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What is the chemical structure of N- (TRIISOPROPYLSILYL) -3,4-DIBROMOPYRROLE?
N- (triisopropylsilyl) -3,4-dibromopyrrole has a unique chemical structure. In this compound, the pyrrole ring is the basic structure, and the pyrrole is a five-membered nitrogen-containing heterocyclic ring, which is aromatic. At the 3rd and 4th positions of the pyrrole ring, one bromine atom is connected each. Bromine atoms and halogen elements are also highly electronegative and have a strong electron-absorbing effect, which can significantly affect the electron cloud distribution and chemical activity of the pyrrole ring. Furthermore, the nitrogen atom is connected by triisopropylsilyl. Triisopropylsilyl is connected to the silicon atom with three isopropyl groups, which is bulky and has a huge steric resistance effect. Its introduction can increase the steric resistance of molecules, which can affect the selectivity and rate of reactions in chemical reactions. Moreover, the silicon atom is connected to the nitrogen atom, and the difference in electronegativity between the two will also affect the electron cloud density of the nitrogen atom, which in turn affects the chemical properties of the pyrrole ring as a whole. With this structure, N- (triisopropylsilyl) -3,4-dibromopyrrole shows unique reactivity and application potential in organic synthesis and other fields.
What are the main uses of N- (TRIISOPROPYLSILYL) -3,4-DIBROMOPYRROLE?
N- (triisopropylsilyl) -3,4 -dibromopyrrole, which is an important raw material for organic synthesis, is widely used in many fields.
First, in the field of medicinal chemistry, it is often used as a key intermediate. The construction of many drug molecules requires the use of its unique structure and a series of chemical reactions to introduce specific functional groups, and then build a molecular framework with specific pharmacological activities. For example, when developing some anti-tumor drugs, this is used as a starting material, and through multi-step reactions, compounds with high affinity to specific targets in tumor cells are synthesized, providing the possibility for the creation of new drugs.
Second, in the field of materials science, it also has important uses. Through the reactions it participates in, organic materials with unique properties can be prepared. For example, in the synthesis of organic optoelectronic materials, it can be used to polymerize with other monomers to endow materials with special photoelectric properties, such as good fluorescence emission characteristics or carrier transport ability, for the manufacture of organic Light Emitting Diodes (OLEDs), solar cells and other optoelectronic devices.
Third, in the study of organic synthesis methodologies, N - (triisopropylsilyl) -3,4 - dibromopyrrole is used as a reaction substrate, which is helpful to explore novel reaction pathways and mechanisms. Chemists can use it to carry out various reactions, such as coupling reactions, cyclization reactions, etc., to develop new methods and strategies for organic synthetic chemistry, and to enrich the synthesis methods and pathways of organic compounds.
What are the synthesis methods of N- (TRIISOPROPYLSILYL) -3,4-DIBROMOPYRROLE?
To prepare N- (triisopropylsilyl) -3,4 -dibromopyrrole, there are two common methods.
One is to use pyrrole as the starting material. First, pyrrole and triisopropylchlorosilane are silylated in a suitable solvent such as dichloromethane in an alkali such as triethylamine. The base can take hydrogen from pyrrole nitrogen and promote it to bond with triisopropylchlorosilane to obtain N- (triisopropylsilyl) pyrrole. After that, this product is reacted with bromine under an ice bath in an inert solvent such as carbon tetrachloride. Bromine selects a site to attack the 3,4 positions of the pyrrole ring, and then forms N- (triisopropylsilyl) -3,4-dibromo pyrrole. In this way, during silylation, temperature control and alkali content are crucial to prevent side reactions. During bromination, low temperature can reduce unnecessary substitution.
The second is to use 3,4-dibromo pyrrole as a raw material. It reacts with triisopropyl chlorosilane, also under alkali catalysis, in a suitable solvent. In this reaction, the type and amount of base, and the properties of the solvent all affect the yield and purity. Choose a strong base, or cause damage to the pyrrole ring; weak base, or slow reaction. Suitable solvents have good solubility to raw materials and products, and do not interact with reactants.
These two methods have their own advantages and disadvantages. In actual preparation, it is necessary to weigh the availability of raw materials, cost, product purity and many other factors.
What are the physical properties of N- (TRIISOPROPYLSILYL) -3,4-DIBROMOPYRROLE?
N- (triisopropylsilyl) -3,4 -dibromopyrrole is an important compound in organic chemistry. Its physical properties are quite unique and are described in detail below.
Looking at its appearance, under room temperature and pressure, this substance is usually in a solid state. Its color may be white to light yellow powder. The appearance of this color is related to the distribution of electron clouds within the molecule and the interaction between atoms. Due to the electron transition properties of bromine-containing atoms, its color is exhibited.
When it comes to melting point, N- (triisopropylsilyl) -3,4 -dibromopyrrole has a specific melting point range. Generally speaking, its melting point is about a certain range, which is determined by the interaction between molecules. The Van der Waals force and hydrogen bonding between molecules enable the molecule to overcome this force at a specific temperature, and then change from a solid state to a liquid state.
Furthermore, its solubility is also a key physical property. In organic solvents, such as common tetrahydrofuran, dichloromethane, etc., this compound exhibits good solubility. This is because the molecular structure of these organic solvents and the molecules of N- (triisopropylsilyl) -3,4-dibromopyrrole can form similar interactions, such as the matching of Van der Waals forces, which follow the principle of "similar compatibility". However, in water, its solubility is extremely low, due to the strong hydrogen bonding between water molecules, and it is difficult to form an effective interaction between this compound and water molecules, so it is not easily soluble in water.
In addition, the density of this compound also has its own characteristics. Its density is different from that of common organic solvents, which is closely related to the relative mass of the molecule and the way the molecule is stacked. The relative mass of the bromine atom in the molecule is relatively large, and the spatial structure of the triisopropylsilyl group affects the molecular stacking, thereby determining the value of its density.
In summary, the physical properties of N- (triisopropylsilyl) -3,4-dibromopyrrole, such as appearance, melting point, solubility and density, are determined by its molecular structure, and have an important impact on its application in organic synthesis and other fields.
N- (TRIISOPROPYLSILYL) -3,4-DIBROMOPYRROLE What are the precautions during storage and transportation?
N- (triisopropylsilyl) -3,4-dibromopyrronine organic compounds, when storing and transporting, many matters must be paid attention to.
Choice of the first storage environment. It should be placed in a cool, dry and well-ventilated place, away from fire and heat sources. This compound may be sensitive to heat, and it is easy to decompose or other chemical reactions when heated, which will damage quality and stability. Because it contains bromine atoms, or it may be corrosive to a certain extent, humid environments can accelerate its corrosion process, so it is crucial to keep it dry.
Furthermore, make sure that the container is sealed when storing. On the one hand, it prevents it from coming into contact with oxygen, moisture and other components in the air, triggering reactions such as oxidation or hydrolysis; on the other hand, it avoids its volatilization and escape, polluting the environment, and preventing the concentration change due to volatilization, which affects subsequent use.
The transportation process should also not be underestimated. Suitable transportation methods and packaging materials should be selected according to its hazard characteristics. In view of its chemical properties, or it is classified as a hazardous chemical, relevant regulations and standards must be followed when transporting. Packaging must be sturdy to prevent damage to the container due to collision and vibration during transportation, and leakage of materials.
In addition, whether it is storage or transportation, its name, nature, hazard warning and other information must be clearly marked. So that relevant personnel can clarify its characteristics and take appropriate protective measures during operation, such as wearing protective gloves, goggles, etc., to avoid direct contact and ensure personal safety.