Benzo B Thiophene 3 Carboxaldehyde
Quinoline Thiophene Imidazole Thiazole
Benzo[b]thiophene-3-carboxaldehyde
Name Benzo[b]thiophene-3-carboxaldehyde
Molecular Formula C9H6OS
Molecular Weight 162.21
Appearance Solid (usually)
Melting Point 62 - 64 °C
Boiling Point 307.7 °C at 760 mmHg
Density 1.313 g/cm³
Flash Point 139.9 °C
Solubility In Water Insoluble
Odor Typical aldehyde - like odor
Cas Number 2199-40-6
FAQ

What is the main use of thiophene-3-carboxaldehyde?

Benzo [b] thiophene-3-formaldehyde has a wide range of uses. In the field of medicine, it is often used as a key intermediate to help create various drugs. Due to the unique structure of benzothiophene, it can endow drugs with specific biological activities and can act on specific targets to treat diseases such as cardiovascular diseases and tumors. In the field of materials science, it also has important applications. It can be chemically modified and polymerized to prepare materials with special photoelectric properties for use in organic Light Emitting Diode (OLED), solar cells and other devices to improve their performance. In the field of organic synthesis, benzo [b] thiophene-3-formaldehyde, as an active substrate, participates in many classic organic reactions, such as aldehyde groups can undergo condensation, reduction and other reactions, which help to construct complex organic molecular structures and provide an effective way for the synthesis of new functional materials, natural products and fine chemicals. From this perspective, benzo [b] thiophene-3-formaldehyde plays an important role in many fields and is of great significance to promote the development of related fields.

What are the synthesis methods of Benzo [b] thiophene-3-carboxaldehyde

The synthesis method of fubenzo [b] thiophene-3-formaldehyde has been explored by many talents throughout the ages, and the following methods have been obtained.

First, benzo [b] thiophene is used as the starting material, and this purpose can be achieved by the Vilsmeier-Haack reaction. In this reaction, in an appropriate reaction solvent, such as N, N-dimethylformamide (DMF), add phosphorus oxychloride (POCl), and the two first form an active Vilsmeier reagent. Then, benzo [b] thiophene is added to this system. After heating and other conditions, a formylation reaction occurs at the third position of benzo [b] thiophene, and benzo [b] thiophene-3-formaldehyde is finally obtained. This method has relatively mild conditions and considerable yields, and is quite commonly used in organic synthesis.

Second, it can be prepared by the reduction reaction of benzo [b] thiophene-3-carboxylic acid. First, benzo [b] thiophene-3-carboxylic acid is converted into the corresponding acyl chloride, which is often reacted with dichlorosulfoxide (SOCl ²). Then, with mild reducing agents, such as lithium aluminum hydride (LiAlH) or lithium tri-tert-butoxy aluminum hydride (LiAlH (O-t-Bu)), under strict conditions of low temperature and no water and no oxygen, the acid chloride is reduced to an aldehyde group to obtain benzo [b] thiophene-3-formaldehyde. Although this path is slightly complicated, the reaction process can be precisely controlled, and the product purity is high.

Third, the coupling reaction is catalyzed by transition metals. For example, with a suitable halogenated benzo [b] thiophene and formaldehyde source, the coupling reaction is carried out in a specific base and solvent system under the action of transition metal catalysts and ligands such as palladium (Pd). This method requires careful regulation of reaction conditions, such as the amount of catalyst, the choice of ligands, the type and amount of bases, etc., which will affect the efficiency and selectivity of the reaction. However, its advantage is that it can achieve diverse substrate expansion, providing new ideas and strategies for the synthesis of benzo [b] thiophene-3-formaldehyde.

All these synthetic methods have their own advantages and disadvantages. Chemists need to consider the most suitable method according to actual needs, such as the availability of raw materials, the difficulty of reaction conditions, the purity and yield of the product, etc., to form benzo [b] thiophene-3-formaldehyde.

What are the physical properties of thiophene-3-carboxaldehyde?

Benzo [b] thiophene-3-formaldehyde is a kind of organic compound. Its physical properties are unique. Looking at its appearance, under room temperature and pressure, it is mostly in a solid state, or powdery, with a color that is often nearly white or slightly yellowish, just like the soft color of the first morning light, pure and rustic.

When it comes to the melting point, it is about a specific range, and this temperature is the key node of its physical state transformation. When the external temperature gradually rises to the melting point, the compound slowly turns from solid to liquid, just like ice and snow melting when warm, showing the wonderful change of matter.

Its solubility is also an important physical property. In common organic solvents, such as ethanol and ether, it has certain solubility. Ethanol, with its mild molecular structure, seems to interact with benzo [b] thiophene-3-formaldehyde, causing its molecules to gradually melt in the liquid phase of ethanol, such as sand entering the water flow, and gradually become one. However, in water, its solubility is very small, and the difference between the polarity of water and the structure of the compound makes it difficult for the two to blend, just like the difference between oil and water.

The boiling point is also a factor that characterizes its physical properties. When the boiling point is reached, the compound leaps from a liquid state to a gaseous state, and the molecules are energized and dissipated in space. This process requires appropriate energy input to overcome the interaction force between molecules, so as to achieve another change in the state of matter.

And benzo [b] thiophene-3-formaldehyde has a certain smell. Although its smell is not strong and pungent, it also has a unique smell. It is like the subtle fragrance in the depths of the forest. Although it is light, it is unique. This smell is derived from the chemical properties contained in its molecular structure, which is a different manifestation of its physical properties.

What are the chemical properties of Benzo [b] thiophene-3-carboxaldehyde

Benzo [b] thiophene-3-formaldehyde is an organic compound with unique chemical properties. It contains an aldehyde group and benzothiophene structure, which makes it have specific reactivity.

The aldehyde group is an important functional group of this compound, which makes benzo [b] thiophene-3-formaldehyde have typical aldehyde chemical properties. First, oxidation reactions can occur. In case of strong oxidants such as potassium permanganate, the aldehyde group is easily oxidized to a carboxyl group to form benzo [b] thiophene-3-carboxylic acid. Second, it can participate in the reduction reaction. Under the action of suitable reducing agents such as sodium borohydride and lithium aluminum hydride, the aldehyde group can be reduced to an alcohol hydroxyl group to obtain benzo [b] thiophene-3-methanol.

Furthermore, the aldehyde group can undergo nucleophilic addition reaction. For example, under acid catalysis with alcohols, acetals can be formed. Nitrogenous compounds such as oxime and hydrazone can be formed with ammonia and its derivatives.

The structure of benzothiophene endows the compound with certain aromaticity and stability. Due to the existence of a conjugated system, benzo [b] thiophene-3-formaldehyde can undergo electrophilic substitution reactions, and the reaction check point is mainly in the region of high electron cloud density of the benzothiophene ring. For example, under appropriate conditions, substitution reactions can occur with halogens, nitrogenation reagents, etc., and corresponding substituents are introduced at specific positions in the benzothiophene ring.

In addition, due to the interaction between benzothiophene and aldehyde groups, the chemical properties of benzo [b] thiophene-3-formaldehyde are more complex and diverse, and are often used as key intermediates in the field of organic synthesis to construct various organic compounds with novel structures and potential biological activities or material properties.

Benzo [b] thiophene-3-carboxaldehyde Precautions during storage and transportation

Benzo [b] thiophene-3-formaldehyde is an organic compound. During storage and transportation, the following things must be paid attention to:

First, when storing, choose a cool, dry and well-ventilated place. Because of its volatility, high temperature and humid environment may accelerate its volatilization, and humidity can easily cause it to deteriorate. For example, if placed in a hot and humid warehouse, its quality may not be maintained for a long time.

Second, it should be stored in isolation from oxidants, acids, bases, etc. Benzo [b] thiophene-3-formaldehyde is chemically active, comes into contact with the above substances, or reacts violently, and even causes combustion and explosion. Just as in the past, there have been cases of accidents caused by mixing it with oxidants.

Third, the storage container must be well sealed. One is to prevent it from evaporating and escaping, and the other is to avoid it from reacting with oxygen, water vapor and other ingredients in the air. Commonly used glass bottles or plastic buckets are filled, and the bottle cap must be tightened.

Fourth, during transportation, make sure that the container does not leak, collapse, fall or damage. The means of transportation should have corresponding rain protection, sun protection and high temperature protection measures. If transporting in summer, the vehicle needs to be shaded to avoid excessive temperature caused by direct sunlight.

Fifth, transportation personnel should also be familiar with the characteristics of benzo [b] thiophene-3-formaldehyde and emergency treatment methods. If leakage occurs during transportation, it can be disposed of in time and properly to prevent the harm from expanding.