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What is the main use of 2- (Tert - Butyldimethylsilyl) -1,3 - Phenylene Bis (Trifluoromethanesulfonate)
2-%28Tert+-+Butyldimethylsilyl%29-1%2C3+-+Phenylene+Bis%28Trifluoromethanesulfonate%29, the Chinese name is often 2- (tert-butyldimethylsilyl) -1,3-phenylene bis (trifluoromethanesulfonate). This substance has a wide range of uses and is a key intermediate in the field of organic synthesis.
First, it can be used as an arylating agent when building complex organic molecular structures. Due to the high activity of the trifluoromethanesulfonate group in the molecule, it can be coupled with many nucleophiles, such as organoboronic acid and organozinc reagents, under metal catalysis, such as Suzuki-Miyaura coupling reaction and Negishi coupling reaction. In this way, carbon-carbon bonds can be efficiently constructed, which can help to synthesize a variety of organic compounds with specific structures and functions, such as the construction of complex aromatic hydrocarbon structures with potential biological activities in medicinal chemistry.
Second, the silicon group in the compound can protect the phenolic hydroxyl group. When there are many steps in organic synthesis, the phenolic hydroxyl group is prone to side reactions. After the silicon group is protected, the molecular stability can be enhanced and the premature reaction of the phenolic hydroxyl group can be avoided. After the reaction reaches a specific stage, the silicon group protection is removed under mild conditions to restore the phenolic hydroxyl activity, which provides convenience and flexibility for the design of synthetic routes.
Third, in the field of materials science, it also has applications. It can participate in the preparation of functional materials, through its reaction with other monomers, introduce special structures into polymers, endow materials with unique photoelectric properties, such as for the preparation of new organic photoelectric materials, improve the charge transport capacity and luminous efficiency of materials, and have potential value in the research and development of organic Light Emitting Diodes (OLEDs), organic solar cells and other devices.
What are the synthesis methods of 2- (Tert - Butyldimethylsilyl) -1,3 - Phenylene Bis (Trifluoromethanesulfonate)
To prepare 2- (tert-butyldimethylsilyl) -1,3-phenylenebis (trifluoromethanesulfonate), the following method is commonly followed.
First, take the appropriate starting material, that is, the 1,3-phenylene compound containing tert-butyldimethylsilyl. In a suitable reaction vessel, place it and control it to a suitable temperature and reaction environment. Slowly add a trifluoromethanesulfonylating agent, such as trifluoromethanesulfonic anhydride, and add an appropriate amount of base, such as pyridine or triethylamine, to promote the reaction. This base can be combined with the acid formed by the reaction, so that the equilibrium is shifted in the direction of the product.
When the reaction is completed, the reaction process can be closely monitored and observed by thin-layer chromatography (TLC). When the raw material point fades away and the product point is clear and no longer changes, the reaction can be regarded as nearly complete.
After the reaction is completed, pour the reaction mixture into an appropriate amount of ice water to quench the unreacted reagents. After extraction with an organic solvent, such as dichloromethane or ethyl acetate, after multiple extractions, the organic phases are combined. Dry the organic phase with anhydrous sodium sulfate to remove the moisture.
Then, the organic solvent is removed by rotary evaporation to obtain a crude product. In order to obtain pure 2- (tert-butyldimethylsilyl) -1,3-phenylenebis (trifluoromethanesulfonate), it needs to be separated and purified by column chromatography. Select a suitable silica gel column and elute with a suitable eluent, such as a solution mixed with petroleum ether and ethyl acetate in a certain proportion. Collect the fraction containing the target product and steam it again to remove the eluent to obtain a purified product for subsequent research and application.
What are the physical properties of 2- (Tert - Butyldimethylsilyl) -1,3 - Phenylene Bis (Trifluoromethanesulfonate)
2-%28Tert+-+Butyldimethylsilyl%29-1%2C3+-+Phenylene+Bis%28Trifluoromethanesulfonate%29, this is a kind of organic compound. Its physical properties are described below.
Looking at its appearance, it is often a colorless to light yellow liquid, or a white to off-white solid form, which varies depending on the synthesis conditions and purity. Whether its properties are stable or not depends on many factors. Under normal environmental conditions, it is relatively stable, but in case of hot topic, open flame or strong oxidizing agent, there is a risk of violent reaction.
On solubility, this substance exhibits good solubility in most organic solvents, such as dichloromethane, chloroform, toluene, etc. This property allows it to smoothly miscible with many organic reagents in the process of organic synthesis, creating favorable conditions for the reaction to proceed. However, in water, its solubility is not good, and its molecular structure contains hydrophobic groups, resulting in weak interaction with water molecules.
Melting point and boiling point are also important physical properties. Its melting point varies according to specific purity and crystal form, and is roughly within a specific temperature range. The boiling point reflects the temperature at which it changes from liquid to gaseous under heating conditions. Accurate determination of melting point and boiling point is of great significance for the identification, purity evaluation and optimization of reaction conditions of compounds. In terms of density, the density of this compound is also one of its characteristics. This value reflects the mass of its unit volume, which has important reference value for the calculation of dosage during experimental operation and the ratio design of the reaction system.
In summary, the physical properties of 2-%28Tert+-+Butyldimethylsilyl%29-1%2C3+-+Phenylene+Bis%28Trifluoromethanesulfonate%29, such as appearance, stability, solubility, melting point, boiling point and density, play a key role in their application in organic synthesis and related fields. Only by clarifying these properties can we better control this substance and achieve efficient organic synthesis and research.
What are the chemical properties of 2- (Tert - Butyldimethylsilyl) -1,3 - Phenylene Bis (Trifluoromethanesulfonate)
2-%28Tert+-+Butyldimethylsilyl%29-1%2C3+-+Phenylene+Bis%28Trifluoromethanesulfonate%29, this is an organic compound. It has unique chemical properties and is often used as a key reagent in the field of organic synthesis.
Looking at its structure, it contains tert-butyl dimethyl silica group. This group has a good steric resistance effect, which can protect specific functional groups in the reaction from unnecessary reaction intrusion. And it is connected with 1,3-phenylene group. This structure endows the compound with a certain rigidity and conjugate system, which affects its electron cloud distribution and reactivity. The trifluoromethanesulfonate groups at both ends bring high electrophilicity to the compound. The trifluoromethanesulfonate group is an excellent leaving group, which can easily leave in many nucleophilic substitution reactions, making the compound an active electrophilic reagent.
In organic solvents, the compound has good solubility, which facilitates its participation in homogeneous reactions. Because of its strong electrophilicity, it is easy to react with various nucleophilic reagents, such as alcohols, amines, mercaptans, etc., to form new carbon-oxygen, carbon-nitrogen, carbon-sulfur and other chemical bonds, which are of great value in the construction of complex organic molecular structures. However, due to its active chemical properties, it is necessary to pay attention to isolating water vapor and air during storage to prevent its hydrolysis or other side reactions from affecting its purity and reactivity.
Precautions for storage and transportation of 2- (Tert - Butyldimethylsilyl) -1,3 - Phenylene Bis (Trifluoromethanesulfonate)
2 - (tert-butyldimethylsilyl) - 1,3 -phenylenebis (trifluoromethanesulfonate) This material has a number of urgent precautions to be kept in mind by practitioners during storage and transportation.
First of all, storage, this compound is quite sensitive to environmental conditions. It should be stored in a cool, dry and well-ventilated place. Because the substance may be sensitive to humidity, if the environment is humid, moisture may cause adverse reactions such as hydrolysis, which will damage the chemical structure and purity. Therefore, the storage must strictly control the humidity, and a desiccant can be prepared to keep the environment dry. In addition, temperature is also critical. Excessive temperature may accelerate its chemical reaction and cause it to deteriorate. Therefore, a low temperature environment should be maintained, usually 2-8 ° C. If conditions permit, it can be refrigerated in the freezer. And it needs to be kept away from fire sources, heat sources and oxidants. Because it may be flammable or react violently with oxidants, it may pose a safety risk.
As for transportation, the first heavy packaging. Suitable packaging materials must be used to ensure that it is not damaged during transportation bumps. Commonly used glass or plastic containers should be selected according to their characteristics. If it is a glass container, it should be protected to prevent it from breaking. And the outside of the package should be clearly marked with a warning label to indicate its chemical properties and hazards. During transportation, temperature and humidity control are also essential, and professional temperature-controlled transportation equipment should be used to maintain stable temperature and humidity. At the same time, transportation personnel need to be professionally trained to be familiar with the characteristics of the substance and emergency treatment methods. In case of emergencies, they can be dealt with quickly and properly to ensure the safety of personnel and the environment.