3776-30-5

Usage

Uses

Used in Chemical Synthesis:
2,2,6,6-tetrachlorocyclohexan-1-one serves as a precursor in the synthesis of other organic compounds, contributing to the creation of a variety of chemical products due to its reactive nature.
Used in Pesticide Production:
As an intermediate in the production of pesticides, 2,2,6,6-tetrachlorocyclohexan-1-one plays a crucial role in the agricultural industry, helping to develop substances that protect crops from pests and diseases.
Used in Chemical Processes:
Despite its limited applications due to its chlorinated structure, 2,2,6,6-tetrachlorocyclohexan-1-one is utilized in certain chemical processes where its specific properties are required.
Used in Manufacturing Industries:
Its significance extends to various manufacturing industries where its unique chemical structure and reactivity are applied to produce a range of industrial products.

InChI:InChI=1/C6H6Cl4O/c7-5(8)2-1-3-6(9,10)4(5)11/h1-3H2

Upstream product

• 108-93-0 cyclohexanol 
• 108-94-1 cyclohexanone 
• 7782-50-5 chlorine 
• 636-82-8 cyclohexene-1-carboxylic acid 
• 22775-31-1 2-oxo-cyclohexane-1,3-dicarboxylic acid 

Downstream Products

• 56207-45-5 2,2,6,6-tetrachlorocyclohexanol 
• 87-65-0 2,6-Dichlorophenol 
• 207395-01-5 N-(p-methoxyphenyl)-2,2,6,6-tetrachlorocyclohexaneimine 
• 123066-65-9 N-phenyl-2,2,6,6-tetrachlorocyclohexaneimine 

Relevant academic research and scientific papers

Simple and convenient preparation method of 2,6-dichlorophenylacetic acid

The invention provides a simple and convenient preparation method of 2,6-dichlorophenylacetic acid. By using the method, cyclohexanone is used as initial raw materials; chlorination reaction is performed with chlorination reagents to prepare 2,2,6,6-tetrachlorocyclohexanone; then, ethyl malonate condensation and hydrogen chloride removal are performed under the basic conditions, hydrolysis and rearrangement; the 2,6-dichlorophenylacetic acid is prepared through acidification decarboxylation. The used raw materials are cheap and can be easily obtained; the operation is safe, simple and convenient; the waste water quantity is small; the process achieves green and environmental-friendly effects; the product yield and the purity are high; the cost is low.

Reaction of α,β-Unsaturated Carboxylic Acids with Manganese(III) Acetate in the Presence of Chloride Ion

The reaction of 3-phenylpropenoic acids with manganese(III) acetate - Cl- complex yielded 1,2,2-trichloro-1-phenylethanes, 1-acetoxy-2,2-dichloro-1-phenylethanes, and 2,2-dichloro-1-phenylethanols. (E)-2,3-Diphenylpropenoic acids gave 2,2-dichloro-1,2-diphenylethanones and 2-acetoxy-1,2-diphenylethanones. 3,3-Diphenylpropenoic acids yielded 2,2-dichloro-1,1-diphenylethenes, 1-acetoxy-2,2-dichloro-1,1-diphenylethanes, 2,2-dichloro-1,1-diphenyl-1-ethanols, and 2-hydroxy-2,2-diphenylethanal.Fluorenylideneacetic acid gave 9-chloro-9-(dichloromethyl)fluorene, 9-acetoxy-9-(dichloromethyl)fluorene, and 9-fluorenone. 1-Cyclohexenecarboxylic acid yielded 1,2-dichlorocyclohexanecarboxylic acid and 1-acetoxy-2-chlorocyclohexanecarboxylic acid.The reaction can be explained in terms of a free-radical mechanism involving manganese(III) acetate - Cl- complexation, addition of Cl. radical, decarboxylation, and the oxidation of chloroethenes which are the reaction intermediates.

PRACTICAL SYNTHESIS OF 2,2,5,5-TETRACHLORO-1,6-HEXANEDIOIC ACID, FROM TRANS-1,2-CYCLOHEXANEDIOL OR CYCLOHEXANONE, INVOLVING OXIDATION OF 3,3,6,6-TETRACHLORO-1,2-CYCLOHEXANEDIONE

Trans-1,2-cyclohexanediol was quantitatively converted into 3,3,6,6-tetrachloro-1,2-cyclohexanedione (2) by treatment with chlorine in dimethylformamide.The hydrate of the dione was oxidized by aqueous potassium permanganate to afford the title acid 1 in 91percent overall yield.An alternative low cost preparation was elaborated, providing 2 in 61-74percent yield starting from cyclohexanone in a three step procedure without isolation of intermediates.The reaction seqence involves substitution of α-dichloro- and trichlorocyclohexanones by sodium acetate in acetic acid and chlorination of the resulting 2-hydroxy- and 2-acetoxy-2-cyclohexenones in dimethylformamide.