Chemical Formula | C4H3NS |
Molar Mass | 97.14 g/mol |
Appearance | Colorless to light yellow liquid |
Odor | Pungent |
Density | 1.129 g/cm³ at 20 °C |
Boiling Point | 223 - 224 °C |
Melting Point | -28 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in many organic solvents |
Flash Point | 97 °C |
What are the main uses of Thiophenenitrile?
2-Thiophenoformonitrile is a crucial raw material in the field of organic synthesis and has a wide range of uses.
First, it plays a significant role in pharmaceutical synthesis. It is inseparable from the construction of many drug molecules. The special structure of Gain 2-thiophenoformonitrile can impart specific biological activities to drugs. For example, when developing antibacterial drugs, this is the starting material, and through a series of chemical reactions, key thiophene rings and cyanyl structures can be introduced, so that the drug can better act on specific bacterial targets and interfere with bacterial physiological metabolism, thereby achieving antibacterial effect.
Second, it also plays an important role in the field of pesticide creation. By chemically modifying 2-thiophenoformonitrile, a variety of high-efficiency pesticides can be prepared. For example, by linking it to a specific active group, the obtained pesticide has high selectivity and high activity to pests, can accurately attack target pests, and has little impact on the environment, which is in line with the current development trend of green pesticides.
Third, in the field of materials science, 2-thiophenoformonitrile also has unique uses. When synthesizing functional materials, it can be used as a key structural unit. For example, when preparing organic optoelectronic materials, the introduction of 2-thiophenylformonitrile can adjust the electronic structure and optical properties of the material, improve the conductivity and luminescence properties of the material, and provide the possibility for the manufacture of high-performance organic Light Emitting Diode (OLED) and other optoelectronic devices.
From this perspective, 2-thiophenylformonitrile has shown indispensable value in many fields such as medicine, pesticides and materials science, promoting the continuous development and progress of related fields.
What are the physical properties of Thiophenenitrile?
2-Thiophenoformonitrile, its physical properties are as follows:
This substance is mostly solid at room temperature, and its appearance is usually white to light yellow crystalline powder. It looks quite rustic. Its melting point is between 48 and 52 ° C, which is like a delicate balance under the precise control of heat. In this temperature range, the material form will gradually change from solid to liquid.
2-Thiophenoformonitrile is insoluble in water, just like oil and water are incompatible, it is difficult to dissolve in water. However, it is easily soluble in organic solvents such as ethanol, ether, chloroform, etc. In these solvents, it can be evenly dispersed like a fish in water. This characteristic is like a person in a suitable environment, can stretch themselves to the fullest.
Its density is slightly larger than that of water, and when placed in water, it will sink like a stone and slowly settle to the bottom.
2-thiophenoformonitrile also has a certain volatility, and there will be a small amount of volatilization in the air, as if quietly emitting its own breath, but its volatilization degree is relatively low, so it will not dissipate quickly. And its smell is relatively special. Although it is not pungent and intolerable, it is unique. Under a close sniff, you can sense its uniqueness.
Looking at its physical properties, each has its own chapter, and it presents a unique state under different conditions, laying the foundation for its application in many fields.
2. What are the chemical properties of Thiophenenitrile?
2-Thiophenoformonitrile, its chemical properties are quite interesting and of great significance in many fields. This compound contains a thiophene ring and a cyano group, which give it unique chemical properties.
The structure of the thiophene ring gives 2-thiophenoformonitrile a certain aromaticity, which makes it relatively stable, not prone to addition reactions, but prone to electrophilic substitution reactions. The electron cloud distribution on the aromatic ring is special, which makes the specific position highly reactive to electrophilic reagents. For example, the electron cloud density at the α position of the thiophene ring is high, and electrophilic substitution often takes precedence over this position.
Cyanyl (-CN) is a strong electron-absorbing group, which has a significant impact on the chemical properties of 2-thiophenylcarboxonitrile. Due to its electron-withdrawing effect, the cyanyl group reduces the electron cloud density of the thiophene ring, which in turn affects the activity and selectivity of electrophilic substitution reactions. In addition, the cyanyl group itself can participate in many chemical reactions. For example, under suitable conditions, the cyanyl group can hydrolyze to form a carboxyl group (-COOH), which is often used in organic synthesis to construct carboxyl-containing compounds. The cyanyl group can also undergo a reduction reaction and be converted into an amino group (-NH ²), which provides an important way to prepare nitrogen-containing organic compounds.
2-thiophenylcarboxonit The nitrogen atom in the cyanyl group contains lone pair electrons, which can attack electrophilic reagents under appropriate conditions, form new carbon-nitrogen bonds or other chemical bonds, and expand its application range in organic synthesis.
Its chemical properties make it widely used in materials science, medicinal chemistry and other fields. In materials science, materials with special electrical and optical properties can be prepared by using its structural properties; in the field of medicinal chemistry, its unique chemical structure and reactivity provide the possibility for the design and synthesis of new drugs.
What are the synthesis methods of 2-Thiophenenitrile?
2-Thiophenoformonitrile is an important intermediate in organic synthesis. The synthesis methods are quite diverse, and the common ones are listed below.
First, thiophene is used as the starting material. Schilling thiophene reacts with oxaloyl chloride monoethyl ester under suitable conditions to form 2-thiophenoformonitrile. This reaction requires a suitable catalyst to control the temperature, time and other conditions, so that the reaction is sufficient and there are few side reactions. After treating the product with ammonia, 2-thiophenoformamide is obtained. Then the dehydration agent is used to dehydrate to obtain 2-thiophenoformonitrile. Although this path is complex, the raw materials are easily available, and the reaction conditions of each step are relatively easy to control.
Second, 2-halothiophene is used as the starting material. Nucleophilic substitution reaction occurs with cyanide reagents such as cuprous cyanide or potassium cyanide in the presence of appropriate solvents and catalysts. For example, 2-bromothiophene and cuprous cyanide are reacted in N, N-dimethylformamide (DMF) solvent at a certain temperature and under the protection of inert gas. The key to this reaction lies in the precise regulation of the activity of halothiophene, the amount of cyanide reagent and the reaction temperature to achieve high yield.
Third, the coupling reaction catalyzed by transition metals. For example, under the catalysis of palladium, 2-thiophene boronic acid is coupled with halogenated nitriles. This reaction condition is mild and the selectivity is good. However, the cost of palladium catalyst is high, and the purity of the reaction system is strict. During the operation, the catalyst poisoning needs to be prevented to ensure the smooth progress of the reaction.
All these synthesis methods have advantages and disadvantages. In practical applications, the appropriate synthesis path should be carefully selected according to many factors such as raw material availability, cost, yield and purity requirements.
2-Thiophenenitrile What are the precautions during use?
2-Thiophenoformonitrile is an important raw material in organic synthesis. During use, be sure to pay attention to the following points:
First, safety protection must not be forgotten. This substance is toxic and irritating, and may cause damage to the human body. When operating, be sure to wear protective clothing, protective gloves and goggles to avoid contact between skin and eyes. If you accidentally touch it, rinse it with plenty of water immediately and seek medical treatment according to the specific situation. At the same time, because it may be flammable, it must be kept away from fire sources and high temperature environments to prevent fire accidents.
Second, proper storage is particularly critical. It should be stored in a cool, dry and well-ventilated place to avoid moisture and direct sunlight. It must also be stored separately from oxidants, acids, alkalis, etc., to prevent chemical reactions. Storage containers must also be tightly sealed to prevent leakage.
Third, precise operation cannot be ignored. When performing operations such as weighing and transferring, the actions must be precise and standardized to avoid leakage. After taking it, the container should be sealed as soon as possible. If chemical reactions are involved, they should be carried out in strict accordance with the reaction conditions and operating procedures, pay close attention to the reaction process, and control key factors such as temperature and time to ensure the safe and smooth development of the reaction.
Fourth, environmental considerations are also key. During use, the substance should be prevented from being discharged into the environment. For the waste generated, it must be properly disposed of in accordance with relevant regulations, and must not be discarded at will to avoid pollution to the environment.
In short, when using 2-thiophenoformonitrile, whether it is safety protection, storage, operation or environmental protection, etc., it is necessary to attach great importance to ensure that the safety of personnel and the environment are not endangered, and the use process is scientific, reasonable and compliant.