3 Bromo 1 Tris Propan 2 Yl Silyl 1h Pyrrole
pyridine pyrrole pyrazine piperidine piperazine

3-bromo-1-[tris(propan-2-yl)silyl]-1H-pyrrole

    Specifications

    HS Code

    767996

    Chemical Formula C15H26BrNSi
    Molecular Weight 344.36

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    General Information
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    What are the chemical properties of 3-bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole?
    3-Bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole, Chinese name or 3-bromo-1- [tris (isopropyl) silyl] -1H-pyrrole. This material has many chemical properties, let me tell them one by one.
    In its structure, the pyrrole ring is a nitrogen-containing five-membered heterocycle and has aromatic properties. Because the lone pair electrons on the nitrogen atom participate in the conjugated system, the electron cloud density of the pyrrole ring increases, so it is more prone to electrophilic substitution. The bromine atom is attached to the 3 position of the pyrrole ring. As an electron-withdrawing group, it will affect the electron cloud distribution of the pyrrole ring, so that the reactivity is slightly different from that of the pyrrole itself.
    In the electrophilic substitution reaction, due to the electron-withdrawing induction effect of bromine, the electrophilic reagents are more inclined to attack the positions with relatively high electron cloud density on the pyrrole ring, such as the 2nd or 5th position. The tri (isopropyl) silicon group connected to the 1st position has a large volume and has a certain spatial resistance to the reaction check point, which will affect the reaction selectivity to a certain extent.
    From the perspective of stability, tri (isopropyl) silicon group can enhance the overall stability of the molecule. The difference in electronegativity between silicon atoms and carbon atoms makes the silicon-carbon bond have a certain polarity, which can affect other parts of the molecule through electronic effects. However, under certain conditions, such as strong nucleophiles or strong acids and bases, the silicon-carbon bond may break and cause molecular structure changes.
    In terms of solubility, in view of its isopropyl group containing longer carbon chains, it should have better solubility in organic solvents such as dichloromethane, chloroform, ether, etc., but poor solubility in water, because the molecule as a whole has strong hydrophobicity. When
    participates in the organic synthesis reaction, the activity of bromine atom can be used for substitution reaction to introduce other functional groups; tris (isopropyl) silicon group can be used as a protective group to protect the pyrrole nitrogen atom. After the reaction is completed, it can be removed under specific conditions.
    What are the synthesis methods of 3-bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole
    3-Bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole, that is, 3-bromo-1- (triisopropylsilyl) -1H-pyrrole, is commonly synthesized as follows:
    First, the nitrogen atom of pyrrole can be silylated and protected by pyrrole. Pyrrole reacts with triisopropylchlorosilane in an organic solvent such as dichloromethane, N, N-dimethylformamide (DMF) in the presence of suitable bases such as imidazole and triethylamine. The base can capture the proton on the pyrrole nitrogen, thereby enhancing the nucleophilicity of the nitrogen atom and attacking the silicon atom of triisopropylchlorosilane to form 1- (triisopropylsilyl) -1H-pyrrole. Subsequently, the bromination reaction is carried out under suitable reaction conditions. N-bromosuccinimide (NBS) can be selected as the bromine source. In an inert solvent such as carbon tetrachloride, under the action of light or an initiator such as benzoyl peroxide, a free radical substitution reaction occurs, and a bromine atom is introduced at the 3rd position of the pyrrole ring to obtain the target product 3-bromo-1- (triisopropylsilyl) -1H-pyrrole.
    Second, pyrrole can also be brominated first. Under low temperature conditions, pyrrole is dissolved in a suitable solvent such as ether, and a bromine ether solution is slowly added dropwise to obtain 3-bromo-1H-pyrrole. Then 3-bromo-1H-pyrrole is reacted with triisopropyl chlorosilane under the action of a base. The base can choose potassium carbonate and react in a solvent such as DMF, thereby introducing triisopropylsilyl on the nitrogen atom, and finally synthesize 3-bromo-1- (triisopropylsilyl) -1H-pyrrole. It is necessary to pay attention to the strict control of reaction conditions during the reaction process, such as temperature, reactant ratio and reaction time, in order to improve the yield and purity of the target product.
    3-Bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole is used in which fields
    3 - bromo - 1 - [tris (propan - 2 - yl) silyl] - 1H - pyrrole is an organic compound that has applications in many fields.
    In the field of organic synthesis, it can be used as a key intermediate. The bromine atom and silicon group in this compound have unique reactivity. Bromine atoms can participate in nucleophilic substitution reactions, such as reacting with nucleophiles containing nitrogen, oxygen, sulfur, etc., to form new carbon-heteroatom bonds, thereby synthesizing more complex organic molecules. The silicon group can play the role of protecting the group. Under specific reaction conditions, the nitrogen atom on the pyrrole ring can be protected to avoid overreaction. After the reaction is completed, the silicon group can be removed by suitable methods to restore the activity of the nitrogen atom. Taking the construction of polycyclic pyrrole derivatives as an example, the reaction activity of bromine atoms can be used to couple with alkynes or alkenes to build complex cyclic structures.
    In the field of materials science, this compound has also emerged. Due to the conjugation of pyrrole structural units, it can endow materials with unique electrical and optical properties. Introducing it into polymer systems is expected to prepare materials with special electrical conductivity or luminescence properties. For example, the formation of conjugated polymers containing this structural unit through polymerization may be applied to optoelectronic devices such as organic Light Emitting Diodes (OLEDs) and organic solar cells to improve the performance and efficiency of the devices.
    In the field of medicinal chemistry, 3-bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole also has potential application value. Pyrrole compounds often exhibit diverse biological activities, and this compound may be used as a lead compound for structural modification and optimization. By changing the type and position of the substituents on the pyrrole ring, the interaction between it and the biological target can be adjusted, and then new drug molecules with good pharmacological activity and low toxicity can be screened. For some specific disease-related targets, using it as the starting material, a series of derivatives can be synthesized through multi-step reaction to test their biological activity, or potential therapeutic drugs can be found.
    What are the physical properties of 3-bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole?
    3 - bromo - 1 - [tris (propan - 2 - yl) silyl] - 1H - pyrrole is an organic compound, and its physical properties are interesting, as detailed below.
    Looking at its properties, under normal circumstances, this compound is mostly colorless to pale yellow liquid, just like the first light in the morning, with a soft color. Its texture is delicate and fluidity is quite good, like a clear spring flowing in the mountains, smart and natural.
    When it comes to the melting point, although there is no exact record in ancient books, it is speculated that the melting point should be in a relatively low range. Because of the substituents and functional groups in the molecular structure, the intermolecular forces are weakened, and the lattice arrangement is not tight, so the melting point is difficult to reach a higher level.
    In terms of boiling point, according to the structure and the characteristics of similar compounds, the boiling point may be within a certain range. Because the chemical bonds in the molecule and the intermolecular forces work together to make the molecule break free from the liquid phase, the energy required is also fixed. However, the boiling point value also needs to be accurately determined by experiments to confirm.
    In terms of solubility, due to its silyl alkyl and pyrrole ring structure, it must have good solubility in common organic solvents such as dichloromethane, chloroform, and ether, just like fish getting water, which can be mutually soluble. This characteristic is derived from the principle of similarity and miscibility. The molecular structure of the organic solvent is compatible with the compound and can blend with each other.
    In terms of density, the density of water may be different. Due to the unique characteristics of its molecular composition and structure, the mass per unit volume is different, but the exact density value needs to be measured by rigorous experiments.
    In addition, the volatility of this compound may be considerable. Under certain circumstances, its molecules may quickly escape from the liquid phase and enter the gas phase. This property is also related to its intermolecular forces and boiling points.
    In summary, although no conclusive experimental data have been obtained, the physical properties of 3-bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole have been roughly inferred according to chemical principles and the properties of analogs. For accuracy, experimental investigation is required.
    What is the market price of 3-bromo-1- [tris (propan-2-yl) silyl] -1H-pyrrole?
    Today, there are 3 - bromo - 1 - [tris (propan - 2 - yl) silyl] - 1H - pyrrole, and its market is rapidly increasing. The cost of this product is affected by many factors.
    First, it is easy to achieve. If its synthesis method is complex, it requires rare raw materials and harsh parts, such as special catalysis and high cost, the cost will be high, and the market will also be low.
    Second, the amount of demand. If the demand for this product and materials is high, the supply will not be in demand, and the price will rise; on the contrary, if the demand is low, the market will also be high.
    Third, the production will be high. Large mold production is low, because of the high modulus efficiency, the cost of the product may be reduced, and the price is also easy; small mold production is low, the cost is high, and the market price is also high.
    Fourth, the raw material is low. The raw materials required for its synthesis, if the grid wave is strong, the market price of this product will also be affected. The raw materials are abundant and cheap, which is conducive to the reduction of cost; the raw materials are scarce and high, and the market is free of cost.
    Fifth, the supplier is low. Different suppliers, due to the technical, cost control, and cost strategies, also have different prices.
    Therefore, if you want to know the market of 3 - bromo - 1 - [tris (propan - 2 - yl) silyl] - 1H - pyrrole, you need to check the market price of the chemical industry and the suppliers of the chemical industry. Only by taking into account the above factors can you get a close price.