-
Categories
-
Pharmaceutical Intermediates
-
Active Pharmaceutical Ingredients
-
Food Additives
- Industrial Coatings
- Agrochemicals
- Dyes and Pigments
- Surfactant
- Flavors and Fragrances
- Chemical Reagents
- Catalyst and Auxiliary
- Natural Products
- Inorganic Chemistry
-
Organic Chemistry
-
Biochemical Engineering
- Analytical Chemistry
-
Cosmetic Ingredient
- Water Treatment Chemical
-
Pharmaceutical Intermediates
Promotion
ECHEMI Mall
Wholesale
Weekly Price
Exhibition
News
-
Trade Service
2-Bromo-3-chlorothiophene is a commonly used organic compound in the chemical industry, and it can be synthesized through several different routes.
The selection of the synthetic route depends on various factors, such as the availability of starting materials, the desired yield, and the cost of the process.
In this article, we will discuss the three most commonly used synthetic routes for 2-bromo-3-chlorothiophene.
Route 1: via Bromination of 2-Chlorothiophene
The first synthetic route for 2-bromo-3-chlorothiophene involves the bromination of 2-chlorothiophene.
The reaction is carried out in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride, and a polar solvent, such as carbon tetrachloride or 1,2-dichloroethane.
The reaction proceeds through the following steps:
- Deprotonation of 2-chlorothiophene by the Lewis acid catalyst to form a radically stabilized intermediate.
- Attack of the bromine molecule on the intermediate, leading to the formation of a bromonium ion intermediate.
- Protonation of the bromonium ion by the solvent to form 2-bromo-3-chlorothiophene.
The yield of the reaction can be improved by using a larger amount of Lewis acid catalyst and by increasing the reaction temperature.
However, the use of Lewis acid catalysts can be hazardous, and the reaction may produce large amounts of hazardous waste.
Route 2: via Chlorination of 2-Bromothiophene
The second synthetic route for 2-bromo-3-chlorothiophene involves the chlorination of 2-bromothiophene.
The reaction is carried out in the presence of a chlorinating agent, such as thionyl chloride or phosphorus trichloride, and a polar solvent, such as carbon tetrachloride or 1,2-dichloroethane.
The reaction proceeds through the following steps:
- Deprotonation of 2-bromothiophene by the chlorinating agent to form a radically stabilized intermediate.
- Attack of chlorine molecules on the intermediate, leading to the formation of a chloronium ion intermediate.
- Protonation of the chloronium ion by the solvent to form 2-bromo-3-chlorothiophene.
The yield of the reaction can be improved by using a larger amount of chlorinating agent and by increasing the reaction temperature.
However, the use of chlorinating agents can be hazardous, and the reaction may produce large amounts of hazardous waste.
Route 3: via Reduction of 3-Chlorothiophene-2-carboxaldehyde
The third synthetic route for 2-bromo-3-chlorothiophene involves the reduction of 3-chlorothiophene-2-carboxaldehyde.
The reaction is carried out in the presence of a reducing agent, such as lithium aluminum hydride or hydrogen in the presence of a catalyst, such as palladium on barium sulfate.
The reaction proceeds through the following steps:
- Deprotonation of 3-chlorothiophene-2-carboxaldehyde by the reducing agent to form a radically stabilized intermediate.
- Reduction of the intermediate by the reducing agent, leading to the formation of 2-bromo-3-chlorothiophene.
The yield of the reaction can be improved by using a larger amount of reducing agent and by increasing