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What is the main use of 4-nitrobenzenesulfonic acid 2,3,4,5,6-pentafluorophenyl ester?
2, 3, 4, 5, 6-pentafluorophenyl 4-hydroxy-ethylbenzene sulfonate is an important intermediate in organic synthesis. In the field of medicinal chemistry, it can be used as a key building block to construct molecular structures with specific biological activities. In the creation of new antibacterial and anticancer drugs, by cleverly splicing fragments containing this ester, the drug may be endowed with better pharmacological properties and targeting.
In the field of materials science, this compound can participate in the preparation of functional polymer materials. Its unique chemical structure may endow materials with special properties such as photoelectricity and ion conduction. For example, introducing it into the polymer skeleton may be expected to prepare smart materials that respond selectively to specific ions, showing practical value in sensors, separation membranes, etc.
In addition, 4-hydroxybenzenesulfonic acid 2,3,4,5,6-pentafluorophenyl ester is often used as an active reagent in organic synthesis methodology research. With its active reactivity, it can participate in a variety of organic reactions, such as nucleophilic substitution, esterification, etc., providing novel and efficient strategies for the construction of organic molecules. It is of great significance in many branches of organic synthetic chemistry and plays a significant role in promoting the development of related disciplines.
What are the physical properties of 4-nitrobenzenesulfonic acid 2,3,4,5,6-pentafluorophenyl ester
4-Hydroxybenzaldehyde 2,3,4,5,6-pentafluorobenzonitrile is an important compound in organic chemistry. The physical properties of the two have their own characteristics, as follows:
Let's talk about 4-hydroxybenzaldehyde first. It is white to light yellow crystalline powder at room temperature, with a special aromatic smell. The melting point is about 116-118 ° C, and the boiling point is 240.9 ° C. It is slightly soluble in cold water, but easily soluble in hot water, ethanol, ether, acetone and other organic solvents. This is because the intramolecular hydroxyl group and aldehyde group can form hydrogen bonds with water molecules, but its hydrocarbon structure limits the solubility in water. The melting point and boiling point are relatively high due to the existence of hydrogen bonds between molecules.
Let's talk about 2,3,4,5,6-pentafluorobenzonitrile. Normally, it is a colorless to light yellow liquid with a pungent odor. The melting point is about -20 ° C, and the boiling point is 185-186 ° C. It is insoluble in water and soluble in common organic solvents such as dichloromethane, chloroform, toluene, etc. Because its molecules contain strong electronegative fluorine atoms and cyanos, the molecular polarity is large. However, due to the large number of fluorine atoms, the spatial resistance between fluorine atoms and the repulsion of electron clouds make its boiling point not too high due to the large increase in polarity.
The difference in physical properties between the two is due to the atomic composition, connection mode and functional group characteristics in the molecular structure. These properties are of great significance in the fields of organic synthesis, medicinal chemistry, and materials science, providing a basis for the separation, purification, and selection of reaction conditions of compounds.
What are the chemical properties of 4-nitrobenzenesulfonic acid 2,3,4,5,6-pentafluorophenyl ester
4-Aminobenzoic acid 2,3,4,5,6-pentafluorophenyl ester, which has a variety of chemical properties. It has ester properties and can be hydrolyzed in water under acid-base catalysis. When catalyzed by acid, 4-aminobenzoic acid and 2,3,4,5,6-pentafluorophenol are produced; alkali catalyzed hydrolysis is more thorough and rapid, and the products are 4-aminobenzoate and 2,3,4,5,6-pentafluorophenol.
Because of its fluorine atom, the molecule has high stability and low polarity. Fluorine atoms have strong electronegativity and high C-F bond energy, which makes the compound more stable to heat, chemical reagents and light. Low polarity makes it soluble in organic solvents and insoluble in water. The amino group in the 4-aminobenzoic acid part is alkaline and can react with acids to form salts, enhancing solubility in water. This property can be used to separate, purify and prepare related derivatives. At the same time, amino groups can undergo nucleophilic substitution, acylation and other reactions. Such as reacting with acid chloride to form amides, changing the physical and chemical properties of compounds, it is widely used in the field of drug synthesis and materials science.
From the perspective of aromatic rings, it can undergo electrophilic substitution reactions. Due to the increase in the density of the electron cloud of the amino power supply, the benzene ring is more susceptible to attack by electrophilic reagents, which mainly occurs in the amino o-para-position.
In summary, 4-aminobenzoic acid 2, 3, 4, 5, 6-pentafluorobenzene ester has a unique structure and a variety of chemical properties, which shows potential application value in organic synthesis, medicine, materials and other fields, providing rich possibilities for chemical research and industrial production.
What is the synthesis method of 4-nitrobenzenesulfonic acid 2,3,4,5,6-pentafluorophenyl ester?
To prepare 4-hydroxyphenylacetaldehyde 2,3,4,5,6-pentafluorobenzoate, the following method can be used.
Take 4-hydroxyphenylacetaldehyde first, and react it with appropriate protective reagents such as tert-butyl dimethylchlorosilane (TBDMSCl) and organic bases such as imidazole in anhydrous organic solvents such as dichloromethane under low temperature stirring conditions to protect the hydroxyl groups and generate corresponding silicon ether protection products. This step is designed to avoid the interference of hydroxyl groups in the subsequent reaction.
Take 2,3,4,5,6-pentafluorobenzoic acid and react it with dichlorosulfoxide under heated reflux conditions to convert the carboxyl group into an acyl chloride, that is, 2,3,4,5,6-pentafluorobenzoyl chloride. This acid chloride has high activity and is convenient for subsequent esterification reactions.
The silicon ether-protected 4-hydroxyphenylacetaldehyde and 2,3,4,5,6-pentafluorobenzoyl chloride are stirred at low temperature in the presence of an organic base such as triethylamine in an organic solvent such as anhydrous dichloromethane to realize the esterification process and generate 4 - (tert-butyldimethylsiloxy) phenylacetaldehyde 2,3,4,5,6-pentafluorobenzoate.
Finally, the product is stirred in an appropriate amount of tetrahydrofuran solution of tetrabutylammonium fluoride (TBAF) at room temperature to remove the silicon ether protection group, and the target product 4-hydroxyphenylacetaldehyde 2,3,4,5,6-pentafluorobenzoate can be obtained. After the reaction is completed, the pure product can be obtained by conventional separation and purification methods such as extraction, washing, drying, column chromatography, etc. The whole process should pay attention to the control of reaction conditions to ensure the smooth reaction and product purity.
What are the precautions for 4-nitrobenzenesulfonic acid 2,3,4,5,6-pentafluorophenyl ester during storage and transportation?
4-Hydroxybenzaldehyde 2,3,4,5,6-pentafluorobenzonitrile must pay attention to the following things during storage and transportation:
First, the control of temperature and humidity. These two have a great impact on the stability of such compounds. If the temperature is too high, it may cause chemical reactions or even decomposition and deterioration; if the humidity is too high, it is easy to make it damp and change the physical and chemical properties. Therefore, it should be stored in a cool and dry place. Usually, the temperature should be maintained at 5 ° C - 25 ° C, and the relative humidity should be 40% - 60%.
Second, anti-oxidation measures. 4-Hydroxybenzaldehyde has certain reducing properties and is easily oxidized in the air. During transportation and storage, inert gases, such as nitrogen, can be filled to isolate oxygen and delay the oxidation process. Packaging should also be well sealed to avoid excessive contact with air.
Third, to prevent the harm of light. Light or lead to luminescent chemical reactions, resulting in changes in the structure of the substance. Therefore, dark packaging materials should be used, such as brown bottles or black plastic bags, stored in a dark place, away from direct sunlight.
Fourth, the need for classified storage. Both of these are chemical substances, and they need to be stored in categories with other chemicals, especially avoid mixing with acids, alkalis and other substances that can react with them to prevent accidents.
Fifth, the importance of transportation safety. During transportation, it is necessary to ensure that the packaging is intact to avoid collisions and vibrations to prevent leakage. Transportation vehicles should also be equipped with corresponding emergency treatment equipment and protective equipment, so that in the event of leakage, they can respond in time.
In summary, when storing and transporting 4-hydroxybenzaldehyde 2, 3, 4, 5, 6-pentafluorobenzonitrile, the temperature and humidity, oxidation, light, classification and transportation safety should not be taken lightly to ensure its quality and safety.