1674-29-9

Usage

Uses

Used in Chemical Production:
(1,2,2-Trichloroethyl)benzene is utilized as a solvent in the synthesis of various organic chemicals. Its solvent properties facilitate the manufacturing process by aiding in the dissolution and reaction of different chemical compounds.
Used in Industrial Applications:
In some industrial settings, (1,2,2-trichloroethyl)benzene serves as a degreaser. It is employed to remove grease, oil, and other contaminants from surfaces, which is crucial for maintaining the cleanliness and functionality of machinery and equipment.
However, it is important to note that (1,2,2-trichloroethyl)benzene is classified as a hazardous chemical. Its potential health effects include irritation to the respiratory system, skin, and eyes. Moreover, prolonged or repeated exposure can lead to damage to vital organs such as the liver and kidneys. Therefore, strict adherence to safety regulations and cautious handling are imperative when working with this chemical.

Upstream product

• 52147-97-4 trans 2-phenylethenesulfonyl chloride 
• 100-42-5 styrene 
• 79-01-6 Trichloroethylene 
• 79692-77-6 (phenylazo)diphenylmethanol 
• 140-10-3 (E)-3-phenylacrylic acid 
• 2612-36-4 2,2-dichloro-1-phenylethanol 
• 100-52-7 benzaldehyde 
• 6943-57-3 (phenylazo)diphenylmethyl acetate 
• 574-61-8 benzophenone N-phenylhydrazone 
• 622-25-3 1-(2-chlorovinyl)benzene 
• 35115-76-5 2,3-dichloro-3-phenyl-propionic acid 
• 4110-77-4 (E)-β-chlorostyrene 

Downstream Products

• 706-93-4 Phenylpentachloroethane 

Relevant academic research and scientific papers

Reaction of Styrene with Chlorine Dioxide

Reaction of styrene with chlorine dioxide under various conditions selectively produces 1-phenyl- 2-chloroethanone, with 1-phenyl-2-chloroethanol, 2-hydroxy-1-phenylethanone, (1,2-dichloroethyl)benzene, (2-chloro-1-phenyl)ethene, and (1,2,2-trichloroethyl

Use of a fluorous bridge for diffusion controlled uptake of molecular chlorine in chlorine addition to alkenes

Fluorous solvent was used for passive transport of molecular chlorine from one side of the U-tube to the other, where addition of chlorine to alkenes was quantitative and diffusion controlled.

vic-Dichlorination of olefins with sodium chlorite, Mn(acac)3, and moist alumina in dichloromethane

Aliphatic, alicyclic, and aromatic alkenes underwent smooth vicdichlorination upon treatment with a reagent combination of NaClO2, Mn(acac)3 catalyst, and chromatographic neutral alumina preloaded with a small amount of water in dichloromethane under mild conditions.

Quaternary ammonium polychlorides as efficient reagents for chlorination of unsaturated compounds

Chlorination of unsaturated compounds by benzyltributylammonium polychlorides results in higher yields of addition products compared to those obtained with molecular chlorine.

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.

Synthetic Applications of Conjugated Azocarbinols. Radical Chain Hydrophenylation and Hydrocyclohexenylation of Haloethenes

2-(Phenylazo)-2-propanol (5) and (phenylazo)diphenylmethanol (6) decompose in solution by process involving phenyl radicals.Similarly, 1-(1-azocyclohexenyl)cyclohexanol (7) decomposes to generate the 1-cyclohexenyl radical.Evidence for radical intermediates includes the formation of chlorobenzene and 1-chlorocyclohexene, respectively, from decomposition of 5 (or 6) and 7 in CCl4.Evidence for induced, chain decomposition by radical abstraction of hydroxyl hydrogen, in concert with breaking of at least one C-N bond of the azo function, includes faster decomposition in CCl4 than in benzene, acceleration of decomposition in CCl4 by thiophenol, and acceleration of decomposition in benzene by trityl radicals.That decomposition mechanism is supported also by the finding that methyl ethers and acetate esters of the azoalcohols decompose much more slowly than the alcohols themselves.Phenyl radicals from either 5 or 6, and 1-cyclohexenyl radicals from 7, can be trapped with some alkene by addition.Such radical adducts subsequently pick up a hydrogen atom, presumably by abstracting from the hydroxyl group of the azocarbinol in concert with C-N bond breaking.The overall processes, then, are hydrophenylation of alkenes with 5 and 6 and hydro-1-cyclohexenylation of alkenes with 7 by a radical chain mechanism.The processes are of preparative value only in cases of alkene substrates which are neither highly polymerizable nor prone to radical attack on allylic substituents.Several highly halogenated compounds prepared by treatment of haloethenes with 6 or 7 are reported.The reaction between 5 and benzaldehyde, to form acetone and 1-benzoyl-2-phenylhydrazine, was found to be second order overall, first order in 5 and first order in benzaldehyde between 0.4 M and neat benzaldehyde.This result does not appear to be compatible with a mechanism involving decomposition of 5 to acetone and phenyldiazene, with subsequent reaction of the latter with benzaldehyde.