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1,2-Bis(dichloromethyl)benzene, also known as DCMB, is a synthetic chemical compound commonly used in the production of various products in the chemical industry.
The most common uses of DCMB include its application as an intermediate in the production of herbicides and as a building block in the synthesis of dyes, plastics, and other organic chemicals.
The synthetic routes to DCMB are several, and this article will discuss some of the most commonly used methods.
The first synthetic route to DCMB involves the reaction of benzene with dichloromethane in the presence of a Lewis acid catalyst.
This reaction is known as the Clemmensen reduction, and it involves the reduction of the double bond in benzene to produce a second generation diazo compound, which is then treated with sodium hydroxide to convert it to a phenol.
The phenol is then treated with chloroform and a source of chlorine, such as bleach, to produce DCMB.
Another synthetic route to DCMB involves the reaction of benzene with chloroform in the presence of a Lewis acid catalyst, such as ferric chloride.
This reaction is known as the Friedel-Crafts reaction, and it produces a benzene diazonate, which is then treated with sodium hydroxide to convert it to a phenol.
The phenol is then treated with hydrochloric acid to produce DCMB.
A third synthetic route to DCMB involves the reaction of benzene with chloroform and hydrogen chloride in the presence of a Lewis acid catalyst, such as aluminum chloride.
This reaction is known as the Simon-Eberhardt reaction, and it produces a chloromethylated benzene, which is then treated with sodium hydroxide to convert it to a phenol.
The phenol is then treated with chloroform and a source of chlorine, such as bleach, to produce DCMB.
In addition to the above-described synthetic routes, DCMB can also be produced by other methods, such as the use of diazo compounds or the reaction of benzene with nitrogen trichloride in the presence of a Lewis acid catalyst.
The choice of synthetic route will depend on the specific needs of the manufacturing process and the desired purity and yield of the final product.
Overall, the synthetic routes to 1,2-Bis(dichloromethyl)benzene are varied and can be tailored to specific manufacturing processes.
The use of DCMB as an intermediate in the production of herbicides, dyes, plastics, and other chemicals demonstrates the versatility and importance of this compound in the chemical industry.