As a leading (E)-(2-Iodovinyl)Trimethylsilane supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
What are the main uses of (E) - (2-iodovinyl) trimethylsilane?
(E) - (2 '-iodovinyl) trimethylsilane is widely used in the field of organic synthesis.
First, it can be used as an alkenylation reagent. In many chemical reactions, it can introduce alkenyl structures to the reaction system. For example, in palladium-catalyzed cross-coupling reactions, it can be coupled with aryl halides or alkenyl halides to generate conjugated olefins with specific structures. In this reaction process, the iodine atom of (E) - (2-iodovinyl) trimethylsilane exhibits unique activity with the silicon group, and the iodine atom is easy to leave to form an intermediate. The silicon group has a significant impact on the regioselectivity and stereoselectivity of the reaction, helping to generate the target alkenylation product, providing an effective way to construct the carbon-carbon double bond structure.
Second, it can serve as a key structural fragment in the synthesis of complex natural products or drug molecules. Due to its unique double bond configuration and silicon-based properties, it can add specific spatial structure and chemical properties to the molecule. In some total synthesis work, by rationally designing the reaction steps, it is introduced into the molecular skeleton, and then the silicon group is converted or retained by subsequent reactions to achieve the construction of the target molecule, and the configuration of the double bond can be precisely controlled to meet the strict requirements of complex molecular structures for stereochemistry.
Third, it also has potential applications in the field of materials science. By introducing it into the structure of polymer materials through appropriate chemical reactions, the properties of materials can be changed. For example, improving the optical properties and thermal stability of materials. Its alkenyl structure can participate in polymerization reactions to form polymers with special properties, while the silicon group can endow materials with certain weather resistance, hydrophobicity, etc., broadening the application range of materials in different fields.
What are the physical properties of (E) - (2-iodovinyl) trimethylsilane
(E) - (2 -iodovinyl) trimethylsilane is one of the organosilicon compounds. It has unique physical properties and is related to various fields of chemical industry.
The boiling point of this substance depends on the structure and the intermolecular force. Because the silicon atom is connected with trimethyl group, and the iodine atom has a certain mass and polarity, the intermolecular force is not small, and the boiling point is moderate. However, the exact value needs to be accurately determined by experiments, which is about in the range of the boiling point of common organic solvents, or around a hundred and ten degrees Celsius.
Looking at its solubility, because trimethylsilyl is lipophilic, this substance has good solubility in common organic solvents such as dichloromethane, chloroform, ether, etc. Intermolecular forces, such as van der Waals forces, can be formed with these solvent molecules, so they can dissolve. However, in water, because its overall structure is non-polar and significant, it is difficult to form forces with water molecules, so it is almost insoluble in water.
When it comes to density, it can be seen from its atomic composition and structure arrangement that the atomic mass and spatial arrangement of silicon, carbon, hydrogen, and iodine affect the density. The large mass of iodine atoms makes the overall density higher than that of ordinary hydrocarbons, but the exact value also needs to be measured experimentally, which is about between the density of water and common halogenated hydrocarbons.
and its appearance, under normal conditions or colorless to light yellow liquid, because there is no strong chromophore such as conjugated large π bond in the molecular structure, so there is no dark color, showing a relatively light state, and has a certain volatility, can slowly dissipate in the air.
What are the chemical properties of (E) - (2-iodovinyl) trimethylsilane
(E) - (2-iodovinyl) trimethylsilane is a kind of organosilicon compound. Its chemical properties are interesting and widely used in the field of organic synthesis.
In this compound, the silicon atom is connected to the trimethyl group and is related to the (E) - 2 -iodovinyl group. The iodine atom has considerable electronegativity, and its existence changes the electron cloud density distribution of the double bond, which affects the reactivity of the molecule. Silicon-carbon bonds exhibit unique properties due to the characteristics of silicon atoms.
In terms of reactivity, the iodine atom in (E) - (2-iodovinyl) trimethylsilane can participate in nucleophilic substitution reactions. Nucleophilic reagents can attack the carbon atoms attached to iodine, causing the iodine ions to leave, thereby forming new carbon-nucleophilic bonds. In this process, although the silicon-based part is usually not directly involved in the reaction, it can affect the rate and selectivity of the reaction through electronic and spatial effects.
Furthermore, the double bond can undergo an addition reaction. Due to the electron-withdrawing effect of iodine atoms, the electron cloud of the double bond is biased towards the iodine atom, resulting in a decrease in the electron cloud density of the double bond. Compared with ordinary olefins, the activity of the electrophilic addition reaction may be different. When the electrophilic reagent attacks the double bond, the presence of the silicon group may affect the regioselectivity of the reaction.
In addition, the stability of (E) - (2-iodovinyl) trimethylsilane is also an important property. The hindrance effect of the silicon group can provide a certain stability for the molecule, so that it can be preserved under specific conditions and participate in subsequent reactions. At the same time, the silicon group can be modified or removed under appropriate conditions, providing more flexibility and strategy choices for organic synthesis. In many organic synthesis steps, this compound acts as an intermediate, and by ingeniously designing the reaction path, the construction of complex organic molecules can be achieved.
What are the synthesis methods of (E) - (2-iodovinyl) trimethylsilane
The synthesis method of (E) - (2-iodovinyl) trimethylsilane is an important subject in organic synthetic chemistry. There are several common methods for preparing this compound.
One can be started from alkynes. First take the alkynes containing trimethylsilyl and make them react with an appropriate amount of iodizing reagents. In this reaction, the addition of iodizing reagents to alkynes requires fine regulation of reaction conditions such as temperature, solvent and catalyst. If the temperature is too high, the product or side reactions will cause poor purity; if the temperature is too low, the reaction rate will be slow and time-consuming. The selected solvent also needs to be compatible with the reactants and reagents without adverse interference to the reaction. A suitable catalyst can accelerate the reaction process and increase the yield. This approach can selectively generate (E) - (2-iodovinyl) trimethylsilane, and the key lies in the precise control of each element of the reaction.
Second, halogenated olefins are used as raw materials. Select a suitable halogenated olefin and make it react with trimethylsilylating reagents under specific conditions. During the reaction, trimethylsilyl replaces halogen atoms in halogenated olefins to form the target product. This process also requires attention to the reaction conditions, such as the pH of the reaction system, peracid or perbase may affect the reaction direction and product purity. At the same time, the proportion of reactants is also crucial, improper ratio, or reduced yield.
Third, the transition metal catalytic synthesis method is used. Transition metals are used as catalysts, with suitable ligands, to catalyze the reaction of silicon-containing reagents with iodine-containing vinyl precursors. Transition metal catalysts can effectively activate the reactants, reduce the activation energy of the reaction, and promote the efficient progress of the reaction. However, such methods require quite high catalysts and ligands, and careful screening is required to achieve the ideal reaction effect and obtain high-purity (E) - (2-iodovinyl) trimethylsilane.
(E) - (2-iodovinyl) trimethylsilane during storage and transportation
(E) - (2-Iodovinyl) trimethylsilane requires attention during storage and transportation. This compound has certain chemical activity and is quite sensitive to environmental factors. When storing, the first temperature and humidity should be controlled. It should be placed in a cool, dry and well-ventilated place to prevent it from decomposing due to excessive temperature or deteriorating due to excessive humidity. The temperature should usually be maintained in a specific low temperature range, such as 0-10 degrees Celsius, and it must be kept away from heat and ignition sources. Dangerous chemical reactions may be caused due to heat or open fire.
Furthermore, its packaging should be tightly sealed. Packaging containers of suitable materials, such as glass or specific plastic materials, should be selected to ensure that they can effectively block air and moisture. During transportation, vibration and collision must also be prevented. Due to vibration or collision or damage to the packaging, the material leaks. And the transportation environment should also be kept stable, and the temperature fluctuation should not be too large.
In addition, (E) - (2-iodovinyl) trimethylsilane may have certain toxicity and irritation. Operators and transportation personnel should take protective measures, such as wearing appropriate protective gloves, goggles and protective clothing, to prevent contact and injury. In storage and transportation places, warning signs are also indispensable, so that personnel can know the latent risk, act cautiously, and ensure the safety of storage and transportation.