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The Synthetic Routes of 2,7-Dibromo-9,9-diphenylfluorene: An Overview of Chemical Industry
2,7-Dibromo-9,9-diphenylfluorene, commonly known as Taflu, is a high-value chemical that has found widespread use in the production of materials, such as flame retardants, plastics, and electronic materials.
The chemical industry has developed various synthetic routes for producing Taflu, which has led to an increased demand for this chemical.
This article provides an overview of the synthetic routes of 2,7-dibromo-9,9-diphenylfluorene used in the chemical industry.
The traditional route to produce Taflu involves the Friedel-Crafts reaction, where a halogen is added to benzene.
This method is expensive and requires specialized equipment.
A more cost-effective method is the direct bromination of phenol, which was first introduced in the 1940s.
In this method, phenol is brominated in the presence of a solvent, such as benzene or toluene, and a catalyst, such as aluminum chloride or ferric chloride.
The reaction is exothermic and requires careful control to avoid unwanted side reactions.
The reaction can be carried out at room temperature, but lower temperatures and longer reaction times are required to increase the yield.
Another synthetic route to Taflu is the diazotization of benzene nitrile, which involves the substitution of the nitrogen atom in the benzene nitrile with a bromine atom.
This method is more environmentally friendly than the traditional Friedel-Crafts route, as it generates less waste and is less energy-intensive.
However, it requires the use of toxic chemicals, such as nitric acid and sodium hydroxide, and specialized equipment.
A more recent synthetic route to Taflu is the Suzuki-Miyaura coupling reaction, which involves the formation of a carbon-carbon bond using a palladium catalyst.
This method is highly efficient and produces high-quality Taflu with a high degree of purity.
The reaction requires the use of expensive catalysts, such as palladium on carbon or palladium hydride, and is carried out in the presence of a solvent, such as dimethylformamide or N,N-dimethylacetamide.
The reaction is typically carried out at low temperatures and high pressures, and the yield can be increased by using additives, such as hexamine.
Another route to Taflu is the Stille reaction, which involves the elimination of diazo compounds to form a carbon-carbon bond.
This method is highly efficient and produces high-quality Taflu with a high degree of purity.
The reaction requires the use of expensive reagents, such as zirconium catalyst and ruthenium metal, and is carried out in the presence of a solvent, such as tetrahydrofuran or 1,4-dioxane.
The reaction is typically carried out at high temperatures and pressures, and the yield can be increased by using additives, such as aluminum chloride.
In conclusion, the synthetic routes of 2,7-dibromo-9,9-diphenylfluorene have evolved over the years and have become more cost-effective and efficient.
The direct bromination of phenol is the most commonly used method, and the Suzuki-Miyaura coupling reaction is the most efficient and produces high-quality Taflu.
The choice of synthetic route depends on the availability of raw materials, the cost of equipment and reagents, and the environmental regulations in the region.
As the demand for Taflu continues to grow, chemical companies will continue to explore new and innovative synthetic routes to meet the demand.