Electric Literature of 1953-99-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Synthesis Example 1-Chloronaphthalene (500 parts) was added to tetrachlorophthalodinitrile (150 parts). After stirring the resultant mixture in a nitrogen atmosphere at room temperature for 30 minutes, boron trichloride (48 parts) was added. Subsequently, heating was conducted at a ramp rate of 1.6°C/min from room temperature to a temperature at which the formation of a subphthalocyanine began to take place (at that time, the reaction mixture turned into a violet color; the initiation temperature of the formation of the subphthalocyanine is 120°C to 130°C). The reaction mixture was heated further at the same ramp rate to 150°C, and at 150°C, was stirred under heating for 180 minutes. After allowed to cool down, the reaction mixture was introduced into methanol. The precipitate was collected by filtration, washed successively with water, acetone and toluene in this order, and then dried under heat in a vacuum (<1 mmHg, 180°C, 12 hr) to obtain a Cl-dodecachlorosubphthalocyanine boron complex represented by the below-described formula (143 parts, yield: 900). As a result of x-ray diffraction of the thus-obtained compound, strong diffraction peaks appeared around diffraction angles (2psi) of 6. 9°, 7.4°, 20.2°, 20.6°, 26.6° and 30.0° (FIG. 1). Further, its IR absorption spectrum presented at 880 cm-1 a strong absorption ascribable to a B-Cl bond. When measured by a high-performance liquid chromatograph ("MODEL 860-CO", manufactured by JASCO Corporation; column: "YMC-PACK PRO C18", manufactured by YMC Co., Ltd.; mobile phase: THF_water=80:20), the compound in which X was a chlorine atom was found to account for 100percent.
The synthetic route of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; DAINICHISEIKA COLOR & CHEMICALS MFG. CO. LTD.; Nippon Steel Chemical Co., Ltd.; EP1772494; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts