Preparation method of chloranil

Abstract

The invention provides a preparation method of chloranil, and belongs to the technical field of chemical production. According to the invention, glacial acetic acid is used as a solvent, and glacial acetic acid has certain solubility to tetrachlorohydroquinone, but has very low solubility to the product tetrachlorobenzoquinone, thus being beneficial to improving the product yield; the glacial acetic acid is acidic, so that the oxidability of nitric acid can be improved when the nitric acid is used as an oxidizing agent. Nitric acid or chlorine is used as an oxidizing agent to oxidize tetrachlorohydroquinone to prepare tetrachlorobenzoquinone, the raw materials are cheap and easy to obtain, the operation method is simple, the reaction route is short, the equipment investment is low, the market competitiveness in the production cost is extremely high, the product yield is higher than 98%, special purification treatment is not needed, and the final product purity is higher than 99.0%.

Description

Technical field

[0001] The present invention relates to the field of chemical production techniques, and more particularly to a preparation method of tetrachlorobenzene.Background technique

[0002] Tetrachlorone, molecular formula C6CL4O2The molecular weight is 245.88, the golden leaf crystal, the melting point is 290 ° C. Tetrachlorobenzene can be used as a dye intermediate and agricultural mixture, an intermediate of pesticides and polymer compounds; in the pharmaceutical industry, tetrachloroquinone can also be used to antiferic tumorine imine, antimidelane drugs Squits production.

[0003] At present, the industrial method is specifically based on aniline as a raw material, and 2,4,6-trichlorine is formed by hydrogen chloride in anhydrous organic solvent, and the hydrogenated sulfuric acid is produced under anhydrous sulfuric acid at 110 ° C. Tetrachlorobenzoquinone. The method of reaction conditions is harsh, and it is necessary to perform under anhydrous conditions, which is extremely ...

Examples

preparation example Construction

[0025]The present invention provides a preparation method of tetrachlorobenzoquinone, comprising the steps of:

[0026]Tetrachloronquinone and ice acetic acid were mixed with nitric acid or chlorine gas to be oxidized to give tetrachlorobenzene; when the oxidant was chlorine gas, the oxidation reaction was carried out under the presence of a catalyst.

[0027]The present invention uses ice acetic acid as a solvent, and the nitric acid or chlorine is oxidized as an oxidant, and tetrachlorobenzin is oxidized to obtain tetrachlorobenzene, and the reaction formula is as follows:

[0028]

[0029]The preparation method of the tetrachloroquinone provided by the present invention will be described in detail below according to the species of the oxidant.

[0030]In the present invention, when the oxidizing agent is nitric acid, it is specifically mixed with tetrachloride and ice acetic acid to perform an oxidation reaction under the presence conditions of nitric acid (referred to as the first oxidation re...

Embodiment 1

[0040]50 g of tetrachloride was mixed with 250 ml of ice acetic acid, the control temperature was 10 ° C, and a 10 ml concentration of 98 wt% was added dropwise, and the reaction was stirred at 10 ° C for 1 h, and the thin layer chromatographic analysis was complete; The resulting product system was filtered and the resulting filter was washed to neutral, and 10 h was dried at 60 ° C for 10 h, resulting in 49.1 g of tetrachlorobenzene, and the product was 99.2%, the yield was 98.2%.

Embodiment 2

[0042]50 g of tetrachloride was mixed with 500 ml of ice acetic acid, the control temperature was 20 ° C, and a 25 ml concentration of 70% by weight was added dropwise, and 45 min was added, and the reaction was stirred at 20 ° C for 0.5 h, and the thin layer chromatographic analysis was complete. The resulting product system was filtered, washed the resulting filter cake to neutral, and dried under 60 ° C for 10 h to give 49.2 g of tetrachlorobenzene, the product was 99.1%, and the yield was 98.4%.

Technical field

[0001] The present invention relates to the field of chemical production techniques, and more particularly to a preparation method of tetrachlorobenzene.Background technique

[0002] Tetrachlorone, molecular formula C6CL4O2The molecular weight is 245.88, the golden leaf crystal, the melting point is 290 ° C. Tetrachlorobenzene can be used as a dye intermediate and agricultural mixture, an intermediate of pesticides and polymer compounds; in the pharmaceutical industry, tetrachloroquinone can also be used to antiferic tumorine imine, antimidelane drugs Squits production.

[0003] At present, the industrial method is specifically based on aniline as a raw material, and 2,4,6-trichlorine is formed by hydrogen chloride in anhydrous organic solvent, and the hydrogenated sulfuric acid is produced under anhydrous sulfuric acid at 110 ° C. Tetrachlorobenzoquinone. The method of reaction conditions is harsh, and it is necessary to perform under anhydrous conditions, which is extremely ...

Examples

preparation example Construction

[0025]The present invention provides a preparation method of tetrachlorobenzoquinone, comprising the steps of:

[0026]Tetrachloronquinone and ice acetic acid were mixed with nitric acid or chlorine gas to be oxidized to give tetrachlorobenzene; when the oxidant was chlorine gas, the oxidation reaction was carried out under the presence of a catalyst.

[0027]The present invention uses ice acetic acid as a solvent, and the nitric acid or chlorine is oxidized as an oxidant, and tetrachlorobenzin is oxidized to obtain tetrachlorobenzene, and the reaction formula is as follows:

[0028]

[0029]The preparation method of the tetrachloroquinone provided by the present invention will be described in detail below according to the species of the oxidant.

[0030]In the present invention, when the oxidizing agent is nitric acid, it is specifically mixed with tetrachloride and ice acetic acid to perform an oxidation reaction under the presence conditions of nitric acid (referred to as the first oxidation re...

Embodiment 1

[0040]50 g of tetrachloride was mixed with 250 ml of ice acetic acid, the control temperature was 10 ° C, and a 10 ml concentration of 98 wt% was added dropwise, and the reaction was stirred at 10 ° C for 1 h, and the thin layer chromatographic analysis was complete; The resulting product system was filtered and the resulting filter was washed to neutral, and 10 h was dried at 60 ° C for 10 h, resulting in 49.1 g of tetrachlorobenzene, and the product was 99.2%, the yield was 98.2%.

Embodiment 2

[0042]50 g of tetrachloride was mixed with 500 ml of ice acetic acid, the control temperature was 20 ° C, and a 25 ml concentration of 70% by weight was added dropwise, and 45 min was added, and the reaction was stirred at 20 ° C for 0.5 h, and the thin layer chromatographic analysis was complete. The resulting product system was filtered, washed the resulting filter cake to neutral, and dried under 60 ° C for 10 h to give 49.2 g of tetrachlorobenzene, the product was 99.1%, and the yield was 98.4%.

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