2 Nitrothiophene
Quinoline Thiophene Imidazole Thiazole
2-Nitrothiophene
Chemical Formula C4H3NO2S
Molar Mass 129.14 g/mol
Appearance Yellow - orange solid
Boiling Point 207 - 209 °C
Melting Point 37 - 40 °C
Density 1.489 g/cm³
Solubility In Water Insoluble
Solubility In Organic Solvents Soluble in many organic solvents like ethanol, ether
Flash Point 89.6 °C
Stability Stable under normal conditions, but may react with strong oxidizing agents
FAQ

What are the physical properties of Nitrothiophene?

2-Nitrothiophene is also an organic compound. It has unique physical properties, let me explain it in detail for you.

Looking at its appearance, under room temperature and pressure, 2-nitrothiophene is a yellow to orange crystalline powder, delicate and shiny, such as gold dust sprinkling, bright color, eye-catching.

When it comes to the melting point, it is about 24-26 ° C. This temperature limit makes 2-nitrothiophene easy to melt into a liquid in a slightly warmer environment, just like melting ice and melting snow, and flows from the solid state into a flexible liquid.

In terms of boiling point, it reaches about 216-218 ° C. When the temperature rises to this point, 2-nitrothiophene boils into a gaseous state and escapes in space.

Solubility is also an important property. 2-nitrothiophene is insoluble in water, and in the embrace of water molecules, it is like a solitary and difficult to blend. However, it is soluble in common organic solvents such as ethanol, ether, acetone, etc. In such solvents, 2-nitrothiophene can be closely related to it, uniformly dispersed, like a duck in water, showing its affinity in organic systems.

Density, 2-nitrothiophene also has its own characteristics. Its density is higher than that of water. If it is co-placed with water in a container, it will sink to the bottom like a stone and settle down below.

The vapor pressure of 2-nitrothiophene shows a certain value under specific temperature conditions. This value reflects the equilibrium situation between the gas and liquid phases and shows the degree of volatility. Although it is not highly volatile, under suitable conditions, some molecules will escape into the gas phase.

And 2-nitrothiophene has a certain stability and can maintain its own structural integrity under normal environmental conditions. When encountering hot topics, open flames or strong oxidizing agents, the stability will be broken or dangerous reactions will be triggered in case of changes.

These are the physical properties of 2-nitrothiophene. In the field of organic chemistry, this property determines its use and reaction characteristics, and is valued by scientific research and industrial applications.

What are the chemical properties of 2-Nitrothiophene?

2-Nitrothiophene is also an organic compound. It has a number of chemical properties, and is hereby referred to as Jun Chenzhi.

First of all, its reactivity. The nitro group of 2-nitrothiophene is an electron-absorbing group, which causes the electron cloud density of the thiophene ring to drop, making the electrophilic substitution reaction of 2-nitrothiophene more difficult than that of thiophene. However, under certain conditions, electrophilic substitution can still occur, and most of them appear in the α-position of the thiophene ring.

Furthermore, the reducing properties. The nitro group of 2-nitrothiophene can be converted by reducing means. If metal and acid are used as reducing agents, or under the condition of catalytic hydrogenation, the nitro group can gradually change to nitroso, hydroxylamine group, and finally form amino group to obtain 2-aminothiophene. This product has a wide range of uses in organic synthesis.

2-nitrothiophene can also participate in nucleophilic substitution reactions. Due to nitro electron absorption, the electron cloud density of carbon atoms on the ring is low, and it is easy to be attacked by nucleophilic reagents and nucleophilic substitution occurs. This is an important way to construct new carbon-hetero bonds.

In addition, it can react with bases. In alkaline environments, 2-nitrothiophene or tautomerism, or ring-opening reactions that cause thiophene rings, vary depending on specific conditions. < Br >
Because it contains thiophene rings and nitro groups, it can participate in cyclization reactions, etc., to form compounds with more complex structures, which play a key role in the synthesis path of medicine, materials and other fields. In summary, 2-nitrothiophene has various uses and potential in the field of organic chemistry synthesis due to its unique chemical properties.

What are the main uses of 2-Nitrothiophene?

2-Nitrothiophene is also an organic compound. It has a wide range of uses and is used in various fields of chemical industry.

First, in the synthesis of drugs, 2-nitrothiophene is often an important intermediate. With it as the starting material, through various chemical reactions, a variety of biologically active compounds can be prepared. Such compounds may be the precursor structures of new drugs, opening up new avenues for pharmaceutical research and development. Due to the special structure of the thiophene ring, the resulting drugs are endowed with unique pharmacological properties, or have better bioavailability, or have higher affinity and selectivity for specific disease targets.

Second, in the field of materials science, 2-nitrothiophene also has important functions. It can participate in the synthesis of polymer materials with special properties. After polymerization, 2-nitrothiophene structure is introduced into the main chain or side chain of the polymer, which can endow the material with unique electrical and optical properties. For example, the prepared polymer may have good electrical conductivity and can be used as an organic conductive material; or has special luminescent properties, which have emerged in optoelectronic devices such as organic Light Emitting Diode (OLED), contributing to the development of new optoelectronic devices.

Third, in the synthesis of fine chemicals, 2-nitrothiophene is also a commonly used raw material. After a series of functional group conversion reactions, various fine chemicals can be prepared, such as special dyes, fragrance additives, etc. The uniqueness of its structure makes the fine chemicals have special color, light, aroma and other properties to meet the special needs of different industries.

Therefore, 2-nitrothiophene plays an indispensable role in many fields such as drugs, materials, and fine chemicals, and has made great contributions to the development of various industries.

What are the synthesis methods of 2-Nitrothiophene?

The synthesis method of 2-nitrothiophene has been studied by many parties throughout the ages. The following are several common methods.

First, thiophene is used as the starting material and is obtained by nitrification. This is a more traditional way. In an appropriate reaction medium, such as a mixed acid system of concentrated sulfuric acid and concentrated nitric acid, thiophene reacts with it. The function of concentrated sulfuric acid, first, is a dehydrating agent, which prompts nitric acid to produce nitroyl positive ions (NO 2), which is the active species of nitrification reaction; second, it can protonate thiophene and enhance its electrophilic reactivity. However, the electron cloud density distribution of thiophene is special, and the regional selectivity of nitrification reaction needs to be taken into account. Generally speaking, when the reaction conditions are mild, 2-nitrothiophene is mainly generated; if the conditions are severe, 2,5-dinitrothiophene and other by-products may be generated. Therefore, it is crucial to precisely control the reaction temperature, the ratio of nitric acid to thiophene, and the reaction time. Generally, the reaction temperature should be maintained at a low temperature, such as 0-10 ° C, to improve the selectivity of 2-nitrothiophene.

Second, the thiophene derivative is used as the raw material for conversion. For example, if 2-thiophenaldehyde is used as the starting material, it is first oximized to generate 2-thiophenoxyformaldehyde. After that, through the Beckmann rearrangement reaction, amide derivatives can be obtained, and then through a series of reactions such as appropriate nitrification and hydrolysis, 2-nitrothiophene can be obtained. Although this route is a little complicated, it may have unique advantages in controlling the reaction conditions and the selectivity of the product. Each step of the reaction requires careful selection of suitable reagents and conditions according to the reaction mechanism. For example, the oximization reaction requires the selection of suitable oximization reagents and reaction solvents; for the Beckmann rearrangement reaction, the choice and dosage of catalysts are extremely critical.

Third, the synthesis method of transition metal catalysis. Coupling reactions catalyzed by transition metal catalysts such as palladium and copper. The thiophene derivative can be halogenated to produce halogenated thiophenes, and then coupled with a nitro source under transition metal catalysis. The reaction conditions of this method are relatively mild, and the regioselectivity and activity of the reaction can be effectively regulated by the design and selection of ligands. For example, the use of specific phosphine ligands in combination with palladium catalysts can make the reaction more inclined to generate 2-nitrothiophene. However, the cost of transition metal catalysts is high, and the separation and recovery after the reaction also need to be solved.

What are the precautions for Nitrothiophene during use?

2-Nitrothiophene is an important raw material in organic synthesis. However, it has certain toxicity and danger. Many matters should be paid attention to during use to ensure safety and make the experiment go smoothly.

First, it is related to toxicity protection. 2-Nitrothiophene is toxic, or can cause human damage through inhalation, ingestion, or skin contact. When using, be sure to wear appropriate protective equipment, such as protective gloves, protective glasses, laboratory clothes, and gas masks. The operation should be carried out in a well-ventilated fume hood to prevent inhalation of its volatile gaseous substances. After the operation is completed, wash your hands and exposed skin in time to prevent contact with residual substances.

Second, pay attention to the risk of fire and explosion. This substance is flammable, in case of open flame, hot topic or cause combustion explosion. When using it, it should be kept away from fire and heat sources, and it should also be avoided to co-store or mix with strong oxidants, strong acids, etc., because it may cause danger due to violent reactions. The laboratory should be equipped with suitable fire extinguishing equipment, such as dry powder fire extinguishers, carbon dioxide fire extinguishers, etc., for emergency needs.

Third, pay attention to storage conditions. 2 - Nitrothiophene should be stored in a cool, dry and well-ventilated place, away from fire and heat sources. It should be stored separately from oxidants, acids, and edible chemicals, and should not be mixed. The storage area should be equipped with suitable materials to contain leaks to prevent accidental leakage and effectively control and avoid greater harm.

Fourth, the experimental operation should be rigorous. When taking 2-nitrothiophene, it is advisable to use appropriate tools and operate according to the exact dosage to avoid waste and danger caused by excessive use. During the reaction process, the reaction conditions, such as temperature, pressure, reaction time, etc., should be strictly controlled, and the established experimental procedures and operating procedures should be followed. If there are abnormal conditions during the experiment, such as sudden temperature changes, abnormal odors, etc., the experiment should be stopped immediately and corresponding measures should be taken.

In short, when using 2-nitrothiophene, the experimenter should remain vigilant at all times and strictly abide by safety procedures and operating guidelines to achieve the purpose of safe and efficient use.