Chemical Formula | C5H4OS |
Molar Mass | 112.15 g/mol |
Appearance | Yellow - to - brown liquid |
Odor | Characteristic odor |
Density | 1.276 g/cm³ |
Boiling Point | 198 - 200 °C |
Melting Point | −37 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in many organic solvents like ethanol, ether |
Flash Point | 81 °C |
Refractive Index | 1.589 |
What are the main uses of 3-Formylthiophene?
3-formylthiophene is also an organic compound. It has a wide range of uses and is important in various fields.
First, in the field of medicinal chemistry, 3-formylthiophene is often a key intermediate for synthesizing drugs. With this as a starting material, compounds with special pharmacological activities can be prepared through many chemical reactions. For example, in the synthesis path of some anti-cancer drugs, 3-formylthiophene needs to be introduced into specific structural units with the help of 3-formylthiophene to construct drug molecules with targeted effects, which help to accurately treat diseases and reduce the pain of patients.
Second, in the field of materials science, it also has significant contributions. It can be used to prepare functional materials, such as organic optoelectronic materials. With appropriate chemical modification and synthesis methods, 3-formylthiophene can become an important part of organic Light Emitting Diode (OLED) or organic solar cell materials. OLED displays made of such materials have advantages such as high resolution, wide viewing angle, and low energy consumption, which contribute to the development of electronic display technology; for organic solar cells, it is expected to improve the photoelectric conversion efficiency of batteries and promote the progress of renewable energy.
Furthermore, in the field of fine chemicals, 3-formylthiophene can be used as a synthetic raw material for fine chemicals such as fragrances and dyes. The fragrance synthesized on its basis can give the product a unique aroma; the dyes made are widely used in fabric dyeing and other industries, and can present rich and bright colors to meet people's needs for beauty and practicality.
In summary, 3-formylthiophene is indispensable in many fields such as medicine, materials, and fine chemicals, and is of great significance to promoting the development of related industries and improving the quality of human life.
What are the physical properties of 3-Formylthiophene?
3-Formalylthiophene is a much-noticed member of organic compounds. Its physical properties are unique and it has important uses in many fields such as chemical industry and medicine.
Looking at its appearance, 3-formylthiophene is in a light yellow to yellow liquid state at room temperature, with a unique color and easy to distinguish. This color state can be used as the basis for preliminary observation and judgment in many reactions and applications.
When it comes to odor, it emits a special aromatic odor. Although this odor is not strongly pungent, it is unique. During operation and use, the perception of odor can help practitioners be alert and take corresponding protective measures. < Br >
Its boiling point is critical, about 195-197 ° C. This boiling point value determines the temperature conditions that need to be precisely controlled during separation, purification, etc. When the temperature approaches this range, 3-formylthiophene will be converted from liquid to gaseous, and this characteristic can be used to separate from other substances with large boiling point differences.
In terms of melting point, it is about -28 ° C. This low temperature melting point indicates that it exists stably in a liquid state at room temperature, and at lower temperatures, it will change from liquid to solid. During storage and transportation, the melting point factor should be fully considered to avoid solidification due to low temperature and affect subsequent use.
The relative density of 3-formylthiophene is about 1.279 (20 ° C). Compared with water, its density is slightly higher, which means that when it involves liquid-liquid separation or mixing systems, it will be in the lower layer. This density characteristic is of great significance for the design of related experimental operations and industrial production processes.
In addition, 3-formylthiophene is slightly soluble in water, but soluble in organic solvents such as ethanol and ether. This solubility makes it possible to choose a suitable organic solvent as the reaction medium in organic synthesis reactions, which greatly expands its application range in different types of reactions.
What are the chemical properties of 3-Formylthiophene?
3-Formalylthiophene is one of the organic compounds with unique chemical properties. It contains an aldehyde group and a thiophene ring, and this structure makes its chemical activity significant.
First of all, its nucleophilic addition reaction. The carbon-oxygen double bond in the aldehyde group, due to the strong electronegativity of oxygen, causes carbon to be partially positively charged and vulnerable to nucleophilic attack. Such as with alcohols, under acid catalysis, acetals can be formed. This reaction is often used in organic synthesis to protect aldehyde groups and is also a way to construct complex organic molecular structures. It also reacts with Grignard's reagent. The carbon-magnesium bond in Grignard's reagent has strong polarity, and the carbon is partially negatively charged. It is a strong nucleophilic reagent. After the reaction between the two, hydrolysis can obtain alcohols, which can increase the carbon chain in organic synthesis and expand the complexity of molecular structure.
Describe its oxidation reaction again. The aldehyde group is reductive and easy to be oxidized. With a weak oxidizing agent, such as Torun's reagent (silver ammonia solution), the aldehyde group can be oxidized to a carboxyl group, and a silver mirror can be formed at the same time. This reaction is often used as a method to test the aldehyde group. In case of strong oxidizing agents, such as potassium permanganate, not only the aldehyde group is oxidized, but the thiophene ring may also be affected, causing its structure to change
Furthermore, 3-formylthiophene can participate in the electrophilic substitution reaction on the thiophene ring. The thiophene ring is an electron-rich aromatic ring, which is aromatic and prone to electrophilic substitution. The aldehyde group is the meta-locator, so that the electrophilic reagent mainly attacks the thiophene ring and the aldehyde group in the meta-position. If reacted with bromine under appropriate conditions, the bromine atom will replace the hydrogen atom in the meta-position. This reaction is very important in the construction of bromine-containing thiophene derivatives, which have potential applications in the fields of materials science and medicinal chemistry.
In addition, 3-formylthiophene can undergo condensation reactions with aldehyde characteristics due to the presence of aldehyde groups. For example, with aldol or ketone containing alpha-hydrogen, under the catalysis of alkali, the condensation reaction of hydroxyaldehyde can occur to generate alpha, beta-unsaturated aldol or ketone. This reaction is an important means to construct carbon-carbon double bonds and grow carbon chains. It has an outstanding position in the field of organic synthetic chemistry and can prepare a variety of organic compounds with biological activity or special functions.
What are the synthesis methods of 3-Formylthiophene?
3-Formalylthiophene is a compound commonly used in organic synthesis. There are many common methods for its synthesis.
One is prepared by the Vilsmeier-Haack reaction using thiophene as the starting material. In this reaction, thiophene is co-heated with N, N-dimethylformamide (DMF) and phosphorus oxychloride (POCl). DMF and POCl first react to generate an active Vilsmeier reagent. The π electron cloud density of thiophene is high. The Vilsmeier reagent attacks the α-position of the thiophene ring, and then obtains 3-formylthiophene through a hydrolysis step. The reaction conditions need to be precisely controlled, and the temperature should not be too high, otherwise it is easy to cause side reactions to occur, which affects the yield and purity of the product.
Second, 3-bromothiophene is used as a raw material and synthesized through a metal-organic chemical path. First, 3-bromothiophene is reacted with magnesium chips to form Grignard's reagent 3-thiophenyl magnesium bromide. Afterwards, it is reacted with N, N-dimethylformamide, nucleophilic addition reaction, and then acidic hydrolysis, 3-formylthiophene can also be obtained. In this process, the preparation of Grignard's reagent requires an anhydrous and oxygen-free environment, otherwise the Grignard's reagent is easily destroyed and the reaction fails.
There are also those who use thiophene-3-carboxylic acid as raw material. First, thiophene-3-carboxylic acid is converted into the corresponding acid chloride, and thionyl chloride (SOCl ²) is often reacted with it. The acid chloride was reduced by Rosenmund, using Pd-BaSO as catalyst, quinoline-sulfur as inhibitor, and hydrogen as reducing agent, and the acid chloride was reduced to aldehyde group to obtain 3-formylthiophene. In this reduction step, the activity of the catalyst and the amount of inhibitor have a great influence on the selectivity and yield of the reaction.
All synthesis methods have their own advantages and disadvantages. In practical application, when the availability of raw materials, the difficulty of reaction conditions, and the purity requirements of the product, etc., choose carefully.
What are the precautions for Formylthiophene during storage and transportation?
3-Formalylthiophene is also an organic compound. During storage and transportation, many matters must be paid attention to.
When storing, the first priority is the environment. It should be placed in a cool and ventilated place, away from fires and heat sources. Because of its flammability, it is easy to cause combustion in case of open fires and hot topics, so fire prevention is very important. The temperature of the warehouse should be properly controlled to prevent excessive temperature from exacerbating its volatilization or causing other hazards.
Furthermore, the packaging must be tight. Make sure that the packaging is not damaged or leaked to prevent it from coming into contact with air, moisture, etc. Because 3-formylthiophene may react with water and oxygen, affect its quality, or even produce harmful products.
During transportation, there is also attention to it. Transport procedures should be handled in accordance with the regulations of hazardous chemicals, and compliant transportation means should be selected. Transportation vehicles must be equipped with corresponding fire equipment and leakage emergency treatment equipment. During driving, drivers should drive slowly to avoid bumps and collisions to prevent material leakage due to damaged packaging.
The loading and unloading process should not be careless. The operation should be light and light, and it is strictly forbidden to drop and heavy pressure to ensure the integrity of the goods. And loading and unloading personnel should wear appropriate protective equipment, such as gas masks, chemical protective clothing, etc., to prevent physical harm caused by contact with materials.
In short, during the storage and transportation of 3-formylthiophene, regardless of the environment, packaging, or transportation handling operations, care must be taken to ensure safety.