22867-05-6

Basic information

• Product Name: 1,2-DIBENZOYL-1,2-DIBROMOETHANE
• Synonyms: 1,2-DIBENZOYL-1,2-DIBROMOETHANE;2,3-DIBROMO-1,4-DIPHENYL-1,4-BUTANEDIONE
• CAS NO: 22867-05-6
• Molecular Formula: C₁₆H₁₂Br₂O₂
• Molecular Weight: 396.07
• Mol File: 22867-05-6.mol

Chemical Properties

• Boiling Point: 463.5 °C at 760 mmHg
• Flash Point: 120.5 °C
• Appearance: /
• Density: 1.646 g/cm³
• Vapor Pressure: 9.02E-09mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: 1,2-DIBENZOYL-1,2-DIBROMOETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIBENZOYL-1,2-DIBROMOETHANE(22867-05-6)
• EPA Substance Registry System: 1,2-DIBENZOYL-1,2-DIBROMOETHANE(22867-05-6)

Safety Data

• Hazardous Substances Data: 22867-05-6(Hazardous Substances Data)

Usage

Uses

Used in Photopolymerization Industry:
1,2-Dibenzoyl-1,2-dibromoethane is used as a photoinitiator for photopolymerization reactions, enabling the rapid curing of materials under ultraviolet or visible light, which is crucial for various applications such as dental restoratives, coatings, and adhesives.
Used in Polymer Production:
In the polymer industry, 1,2-Dibenzoyl-1,2-dibromoethane is used as a crosslinking agent, enhancing the mechanical properties, thermal stability, and chemical resistance of polymers, which is essential for the production of high-performance materials.
Used in Pharmaceutical Synthesis:
1,2-Dibenzoyl-1,2-dibromoethane is utilized as a chemical intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Organic Compound Synthesis:
DBD is employed as a chemical intermediate in the synthesis of other organic compounds, facilitating the production of a wide range of chemical products for various industries, including agriculture, textiles, and specialty chemicals.

InChI:InChI=1/C16H12Br2O2/c17-13(15(19)11-7-3-1-4-8-11)14(18)16(20)12-9-5-2-6-10-12/h1-10,13-14H

Upstream product

• 23718-99-2 2-methylene-1,3-diphenylpropane-1,3-dione 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 7446-70-0 aluminium trichloride 
• 71-43-2 benzene 
• 4070-75-1 1,4-diphenyl-but-2-ene-1,4-dione 
• 64-19-7 acetic acid 
• 22221-93-8 (+/-)-threo-2.3-dibromo-4-oxo-4-phenyl-butyric acid 
• 959-27-3 (Z)-1,4-diphenylbut-2-ene-1,4-dione 
• 10026-13-8 phosphorus pentachloride 

Downstream Products

• 5468-69-9 1,4-diphenyl-2-(piperidin-1-yl)butene-1,4-dione 
• 120857-88-7 4,4'-diphenyl-[5,5']bithiazolylidene-2,2'-dione-bis-[(1-phenyl-ethylidene)-hydrazone] 
• 32113-80-7 4,4'-diphenyl-[5,5']bithiazolylidene-2,2'-dione-bis-[(1-methyl-3-phenyl-allylidene)-hydrazone] 
• 1087-09-8 1,4-diphenyl-but-2-yne-1,4-dione 
• 123127-62-8 4,4'-diphenyl-[5,5']bithiazolylidene-2,2'-dione-bis-(5-ethoxycarbonyl-4-methyl-thiazol-2-ylhydrazone) 
• 87258-44-4 2-dimethylamino-1,4-diphenyl-but-2c-ene-1,4-dione 
• 854461-96-4 2-anilino-3-bromo-1,4-diphenyl-butane-1,4-dione 
• 105991-75-1 2,2'-bis-benzylidenehydrazino-4,4'-diphenyl-[5,5']biselenazolyl 
• 79881-29-1 2-bromo-1,4-diphenyl-2-butene-1,4-dione 
• 103-19-5 di(p-tolyl) disulfide 
• 28666-17-3 3,4-Dibromo-2,5-diphenylfuran 
• 63113-55-3 2-(methylthio)-1,4-diphenylbut-2-ene-1,4-dione 
• 61456-84-6 2,3-dibenzoyl-1-phenyl-aziridine 
• 1069128-11-5 3-(2-naphthylsulfanyl)-2,5-diphenylfuran 

Relevant articles and documents

Lewis acid-catalyzed one-pot, three-component route to chiral 3,3′-bipyrroles

(Chemical Equation Presented) 3,3′-Bipyrroles 3 could be synthesized using a double Michael addition reaction involving diaroyl acetylene 1 and the appropriate 1,3-dicarbonyls 2 using ammonium acetate as a nitrogen source. The axial chirality of bipyrrole was anticipated from the X-ray crystal structure and DFT calculations and confirmed by separating the racemates on a chiral column and subsequent CD spectra of the enantiomers. The absolute configuration of the enantiomers was achieved by theoretical CD spectra calculation using the ZINDO method.

The important role of solvent vapor in an organic solid state reaction

Some organic reactions in the solid state proceeded very efficiently and selectively in the presence of a small amount of solvent vapor. The Royal Society of Chemistry 2005.

Synthesis and characterization of some heterocyclic analogues of N,N′-perarylated phenylene-1,4-diamines and benzidines as a new class of hole transport materials

Starting from N,N-diarylsubstituted thioureas 20 and thioacetamides 21 a series of heterocyclic analogous of N,N′-perarylated phenylene-1,4-diamines and benzidines was obtained. These compounds represent, as studied by DSC measurements, a new class of hole transporting materials with high thermal stability and high tendency to form stable amorphous states. Moreover, some of the new compounds are, as measured by cyclic voltammetry, easily reversibly oxidized indicating the formation of persistent radical ions. Such compounds, which are, in general, completely substituted by aryl groups at their heterocyclic moieties, have been successfully used as hole-transport materials in OLEDs.

Ylidions: A New Reactive Intermediate Prepared by Photosensitized One-Electron Oxidation of Phenacyl Sulfonium Ylides

The chemistry of a series of phenacyl sulfonium ylides was studied.Their photosensitized one-electron oxidation by 9,10-dicyanoanthracene generates ylidions, a new class of radical cation intermediates.In some cases, the ylidions cleave to form a free alkyl radical and a cation; in others, they are attacked by nucleophiles or by an alkene.The chemical properties displayed by the phenacyl sulfonium ylidions appear to be controlled primarily by the nature of the sulfur-bound alkyl groups.The direct photolysis and thermolysis of the phenacyl sulfonium ylides was examined for comparison with their one-electron oxidation.Some of the ylides undergo the Stevens rearrangement either when heated or photolyzed.Contrary to an earlier report, there is no evidence that direct photolysis of a phenacyl sulfonium ylide leads to formation of benzoylcarbene.