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What are the main uses of (E) -2- (2-Nitroethenyl) Thiophene?
(E) 2- (2-nitrovinyl) thiophene is an important compound in the field of organic synthesis, and its main uses are widely described as follows:
First, in the field of medicinal chemistry, this compound can be used as a key intermediate. Due to the special structure of thiophene ring and nitrovinyl group, it is endowed with potential biological activity. By structural modification and derivatization of it, new drug molecules with specific pharmacological activities can be created. For example, anti-tumor, antiviral or antibacterial drugs can be developed by carefully designing structures that fit certain disease-related targets.
Second, in the field of materials science, (E) 2- (2-nitrovinyl) thiophene also has important applications. Because its structure contains a conjugated system, it has unique photoelectric properties. It can be applied to organic optoelectronic devices, such as organic Light Emitting Diode (OLED), organic solar cells, etc. In OLEDs, it can be used as a luminescent material to achieve efficient electron-hole recombination and luminescence process with its own conjugate structure; in organic solar cells, it can participate in the absorption of light and charge transport, and improve the photoelectric conversion efficiency of batteries.
Third, as an important building block for organic synthesis, the double bond of (E) -2- (2-nitrovinyl) thiophene can react with thiophene rings in a variety of ways. For example, through the addition reaction of double bonds, different functional groups can be introduced to expand the complexity of molecular structures; thiophene rings can also participate in reactions such as electrophilic substitution, providing a foundation for the construction of more complex organic molecular structures and assisting in the synthesis of a series of organic compounds with special structures and properties.
What are the physical properties of (E) -2- (2-Nitroethenyl) Thiophene?
(E) - 2 - (2 - nitrovinyl) thiophene, this is an organic compound with unique physical properties and is very important in the field of chemistry.
Looking at its properties, at room temperature and pressure, it is mostly in a light yellow to orange solid state, which is easy to store and operate. And its melting point is suitable, about [X] ° C. The characteristics of the melting point are of great significance for the identification and purity judgment of compounds.
When it comes to solubility, it shows good solubility in organic solvents such as dichloromethane, chloroform, and toluene. This property makes it possible to choose a suitable solvent during the organic synthesis process to create an excellent environment for the reaction and promote the smooth progress of the reaction. However, in water, its solubility is poor. Due to the large proportion of hydrophobic groups in the molecular structure of the compound, the interaction between it and water molecules is weak.
Furthermore, the density of (E) -2- (2-nitrovinyl) thiophene is about [X] g/cm ³, which is related to its dosage in practical applications and the proportion when mixed with other substances. And it has a certain volatility. Although the volatility is not strong, it should also be taken care to prevent it in a poorly ventilated environment to avoid the accumulation of latent risks.
Its stability can be maintained relatively stable under conventional conditions. However, under certain conditions such as high temperature and strong oxidizing agent, the structure may change, and a chemical reaction occurs, which affects its properties and uses. Therefore, when storing and using, avoid such unfavorable conditions.
In addition, the compound has certain optical properties, and under specific wavelengths of light, it may have special light absorption and emission phenomena, laying the foundation for its application in optical materials and other fields.
What are the chemical properties of (E) -2- (2-Nitroethenyl) Thiophene
(E) - 2 - (2 - nitrovinyl) thiophene, an organic compound, has many unique chemical properties.
First, it has the activity of unsaturated double bonds. The carbon-carbon double bond in its molecule shows a special state of electron cloud distribution due to conjugation with the thiophene ring and nitro group. Then it is prone to addition reactions, such as electrophilic addition. Taking hydrogen halide as an example, the protons of hydrogen halide will first combine with the carbon-carbon double bond to form a carbon positive ion intermediate, and then the halogen ion will combine with it to form an addition product. The regioselectivity of this addition reaction is affected by the electronic effect of the conjugate system and the substituent group.
Second, the characteristics of nitro are remarkable. Nitro is a strong electron-absorbing group, which reduces the electron cloud density of the thiophene ring, decreases its electrophilic substitution activity, and the localization effect is obvious. In the electrophilic substitution reaction, the newly introduced group will mostly enter the position between the thiophene ring and the nitro group. At the same time, the nitro group can participate in the reduction reaction. Under the action of appropriate reducing agents, the nitro group can be gradually reduced to nitroso, hydroxylamine group, and finally reduced to amino group, and various compounds containing nitrogen functional groups can be derived.
Third, the stabilization of the conjugated system. The conjugated system of this compound reduces the molecular energy and enhances the stability. This conjugated structure also endows it with unique spectral properties, with specific absorption peaks in the ultraviolet-visible spectrum, which can be used for identification and quantitative analysis.
Fourth, the properties of thiophene rings. Thiophene rings are aromatic and can undergo typical reactions of aromatic compounds, such as electrophilic substitution. However, due to the influence of other groups in (E) -2- (2-nitrovinyl) thiophene molecules, their reactivity is different from that of thiophene.
What are the synthesis methods of (E) -2- (2-Nitroethenyl) Thiophene?
The synthesis method of (E) - 2 - (2 - nitrovinyl) thiophene is not directly described in the classic "Tiangong Kaiwu", but it can be inferred from the ancient chemical process thinking and the preparation of similar compounds.
To make this product, Kesi uses thiophene as the base and adds nitrovinyl. Among the ancient methods, there is a method of nucleophilic substitution to increase its functional group. Take thiophene first, in a suitable solvent, with mild alkali solution to enhance the activity of thiophene. Then find a suitable nitro vinylation reagent, such as halogenated nitrovinyl and the like. At a suitable temperature and time, the two interact, the halogen atom leaves, and the nitrovinyl nucleophilic replaces the hydrogen atom on the thiophene to obtain (E) -2- (2-nitrovinyl) thiophene.
Or take the method of addition. First, the thiophene has an appropriate double bond activation, or the power of a metal catalyst. At the same time, an unsaturated product containing nitro groups is prepared, which can be added to the activated thiophene under specific conditions. Control the reaction conditions, such as temperature, pressure, catalyst type and dosage, so that the reaction proceeds in the direction of generating the target product, and the (E) isomer is obtained as much as possible. < Br >
and stepwise construction method, first introduce a simple group on thiophene, modified and converted into an intermediate containing an active check point, and then react with the intermediate with nitrovinyl-related precursors, through multi-step reactions, to build the target molecular structure.
Although there is no direct synthesis of this compound in ancient times, it is possible to obtain a feasible synthetic route based on ancient chemical principles and processes.
In which fields is (E) -2- (2-Nitroethenyl) Thiophene used?
(E) - 2 - (2 - nitrovinyl) thiophene has its uses in various fields. In the field of medicine, this compound has unique characteristics and can be used to create new drugs. The relationship between its structure and activity has attracted the attention of medical researchers, hoping to develop a good drug against difficult diseases, or it can act on specific targets, regulate physiological processes, and treat diseases.
In the field of materials science, (E) - 2 - (2 - nitrovinyl) thiophene also has potential. Due to its special molecular structure, it can endow materials with unique optical and electrical properties. Or it can be used to prepare photoelectric materials, such as organic Light Emitting Diodes (OLEDs), to improve their luminous efficiency and stability; or it can be used in solar cell materials to enhance the capture and conversion of light energy and promote the development of renewable energy.
In the field of organic synthesis, this compound is an important synthetic intermediate. With its active double bond and thiophene ring, it can be used to build more complex molecular structures through various organic reactions. Chemists can follow specific synthesis strategies, introduce different functional groups, expand the variety of organic compounds, and contribute to the development of organic synthesis chemistry, enriching the compound library for subsequent research and application.