Thiophene-2-aldoxime

Thiophene-2 -aldoxime is one of the organic compounds with unique chemical properties. In its structure, thiophene ring is connected to aldoxime group, which endows it with various chemical activities.
From the perspective of reactivity, the nitrogen-oxygen double bond and aldehyde group in aldoxime group are significantly reactive. It can participate in many classical organic reactions, such as under suitable conditions, aldoxime group can undergo Beckmann rearrangement reaction. In this reaction, aldoxime is acted by acidic reagents and undergoes a rearrangement process to form amide compounds. Due to the existence of thiophene ring conjugation system, the rearrangement reaction may exhibit different regional selectivity and reaction rate from ordinary fatty aldoxime.
The thiophene ring of thiophene-2-aldoxime also has important chemical properties. The thiophene ring is aromatic and can undergo electrophilic substitution reactions. In view of the electron cloud density distribution characteristics of the thiophene ring and the electron-absorbing effect of aldoxime groups, electrophilic substitution reactions may mainly occur at specific positions of the thiophene ring. For example, in halogenation reactions, halogen atoms or preferentially substituted thiophene rings are at the relative position or ortho-position of the aldoxime group, depending on the reaction conditions and the reagents used.
In addition, thiophene-2-aldoxime can also be used as a ligand to form metal complexes by means of the coordination of lone pair electrons on the nitrogen and oxygen atoms This complex may have applications in the field of catalysis, using the synergistic action of metal ions and ligands to exert catalytic efficiency for specific organic reactions.
In terms of solubility, because it contains polar aldoxime groups and non-polar thiophene rings, it may have a certain solubility in some organic solvents. Polar solvents such as ethanol, dichloromethane, or due to the formation of hydrogen bonds with aldoxime groups, thiophene-2-aldoxime can be moderately dissolved in them, showing the dissolution characteristics of compounds with both polar and non-polar structural characteristics.

Thiophene-2-aldoxime is one of the organic compounds. Its physical properties are quite worthy of investigation.
Looking at its appearance, under room temperature and pressure, it is mostly white to light yellow crystalline powder, just like finely crushed jade chips, delicate and regular. This appearance feature can be the first clue when identifying this substance.
When it comes to the melting point, it is about 127-131 ° C. When the temperature gradually rises, this compound will slowly melt into a liquid state like spring ice and snow. The exact value of the melting point is the key factor in identifying its purity and characteristics. If impurities are mixed in, the melting point will often deviate, or drop or rise, so the accurate determination of the melting point is of great significance for quality control. The solubility of thiophene-2-aldoxime is also an important physical property. Thiophene-2-aldoxime is slightly soluble in water, just like a leaf boat on the surface of a vast lake, and can only disperse slightly. However, it can be dissolved in organic solvents such as ethanol, acetone, and dichloromethane, but it is quite soluble, just like a fish getting water, and it is fused with it. This difference in solubility has guiding value in its separation, purification, and application in chemical reactions.
Although there is no exact constant widely known, its density is roughly similar to that of common organic solids. The value of density is related to its distribution and behavior in the mixed system, and it is also an indispensable part of considering its physical properties.
In addition, the stability of this substance also belongs to the category of physical properties. Under normal conditions, thiophene-2-aldoxime is relatively stable. When it encounters a hot topic, an open flame or a strong oxidizer, it is like a dangerous string and is prone to dangerous reactions. Knowing this stability characteristic can ensure safe operation during storage and use.

The common synthesis methods of thiophene-2-aldoxime include the following.
One is prepared by oximization with thiophene-2-formaldehyde as the starting material. In this case, thiophene-2-formaldehyde and hydroxylamine salts, such as hydroxylamine hydrochloride, are added to a suitable reaction medium, and an appropriate amount of base, such as sodium acetate, is added to adjust the pH of the reaction system. Alkali can promote the formation of hydroxylamine anions. This anion nucleophilic attacks the carbonyl carbon of thiophene-2-formaldehyde. After nucleophilic addition reaction, the intermediate is formed, and then the intermediate is transferred through proton transfer and other steps to finally generate thiophene-2-aldehyde oxime. This reaction condition is relatively mild, the operation is relatively simple, and it is quite commonly used in laboratory synthesis.
Second, it can be obtained by the functional group conversion of thiophene derivatives. For example, thiophene compounds with suitable substituents are prepared first, and the substituents are converted into aldehyde groups through a series of reactions, and then oximized. If the starting material is a thiophene derivative containing a halogen atom, the corresponding functional group can be introduced through a metal-catalyzed coupling reaction to construct an aldehyde precursor, and then an oximation reaction can be carried out. This path can modify the thiophene ring according to the needs to obtain a specific structure of thiophene-2-aldehyde oxime.
Furthermore, there are also thiophene-2-nitrile as a raw material. First, thiophene-2-nitrile is hydrolyzed, converted into thiophene-2-amide, and then reduced to thiophene-2-formaldehyde, and finally oximed to obtain thiophene-2-aldehyde oxime. Although this process is a bit complicated, under certain circumstances, the characteristics of nitrile compounds can be effectively used to achieve the synthesis of the target product.
The above methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively weigh factors such as the availability of raw materials, the difficulty of controlling reaction conditions, and the purity and yield of the product to choose the most suitable synthesis path.

Thiophene-2 -aldoxime is useful in many fields. In the field of medicine, it is the key raw material for the synthesis of various drugs. Cover because of its unique structure, can be chemically modified to obtain compounds with different pharmacological activities. For example, some drugs with antibacterial and anti-inflammatory effects rely on thiophene-2 -aldoxime as the starting material for synthesis. After delicate reaction steps, drugs with precise curative effects can be obtained.
In the field of pesticides, it is also indispensable. Can be used as the cornerstone of the creation of new pesticides. With its special chemical properties, pesticide products with high killing power against pests or regulation of crop growth can be prepared. It can precisely act on the physiological mechanism of pests, or promote the normal development of crops, and improve the yield and quality of agriculture.
In the field of material science, it also develops its strengths. Or used to prepare special functional materials. For example, in the synthesis of some photoelectric materials, thiophene-2-aldoxime can participate in it, endowing the material with unique optical and electrical properties, and providing assistance for the development of new display technologies and electronic devices. Through a specific synthesis process, it is integrated into the material structure to optimize the overall performance of the material.
Furthermore, in the field of organic synthetic chemistry, it is often an important intermediate. Chemists can use it to perform a variety of chemical reactions to construct complex organic molecular structures. Based on it, through nucleophilic substitution, addition and other reactions, the carbon skeleton and functional groups of organic molecules are expanded, providing rich possibilities for the research and innovation of organic synthetic chemistry.

Thiophene-2-aldoxime is a chemical substance. Regarding its safety precautions, the details are as follows:
First, this substance has certain toxicity, touches the human body, or causes skin allergies, erythema and itching; if not carefully entered the eyes, it can irritate the eyes, causing eye discomfort, redness, swelling and tears. When using, be sure to wear protective clothing, gloves, and protective glasses to avoid contact between the skin and the eyes. If accidentally touched, rinse with plenty of water immediately. If the situation is serious, seek medical attention immediately.
Second, when thiophene-2-aldoxime is heated or burned, it may release toxic fumes, sulfur oxides, nitrogen oxides and other harmful ingredients. The place of use should be well ventilated to prevent the accumulation of toxic gases. If used indoors, ventilation equipment, such as a fume hood, should be installed to ensure a safe operating environment.
Third, the substance is flammable and should be kept away from fire and heat sources. Avoid mixing with strong oxidants, acids, alkalis and other substances. Because of its or violent reaction with these substances, it may cause the risk of fire or explosion. When storing, it should be placed in a cool, dry and ventilated place, away from fire and heat sources, and stored separately from contraindications.
Fourth, during use, the operation should be cautious to avoid leakage. If leakage occurs, personnel from the leaked contaminated area should be quickly evacuated to the safe area, and quarantined, and access should be strictly restricted. It is recommended that emergency personnel wear self-contained positive pressure breathing apparatus and anti-toxic clothing. Do not come into direct contact with leaks. Small leaks: Collect in a dry, clean, covered container with a clean shovel. Large leaks: Construct a dike or dig a pit for containment. Cover with foam to reduce vapor disasters. Transfer to a tanker or special collector with a pump for recycling or transportation to a waste treatment site for disposal.
In short, the use of thiophene-2-aldehyde oxime must be strictly in accordance with safe operating procedures, take protective measures, and properly dispose of waste to ensure personal safety and environmental safety.