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5,7-dichloro-2,3-dihydrothieno3,4-b1,4dioxine (or PCB 123) is a synthetic chemical that was first synthesized in 1953 by the American chemical company Monsanto.
It is a member of the polychlorinated biphenyls (PCBs) family of chemicals, which were widely used in electrical and heat-transfer applications due to their excellent insulating and lubricating properties.
The synthetic route of PCB 123 involves several steps, including the synthesis of several intermediate compounds, followed by the final reaction that forms the molecule.
The synthesis of PCB 123 can be divided into two main stages: the synthesis of the biphenyl backbone, and the chlorination of the biphenyl.
The synthesis of the biphenyl backbone involves the reaction of aniline and formaldehyde to form o-phenylene diamine, followed by a reaction with an aldehyde to form the biphenyl.
The biphenyl can be synthesized using different methods, including the Williamson ether synthesis or the Stolichsynthesis.
The chlorination of the biphenyl involves the addition of chlorine to the biphenyl molecule to form PCB 123.
This can be accomplished through several different methods, including the diazomethane method, the phosphorous trichloride method, or the hydrochloric acid method.
The diazomethane method involves the reaction of the biphenyl with diazomethane, a highly reactive reagent that forms carbon dioxide and the corresponding chloride upon treatment with chlorine.
This method is highly efficient and is commonly used in the laboratory-scale synthesis of PCBs.
The phosphorous trichloride method involves the reaction of the biphenyl with phosphorous trichloride, followed by treatment with chlorine.
This method is less efficient than the diazomethane method, but it is more commonly used in the industrial-scale synthesis of PCBs.
The hydrochloric acid method involves the reaction of the biphenyl with hydrochloric acid, followed by treatment with chlorine.
This method is less efficient than the diazomethane method and the phosphorous trichloride method, but it can be used to synthesize PCBs with a high degree of chlorination.
In addition to the synthetic routes described above, the synthesis of PCB 123 can also involve the use of other reagents and catalysts, such as sodium hydroxide, potassium hydroxide, and hydrogen peroxide.
These reagents and catalysts can be used to optimize the reaction conditions and to improve the yield of the final product.
The synthesis of PCB 123 can also be affected by several factors, such as the choice of reagents, the reaction temperature and pressure, and the presence of impurities in the starting materials.
These factors can all have an impact on the yield and the quality of the final product.
In conclusion, the synthetic routes of PCB 123 involve several steps, including the synthesis of the biphenyl backbone and the chlorination of the biphenyl.
The choice of synthetic route and the reaction conditions can have a significant impact on the yield and the quality of the final product.
The synthesis of PCB 123 can be accomplished using different methods and reagents, and the use of impure starting materials can also affect the synthesis of the final product.