2244-77-1

Usage

Uses

Used in Agricultural and Horticultural Applications:
2,5-Di(4-chlorophenyl)-1,4-dithiin is used as an acaricide and insecticide for controlling a wide range of pests, including mites, aphids, and whiteflies. Its effectiveness in pest management makes it a valuable tool in maintaining the health and productivity of crops and plants.
However, it is important to note that due to its toxic and carcinogenic properties, the use of 2,5-Di(4-chlorophenyl)-1,4-dithiin has been heavily restricted or banned in several countries. It is classified as a hazardous substance by the Occupational Safety and Health Administration (OSHA), and the potential risks associated with its use have led to its declining popularity and limited availability in the market. As a result, alternative pest control methods and products are being sought to ensure the safety of both the environment and human health.

Upstream product

• 23905-54-6 2-[2-(4-chloro-phenyl)-2-oxo-ethylsulfanyl]-3H-quinazolin-4-one 
• 87273-13-0 4'-chloro-ω-<4-(2,6-dimethylpyrimidinyl)thio>-acetophenone 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 89991-22-0 1-(4-Chloro-phenyl)-2-(6-methyl-pyrimidin-4-ylsulfanyl)-ethanone 
• 81665-06-7 2,5-Bis-(4-chloro-phenyl)-[1,4]dithiine 1-oxide 

Downstream Products

• 91472-36-5 2,5-Bis-(4-chloro-phenyl)-[1,4]dithiine; compound with 2,4-diphenyl-thiophene 
• 91472-41-2 2,5-Bis-(4-chloro-phenyl)-[1,4]dithiine; compound with 2,4-di-p-tolyl-thiophene 
• 91472-38-7 2,5-Bis-(4-chloro-phenyl)-[1,4]dithiine; compound with 2,4-bis-(4-chloro-phenyl)-thiophene 
• 40753-22-8 2,6-bis(p-chlorophenyl)-1,4-dithiafulvene 

Relevant academic research and scientific papers

EXTRUSION REACTIONS-VII. FORMATION OF 2,5-DIARYL-1,4-DITHIINS AND 2-ACETONYL THIAZOLES

ω-(2,6-Dimethyl-4-pyrimidinylthio-(4), 2-methyl-4-quinazolinylthio-(9), and 4-oxo-2-quinazolinylthio)-(10) acetophenones with hydrochloric or perchloric acid provide 2,5-diaryl-1,4-dithiins (7) whereas ω-(6-methyl-4-pyrimidinylthio)acetophenones (11) with aq HCl/HClO4 or POCl3 followed by hydrolysis provide 1-(4-aryl-2-thiazolyl)-2-propanones (12).Likewise, 2-(6-methyl-4-pyrimidinylthio)cyclohexanone (13) give the thiazole derivative (14).

HETEROCYCLES IN ORGANIC SYNTHESIS. PART V. A SYNTHESIS OF 2,5-DIARYL-1,4-DITHIINS

ω-(2-Methyl-4-quinazolinylthio or 2,6-dimethyl-4-pyrimidinylthio or 4-oxo-2-quinazolinylthio)acetophenones on treatment with hydrochloric or perchloric acid provide 2,5-diaryl-1,4-dithiins.

SKELETAL REARRANGEMENT OF 2,5-DIARYL-1,4-DITHIIN-1-OXIDES INDUCED BY HYDROCHLORIC ACID

Treatment of 2,5-diphenyl-1,4-dithiin-1-oxide with hydrochloric acid in dioxane caused a novel skeletal rearrangement to give 2-benzoyl-4-phenyl-1,3-dithiole together with the deoxygenation products.The reaction with gaseous hydrogen chloride in methanol

THERMAL AND PHOTOCHEMICAL REARRANGEMENTS OF 1,4-DITHIIN Sulfoxides

Thermolysis of 2,5-diphenyl-1,4-dithiin-1-oxide afforded 2-formyl-2,4-diphenyl-1,3-dithiole, which was obtained also in photolysis along with another rearranged product, 2-benzoyl-4-phenyl-1,3-dithiole.