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2-(Phenylthio)thiophene is an important organic compound that is widely used in the chemical industry.
It is a white crystalline solid that is soluble in organic solvents and is often used as a starting material for the synthesis of other chemicals.
There are several different synthetic routes that can be used to prepare 2-(Phenylthio)thiophene, depending on the desired product and the available starting materials.
Some of the most commonly used methods include:
- Sulfur Passivation of Benzene: This method involves treating benzene with hydrogen sulfide gas in the presence of a metal catalyst, such as iron(III) chloride.
The sulfur atoms in the hydrogen sulfide gas react with the benzene molecules to form a thiophene ring, which can then be further transformed into 2-(Phenylthio)thiophene. - Electrophilic Substitution: This method involves reacting 2-benzylthiophene with a suitable electrophile, such as lithium iodide or potassium hydroxide.
The electrophile attacks the carbon atom in the thiophene ring, leading to the formation of 2-(Phenylthio)thiophene. - Reductive Coupling: This method involves treating 2-benzaldehyde with sodium hydrogen sulfide in the presence of a metal catalyst, such as copper(II) sulfate.
The resulting hydride complex can then undergo reductive coupling to form 2-(Phenylthio)thiophene. - Reaction with Grignard Reagents: This method involves treating 2-benzyl bromide with a suitable Grignard reagent, such as phenyl magnesium bromide.
The Grignard reagent can then undergo reductive elimination to form 2-(Phenylthio)thiophene.
Each of these synthetic routes has its own advantages and disadvantages, and the choice of method depends on the desired product, the available starting materials, and the reaction conditions.
In general, the sulfur passivation and electrophilic substitution methods are the most commonly used, as they provide good yields of the desired product and are relatively simple to implement.
After the 2-(Phenylthio)thiophene has been synthesized, it can be used as a starting material for the synthesis of a wide variety of chemicals, including insecticides, dyes, and pharmaceuticals.
For example, it can be converted into the insecticide para-chlorophenyl thiophene-2-carboxylic acid by treatment with chlorine gas.
In conclusion, the synthetic routes of 2-(Phenylthio)thiophene are varied and can be tailored to specific requirements.
This versatile compound is widely used in the chemical industry and can serve as a starting material for the synthesis of a wide range of chemicals.