5943-11-3

Basic information

• Product Name: 2,8-Diiodo-dibenzofuran
• Synonyms: 2,8-Diiodo-dibenzofuran;2,8-diiododibenzo[b,d]furan
• CAS NO: 5943-11-3
• Molecular Formula: C₁₂H₆I₂O
• Molecular Weight: 419.98438
• Mol File: 5943-11-3.mol
• Article Data: 14

Chemical Properties

• Melting Point: 174.0 to 178.0 °C
• Appearance: /
• CAS DataBase Reference: 2,8-Diiodo-dibenzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,8-Diiodo-dibenzofuran(5943-11-3)
• EPA Substance Registry System: 2,8-Diiodo-dibenzofuran(5943-11-3)

Safety Data

• Hazardous Substances Data: 5943-11-3(Hazardous Substances Data)

Usage

General Description

2,8-Diiodo-dibenzofuran is a synthetic chemical compound with the molecular formula C12H6I2O. It is a derivative of dibenzofuran, a heterocyclic compound that contains two benzene rings fused to a central furan ring. 2,8-Diiodo-dibenzofuran is used in organic synthesis as a reagent for the preparation of various pharmaceuticals and agrochemicals due to its unique structural and electronic properties. It is also used as a precursor in the synthesis of organic dyes and pigments. However,

Upstream product

• 132-64-9 dibenzofuran 

Downstream Products

• 1240963-92-1 (3-(8-(4-bromophenyl)dibenzo[b,d]furan-2-yl)-9-phenyl-9H-carbazole) 
• 1093238-89-1 (3-(8-iodobenzo[b,d]furan-2-yl)-9-phenyl-9H-carbazole) 
• 58841-73-9 2,8-diphenyldibenzofuran 
• 24253-53-0 2,11-diphenyltriphenylene 
• 1197989-83-5 2,2'-(dibenzofuran-2,8-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 287957-58-8 2,8-dibenzofuranbis(pentaflurophenyl 3-propionate) 
• 475233-55-7 3-[6-(2-benzyloxycarbonylamino-ethyl)-2,8-bis-trimethylsilanyl-dibenzofuran-4-yl]-propionic acid ethyl ester 
• 475233-56-8 3-[6-(2-benzyloxycarbonylamino-ethyl)-2,8-diiodo-dibenzofuran-4-yl]-propionic acid ethyl ester 

Relevant articles and documents

Carboline modified dibenzofuran as a high triplet host material for blue phosphorescent organic light-emitting diodes

A carboline modified dibenzofuran compound, 2,8-bis(pyrido[2,3-b]indol-9-yl)dibenzofuran (DBFCb), was synthesized and evaluated as the host material for blue phosphorescent organic light-emitting diodes by doping iridium (III) bis((3,5-difluorophenyl)pyridine) picolinate (FIrpic) as a blue triplet emitter. The DBFCb host showed balanced charge density in the emitting layer and a triplet energy of 2.88 eV by carboline moiety. The FIrpic doped DBFCb devices realized high external quantum efficiency of 21.3% at a low doping concentration of 3%.

Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols

An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.

Molecular design of modifying 4-position of dibenzofuran for high temperature stability and high efficiency

A molecular design modifying 4- position of dibenzofuran with a pyridoindole moiety for high temperature stability and high efficiency was examined as an approach to develop host materials for blue phosphorescent organic light-emitting diodes. The simple pyridoindole modification of 4- position of carbazole substituted dibenzofuran lead to high glass transition temperature above 130°C in addition to high quantum efficiency in the blue phosphorescent device.