88372-92-3

Basic information

• Product Name: 1,2-bis(4-chlorophenyl) ethane-1,2-dione
• Synonyms: 1,2-Bis(4-chlorophenyl)ethane-1,2-dione; 1,2-Ethanedione, 1,2-bis(4-chlorophenyl)-; Benzil, 4,4'-dichloro-; Bis(p-chlorophenyl)ethanedione; Ethanedione, bis(4-chlorophenyl)-; Ethanedione, bis(4-chlorophenyl)-,radical ion(1-); 4,4'-Dichlorobenzil
• CAS NO: 88372-92-3
• Molecular Formula: C14H8Cl2O2
• Molecular Weight: 279.11812
• EINECS: 222-387-7
• Mol File: 88372-92-3.mol
• Article Data: 138

Chemical Properties

• Boiling Point: 427.3°C at 760 mmHg
• Flash Point: 180.4°C
• Appearance: /
• Density: 1.366g/cm³
• Vapor Pressure: 1.65E-07mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: 1,2-bis(4-chlorophenyl) ethane-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-bis(4-chlorophenyl) ethane-1,2-dione(88372-92-3)
• EPA Substance Registry System: 1,2-bis(4-chlorophenyl) ethane-1,2-dione(88372-92-3)

Safety Data

• Hazardous Substances Data: 88372-92-3(Hazardous Substances Data)

Usage

General Description

1,2-bis(4-chlorophenyl) ethane-1,2-dione, also known as dicofol, is a synthetic organochlorine compound that was widely used as an insecticide. It is derived from dichlorodiphenyltrichloroethane (DDT) and is structurally similar to DDT. However, dicofol is a much less persistent compound in the environment and has a lower potential for bioaccumulation. It works as an acaricide and is primarily used to control mites on a variety of crops such as cotton, fruits, and vegetables. Despite its effectiveness as a pesticide, dicofol has been banned or heavily restricted in several countries due to concerns about its potential health and environmental effects. Studies have linked it to reproductive and developmental toxicity, as well as being a possible carcinogen.

InChI:InChI=1/C14H8Cl2O2/c15-11-5-1-9(2-6-11)13(17)14(18)10-3-7-12(16)8-4-10/h1-8H

Upstream product

• 3563-45-9 1,1,1,2-tetrachloro-2,2-bis-(4-chloro-phenyl)-ethane 
• 37580-81-7 1,2-bis(4-chlorophenyl)-1,2-ethandiol 
• 4137-78-4 4,α,α,4',α',α'-hexachloro-bibenzyl 
• 104-88-1 4-chlorobenzaldehyde 
• 4254-20-0 4,4'-dichlorobenzoin 
• 64-19-7 acetic acid 
• 860537-22-0 2-(N-ethyl-p-toluidino)-1-(4-chloro-phenyl)-ethanone 
• 622-57-1 N-ethyl-p-tolylamine 
• 18164-50-6 2,2-bis(4-chlorophenyl)acetaldehyde 
• 1820-42-4 bis(4-chlorophenyl)acetylene 
• 7099-88-9 4-chlorophenylglyoxylic acid 
• 40036-75-7 (E)-4,4'-dichlorobenzil monohydrazone 
• 14774-78-8 4-chlorophenyl lithium 
• 106675-70-1 N¹,N²-dimethoxy-N¹,N²-dimethyloxalamide 

Downstream Products

• 2216-49-1 triphenylmethyl radical 
• 4254-20-0 4,4'-dichlorobenzoin 
• 23102-08-1 2-(4-Chlor-benzoyl)-2-(4-chlor-phenyl)-1.1-dicyanaethylen 
• 90833-54-8 7-hydroxy-2,3-bis(4-chlorophhenyl)-6-quinoxalinecarboxylic acid 
• 128720-40-1 1,2-Bis-(4-chloro-phenyl)-2-hydroxy-5-methyl-hex-4-en-1-one 
• 128720-41-2 1,2-Bis-(4-chloro-phenyl)-2-hydroxy-3,3-dimethyl-pent-4-en-1-one 
• 128720-35-4 (E)-1,2-Bis-(4-chloro-phenyl)-2-hydroxy-5-phenyl-pent-4-en-1-one 
• 128720-36-5 1,2-Bis-(4-chloro-phenyl)-2-hydroxy-3-phenyl-pent-4-en-1-one 
• 130649-65-9 1,2-bis-(4-chloro-phenyl)-2-hydroxy-pent-4-en-1-one 
• 95827-00-2 1-(4-chlorophenyl)but-3-en-1-one 
• 138842-02-1 6,7-Bis-(4-chloro-phenyl)-4-ethyl-4H-1-oxa-4,5,8-triaza-anthracen-3-one 
• 138842-10-1 4-Allyl-6,7-bis-(4-chloro-phenyl)-4H-1-oxa-4,5,8-triaza-anthracen-3-one 
• 129485-66-1 7,8-Bis-(4-chloro-phenyl)-2-thia-1,3,6,9-tetraaza-cyclopenta[a]naphthalene 
• 90833-53-7 2,3-bis(4-chlorophenyl)-6-quinoxalinecarboxylic acid 

Relevant articles and documents

Synthesis of 1,2-diketones by mercury-catalyzed alkyne oxidation

The first mercury-catalyzed synthesis of 1,2-diketones by alkyne oxidation has been developed. This inexpensive method extends the potential of mercury catalysis and allows the rapid construction of various 1,2-diketones and α-carbonyl amides in good yields with high functional group tolerance.

One-pot cascade synthesis of α-diketones from aldehydes and ketones in water by using a bifunctional iron nanocomposite catalyst

A new methodology for the synthesis of α-diketones was reportedviaa one-pot cascade process from aldehydes and ketones catalyzed by a bifunctional iron nanocomposite using H2O2as a green oxidant in water. The one-pot strategy showed excellent catalytic stability, comprehensive suitability of substrates and important practical utility for directly synthesizing biologically active and medicinally valuable N-heterocyclesviaan intermittent process.

Conversion of alkynes into 1,2-diketones using HFIP as sacrificial hydrogen donor and DMSO as dihydroxylating agent

A metal-free and hypervalent iodine free conversion of internal alkynes into 1,2-diketo compounds has been described. The efficacy of the present protocol rely on the use of HFIP (1,1,1,3,3,3-Hexafluoro-2-propanol) as reducing agent of alkynes and DMSO as dihydroxylating agent of olefins to acquire the desired chemical transformations. The obtained 1,2-diketones were further transformed into useful derivatives.