3-bromo-1-[tris(1-methylethyl)silyl]-1H-pyrrole

3-Bromo-1- [tris (1-methylethyl) silyl] -1H-pyrrole, an organic compound containing bromine atom and triisopropyl silyl group, attached to the pyrrole ring nitrogen atom. Its chemical properties are unique and closely related to the structure.
In this compound, the bromine atom has strong electronegativity, which makes the C-Br bond polar. Because the bromine atom absorbs electrons, the density of the ortho-electron cloud decreases, which is easy to cause nucleophilic substitution reactions. Nucleophilic reagents can replace bromine atoms according to SN1 or SN2 mechanisms to form new carbon-heteroatom bonds, which are used in organic synthesis and increase molecular complexity.
Triisopropylsilyl is a large volume protecting group, which is attached to nitrogen atoms, which can hinder the nucleophilicity of pyrrole ring nitrogen atoms and protect nitrogen atoms from reacting with electrophilic reagents. In multi-step synthesis, unnecessary reactions of nitrogen atoms can be avoided to synthesize complex pyrrole derivatives. At the same time, triisopropylsilyl has hydrophobicity, which affects the solubility and physical properties of compounds. It has excellent solubility in organic solvents and can assist in separation and purification.
Pyrrole ring is an electron-rich five-membered heterocyclic ring, which has aromatic properties and can undergo electrophilic substitution reactions. Due to the conjugation effect of nitrogen atoms to electrons, the electron cloud density on the ring increases, and the electrophilic reagents easily attack the pyrrole ring α position. However, the activity and selectivity of the electrophilic substitution reaction vary due to the electron absorption between the triisopropylsilyl group and the bromine atom.
3-bromo-1- [tris (1-methylethyl) silyl] -1H-pyrrole is rich in chemical properties due to the synergy of bromine atom, triisopropylsilyl group and pyrrole ring. It is an important intermediate in organic synthesis and has wide application prospects in pharmaceutical chemistry, materials science and other fields.

3-Bromo-1- [tris (1-methylethyl) silyl] -1H-pyrrole, that is, 3-bromo-1- (tri-tert-butylsilyl) -1H-pyrrole, is synthesized as follows:
The starting material can be selected as pyrrole. First, the nitrogen atom of pyrrole needs to be silylated for protection. The pyrrole is dissolved in a suitable organic solvent, such as anhydrous tetrahydrofuran. Under the protection of low temperature (such as ice bath conditions, about 0 ° C) and inert gas (such as nitrogen), the solution containing tri-tert-butyl chlorosilane (TBSCl) is slowly added dropwise, and an organic base, such as imidazole or triethylamine, is added at the same time to promote the reaction. The chemical equation for this step of the reaction is: pyrrole + TBSCl + base → 1 - (tri-tert-butyl silyl) - 1H - pyrrole + base hydrochloride. During the reaction process, the reaction process needs to be continuously stirred, and the reaction progress needs to be monitored by thin layer chromatography (TLC). After the basic reaction of the raw material pyrrole is The resulting 1- (tri-tert-butylsilyl) -1H-pyrrole solution is warmed to a suitable temperature (e.g. room temperature), a brominating agent such as N-bromosuccinimide (NBS) is added, and an initiator such as benzoyl peroxide (BPO) is added. This reaction uses free radical mechanism, NBS generates bromine radical under the action of initiator, and then reacts with the 3-position of 1- (tri-tert-butylsilyl) -1H-pyrrole to generate the target product 3-bromo-1- (tri-tert-butylsilyl) -1H-pyrrole. The reaction process also needs to be stirred and monitored by TLC. After the reaction, the reaction solution is post-treated.
The post-processing steps include: first adding an appropriate amount of water to the reaction solution, quenching the unreacted reagents, then extracting with an organic solvent (such as dichloromethane), combining the organic phases, and washing them with saturated sodium bicarbonate solution and water in turn to remove impurities. The organic phase is then dried with anhydrous sodium sulfate, the desiccant is filtered off, and the organic solvent is removed by vacuum distillation. Finally, the product is separated and purified by column chromatography to obtain high-purity 3-bromo-1- (tri-tert-butylsilyl) -1H-pyrrole.

3-Bromo-1- [tris (1-methylethyl) silyl] -1H-pyrrole, or 3-bromo-1- [tris (isopropyl) silyl] -1H-pyrrole, is widely used.
In the field of organic synthesis, it is often used as a key intermediate. Due to the presence of both bromine atoms and silicon functional groups in the molecular structure, both are highly reactive. Bromine atoms can participate in many classical reactions, such as Suzuki coupling reaction, which can be coupled with aryl boric acid compounds under the action of palladium catalyst to realize the construction of carbon-carbon bonds, thereby expanding the molecular skeleton and laying the foundation for the synthesis of complex organic structures. It can also participate in nucleophilic substitution reactions, which are attacked by various nucleophiles and introduce other functional groups to enrich the diversity of molecules. The silicon group can be removed under specific conditions to create an opportunity for subsequent reactions, or play a certain protective role in the pyrrole ring during the reaction, so that the reaction selectively occurs at other check points.
In the field of materials science, 3-bromo-1- [tri (isopropyl) silicon] -1H-pyrrole can be converted into functional materials through a series of reactions. The pyrrole structure itself has certain conjugate properties, and after the introduction of specific substituents, it can regulate the electrical and optical properties of the material. For example, through polymerization, it may be able to prepare conductive polymer materials, which have potential applications in organic electronic devices, such as organic field effect transistors, organic Light Emitting Diodes, etc., to improve the performance of the device, and to improve its photoelectric conversion efficiency and stability.
In addition, in medicinal chemistry research, such nitrogen-containing heterocyclic compounds may have potential biological activities. By modifying their structures, exploring the interaction with biological targets, or discovering new lead compounds, providing direction for the development of new drugs. Scientists can optimize the pharmacokinetic properties of compounds by changing the surrounding substituents of bromine atoms and adjusting the structure of silicon groups, such as improving their solubility and permeability, and enhancing their affinity with targets, so as to develop drugs with more curative effects and lower toxic and side effects.

I look at you and ask, but I am inquiring about the market price of 3 - bromo - 1 - [tris (1 - methylethyl) silyl] - 1H - pyrrole. However, the price of this product is difficult to say in a word. Its price is affected by many factors, just like the situation changes and is elusive.
The first to bear the brunt is the cost of raw materials. The price of raw materials for preparing this compound may fluctuate due to different origins, alternating seasons, and changes in supply and demand. If raw materials are scarce, the price will rise; if raw materials are abundant, the price will stabilize or fall.
Furthermore, the difficulty of the preparation process also affects the price. If the synthesis method is complicated, requires superb skills and expensive equipment, and there are a lot of losses in the process, the cost will increase greatly, and the price will also be high.
The state of market supply and demand is also the key. If many merchants want to buy this compound, but the supply is limited, just like the trend of water, the price will rise; on the contrary, if the supply exceeds the demand, the price will be at risk of falling.
In addition, brand and quality also affect the price. Produced by well-known large factories, with high quality and strict testing, its price may be higher than that of ordinary manufacturers.
There are transportation and storage factors. If this compound requires special conditions for transportation and storage, such as low temperature, moisture resistance, anti-oxidation, etc., its cost will also be reflected in the price.
To know the exact price, you can visit the chemical product trading platform, consult suppliers, or refer to relevant industry reports. However, the market is volatile and prices change rapidly. Only real-time exploration can obtain a more accurate price.

3 - bromo - 1 - [tris (1 - methylethyl) silyl] - 1H - pyrrole is an organic compound. During storage and transportation, the following things must be paid attention to.
First words storage. This compound is quite sensitive to environmental factors and should be placed in a cool and dry place. Because moisture can easily cause adverse reactions such as hydrolysis, which can damage the chemical structure and purity. Temperature also needs to be strictly controlled. Excessive temperature may cause decomposition. Too low temperature may change the state of the substance and affect subsequent use, so it is appropriate to store at room temperature or slightly lower temperature. And make sure that the storage container is well sealed to prevent contact with air. Oxygen, water vapor, etc. in the air may react chemically with the compound, such as oxidation reactions, resulting in deterioration.
As for transportation, it should not be ignored. It is necessary to select suitable packaging materials according to their chemical properties. The packaging must be sturdy and durable, able to withstand bumps and collisions during transportation, and prevent compound leakage caused by container damage. During transportation, it is also necessary to maintain suitable temperature and humidity conditions to avoid extreme environments. In addition, because of its possible chemical hazards, it is necessary to follow relevant regulations and safety standards during transportation to ensure that transportation personnel are aware of its characteristics and emergency treatment methods, so as to prevent accidents from occurring and ensure the safety of personnel and the environment from being polluted. In this way, the purpose of safe storage and transportation can be achieved.