride is an organic compound with unique physical properties. Its shape is colorless to light yellow liquid, which exists stably at room temperature and pressure. Looking at its color, colorless to light yellow appearance, it can be clearly identified by the naked eye, which is its physical characteristic outside of intuition.

When talking about the boiling point, it is about 120-122 ° C (2.67kPa). The boiling point is the specific temperature at which the substance changes from liquid to gas state. This value reflects the volatilization characteristics of 4-fluorobenzenesulfonyl chloride under a specific pressure environment. The pressure is 2.67kPa, and the boiling point is in this range, indicating that it is easier to gasify at relatively low pressure. < Br >
The melting point is about -10 ° C, and the melting point is the critical temperature at which a substance changes from solid to liquid. The melting point of 4-fluorobenzenesulfonyl chloride is -10 ° C, which means that when the temperature is higher than this value, the substance gradually melts into a liquid state, revealing that it is a solid state in a low temperature environment. When it heats up to -10 ° C or more, it turns into a liquid.

The density is about 1.497g/cm ³ (20 ° C). The density is the mass of the substance per unit volume. The density at 20 ° C is this value, indicating that at this temperature, the mass of 4-fluorobenzenesulfonyl chloride per cubic centimeter is about 1.497 grams, which is related to the space and mass distribution of the substance mixed with other substances or in a specific container.

It has an irritating odor and can be smelled. This odor originates from the molecular structure and volatility. The irritating odor warns everyone to be cautious when touching, because it may cause irritating damage to the human respiratory tract, eyes and other senses.

4-fluorobenzenesulfonyl chloride is insoluble in water, but it can be miscible in most organic solvents. Water is a common polar solvent, and organic solvents have various polarities. This substance is insoluble in water, indicating that its molecular polarity is quite different from water, but it can be miscible with most organic solvents, indicating that it is compatible with the intermolecular forces of organic solvents and can be evenly dispersed in it. This solubility has a significant impact on its application in organic synthesis and other fields.

4-Fluorobenzenesulfonyl the chemical properties of chloride

4-Fluorobenzenesulfonyl chloride, its chemical properties are particularly important, let me explain in detail.

This compound has strong reactivity, and the first to bear the brunt is its hydrolytic properties. In contact with water, it reacts quickly to form 4-fluorobenzenesulfonic acid and hydrogen chloride. The mechanism of this hydrolysis reaction lies in the nucleophilic attack of the hydroxyl group in the water molecule on the sulfonyl chloride group, causing the chlorine atom to leave and forming sulfonic acid. The reaction is so intense that if placed in humid air, it can be seen slowly hydrolyzed, with a white mist of hydrogen chloride, and a pungent smell.

Furthermore, the alcoholysis reaction is also its significant property. When it meets alcohols, 4-fluorobenzenesulfonyl chloride can be alcoholyzed to form 4-fluorobenzenesulfonate and hydrogen chloride. In this reaction, the hydroxyl oxygen atom of the alcohol nucleophilic attacks the sulfur atom of the sulfonyl chloride, and then the chlorine atom is removed to obtain the sulfonate product. This reaction has a wide range of uses in organic synthesis, and can prepare a variety of sulfonate compounds with special properties.

4-fluorobenzenesulfonyl chloride can also undergo ammonolysis with amines. The nitrogen atom of amines has strong nucleophilicity and attacks the sulfur atom of the sulfonyl chloride. After the chlorine atom leaves, 4-fluorobenzenesulfonamide is formed. This product is often an important intermediate in the fields of medicine, pesticides, etc., and can be derived from many bioactive compounds.

Its chlorination characteristics cannot be ignored. Under specific conditions, the chlorine atom in 4-fluorobenzenesulfonyl chloride can participate in the chlorination reaction, introducing chlorine atoms into organic molecules, thereby changing the chemical and physical properties of the molecule and expanding its application range in organic synthesis.

4-fluorobenzenesulfonyl chloride has active chemical properties, hydrolysis, alcoholysis, aminolysis and chlorination, making it an important position in many fields such as organic synthesis and chemical production. It is a key raw material for the preparation of various fine chemicals.

What is the synthesis method of 4-Fluorobenzenesulfonyl chloride?

4-Fluorobenzenesulfonyl chloride is also a commonly used reagent in organic synthesis. There are many common methods for its synthesis.

First, 4-fluorobenzenesulfonic acid is used as the starting material. First, 4-fluorobenzenesulfonic acid is co-heated with phosphorus pentachloride. The two are combined and a substitution reaction occurs. The chlorine atom in phosphorus pentachloride is active and can replace the hydroxyl group in the sulfonic acid group. The reaction formula is roughly as follows: 4-fluorobenzenesulfonic acid + PCl → 4-fluorobenzenesulfonic acid chloride + POCl 😉 + HCl. After the reaction, the product contains 4-fluorobenzenesulfonyl chloride, phosphorus oxychloride and 4-Fluorobenzenesulfonyl chloride can be separated by distillation using the difference in boiling points of each substance. Because the boiling point of phosphorus oxychloride is lower than that of 4-fluorobenzenesulfonyl chloride, hydrogen chloride is a gas at room temperature and is easy to separate.

Second, 4-fluorobenzene is used as the starting material. First, 4-fluorobenzene is reacted with magnesium chips in anhydrous ether to make Grignard's reagent 4-fluorobenzene magnesium bromide. This Grignard reagent has strong activity and can react with sulfur dioxide gas to form 4-fluorobenzenesulfonate. After that, 4-fluorobenzenesulfonyl chloride can be obtained by treating with an appropriate chlorinating agent, such as thionyl chloride. The reaction sequence is: 4-fluorobromobenzene + Mg → 4-fluorobenzenesulfonate magnesium bromide; 4-fluorobenzenesulfonate + SOCl ² → 4-fluorobenzenesulfonyl chloride. In this synthesis path, the preparation of Grignard reagents requires an anhydrous and oxygen-free environment to prevent side reactions with water and oxygen, which affect the yield. The dosage of thionyl chloride and the reaction conditions also need to be precisely controlled to obtain a purer 4-fluorobenzenesulfonyl chloride.

There are also those who use 4-fluoroaniline as the starting material. First, 4-fluoroaniline is diazotized to obtain diazonium salts. Then the diazonium salt reacts with sodium sulfite to generate 4-fluorobenzenesulfonate sodium. Finally, 4-fluorobenzenesulfonyl chloride can be obtained by treating 4-fluorobenzenesulfonate sodium with a chlorination agent. Although this approach is a little complicated, the raw material 4-fluoroaniline is relatively easy to obtain, and the reaction conditions of each step can also be controlled. Under specific circumstances, it is also a feasible method.

What to pay attention to when storing and transporting 4-Fluorobenzenesulfonyl chloride

4-Fluorobenzenesulfonyl chloride is a chemical substance, and many matters need to be carefully paid attention to when storing and transporting.

First word storage. Because of its corrosive and reactive nature, it must be stored in a cool, dry and well-ventilated place. This can avoid its deterioration or danger due to high temperature and humidity. It should be kept away from fires and heat sources to prevent accidents. And it should be stored separately from oxidants and alkalis, because contact with them is prone to chemical reactions, resulting in safety risks. The storage place requires emergency treatment equipment and suitable containment materials. If there is a leak, it can be dealt with in time.

Secondary transportation. Before transportation, make sure that the packaging is complete and well sealed. Its packaging must be able to withstand a certain amount of external force to prevent leakage due to damage during transportation. During transportation, the means of transportation should be clean and dry, and there should be no residues that may react with it. And the transportation personnel should be familiar with its characteristics and emergency treatment methods. During transportation, it should also be protected from exposure to the sun, rain, and high temperature environments. According to relevant regulations, it should be equipped with necessary warning signs to let others know its danger.

All of these are for the storage and transportation of 4-fluorobenzenesulfonyl chloride. In this way, it is safe and safe to avoid disasters.