Trichloroacetyl chloride CAS 76-02-8

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  • Appearance: Colorless liquid 
  • Assay: 99. 0%min
  • Stock: In stock
  • Sample: Available

Basic Info of Trichloroacetyl chloride

What is Trichloroacetyl chloride?

Trichloroacetyl chloride is the acyl chloride of trichloroacetic acid. It can be formed by the reaction of chlorine with acetyl chloride or acetaldehyde in the presence of activated carbon. It can be used to manufacture drugs and plant pesticides.

It can be obtained by reacting acetyl chloride or acetaldehyde with chlorine in the presence of activated carbon. Trichloroacetyl chloride is also produced by the reaction of oxygen and tetrachloroethylene in the presence of ultraviolet light and catalyst.

Nitric acid reacts with Trichloroacetaldehyde to obtain trichloroacetic acid, and then phosphorus trichloride is added to trichloroacetic acid for reaction. After the reaction, the product is separated to obtain trichloroacetyl chloride.

Trichloroacetyl chloride Uses

  1. Trichloroacetyl chloride can be used to synthesize pesticides, herbicides, fungicides, etc.
  2. Trichloroacetyl chloride is used as an important raw material for organic synthesis, an important intermediate for pesticides chlorpyrifos, methyl chlorpyrifos and herbicides
  3. Trichloroacetyl chloride is widely used in the synthesis of broad-spectrum, high-efficiency insecticides, acaricides chlorpyrifos, chlorpyrifos methyl and important intermediates for herbicides.
  4. Acetylation of esters.
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Application of Trichloroacetyl chloride

My country is a big country in the production and use of pesticides. Although the project to eliminate high-toxicity and high-residue pesticides has been started, some low-cost, high-toxicity, and high-residue pesticides are still used under the drive of interests. The poisoning of edible fruits and vegetables has been reported frequently, and it is a serious threat. people’s health. Both chlorpyrifos and chlorpyrifos methyl are a new generation of alternative pesticide products. Their superior broad-spectrum, high-efficiency, low-toxicity, and low-residue characteristics have made them popular and applied all over the world.

“Chlorpyrifos”, also known as “Lesben”, is the only organophosphorus product licensed by the International Health Organization. No matter in the international or domestic market, “chlorpyrifos” has a large market capacity. Chlorpyrifos can control more than 100 kinds of pests. It has contact killing, stomach poisoning and fumigation effects, and can be used for the control of agricultural, animal husbandry and sanitary pests.

Add trichloroacetyl chloride and acrylonitrile in a mass ratio of 1.0:0.9~1.0:1.3 into a four-necked flask equipped with a stirrer, a thermometer and a reflux condenser, heat at 120~140 °C, and put Add 1:1 copper powder and cuprous chloride catalyst under stirring, react under nitrogen protection for 8-16 h, the mass ratio of the total amount of catalyst to trichloroacetyl chloride is about 0.1:1.0, and the solvent is nitrobenzene , dichlorobenzene or xylene. A brown mixture was obtained, the solid catalyst was removed by filtration, and a pale yellow transparent liquid (addition product) was obtained.

The unreacted raw materials and solvent were evaporated under reduced pressure, and then transferred to a three-necked flask with a stirrer, a gas introduction tube and a reflux condensing device, and dry hydrogen chloride gas was introduced at 30-50 °C, and stirred for 3-10 h. The hydrogen chloride in the solution was removed under reduced pressure to obtain the cyclized product pyridone. Slowly add sodium hydroxide solution dropwise, a large amount of pale yellow solids will be produced, continue to stir, and control the temperature at room temperature, stir for 5-10 h, filter and dry to obtain sodium picolinate. After acidification with hydrochloric acid or sulfuric acid, a large amount of light yellow powder can be obtained, and after standing for a period of time, pyridine phenol crystals are precipitated. The yield is about 65%. Some people adopt this synthetic route, but its experimental method is relatively simple, and has the characteristics of short technological process, easy operation and high yield.

4′-Hydroxybiphenyl-4-carbonitrile can be used as a liquid catalyst and an intermediate for antithrombotic drugs. In the presence of AlCl 3 , 4-hydroxybiphenyl can undergo a high yield and high regioselectivity acetylation reaction with trichloroacetyl chloride to obtain 4-(trichloroacetyl)-4′-hydroxybiphenyl, It is then reacted with ammonia to be converted into the corresponding formamide, and the formamide is dehydrated with a dehydrating agent to obtain 4′-hydroxybiphenyl-4-carbonitrile.

Using metal halide as an exchange medium, benzothiazole and trichloroacetyl chloride can react to obtain 2-chlorobenzothiazole in high yield. If ethyl trichloroacetate is added during the reaction, the yield can be improved.

Combining trichloroacetyl chloride and organozinc intermediate, then in DMF, phenylacrolein was treated with trichloroacetic acid and sodium trifluoroacetate to obtain 4-phenyl-1,1,1-tris with a mass fraction of 97% Chloro-2-butanone.

Using acetone as a solvent, in the presence of sodium bicarbonate, 2-(4-bromoaniline) 4,6-dimethylpyrimidine and trichloroacetyl chloride undergo condensation reaction to form the target product. The product has a good bactericidal effect on the fungus Aspergillus.

5-Trichloromethyl-5-hydroxy-2-isoxazoline is an intermediate for pesticides and pharmaceuticals. In the presence of a base, trichloroacetyl chloride and vinyl ether are added, and then cyclic condensation occurs with hydroxylamine to obtain the product. At 10~20 ℃, 18.2 g of trichloroacetyl chloride was added to 7.2 g of vinyl ether and 7.9 g of pyridine, stirred at room temperature for 4 h, and then 6.95 g of hydroxylamine hydrochloride and 10 mL of water were added to obtain a mass fraction of 92%. product.

Trichloroacetyl chloride was added dropwise to the melted mixture of 2,6-dichloro-4-nitroaniline and trichloroacetic acid, and then reacted at 130 °C for 4 h to obtain the product with a yield of 81%. The dosage of pesticide is 2 kg/km 2 , the weed control rate is 95%.

Quality Control of Trichloroacetyl chloride

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