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EC / List no.: 205-071-3
CAS no.: 132-64-9
Mol. formula: C12H8O
Dibenzofuran is a heterocyclic organic compound with the chemical structure shown at the right.
Dibenzofuran is an aromatic compound that has two benzene rings fused to a central furan ring.
All the numbered carbon atoms have a hydrogen atom bonded to each of them.
Dibenzofuran is a volatile white solid that is soluble in nonpolar organic solvents.
Dibenzofuran is obtained from coal tar, where it exists as a 1% component.
Reactions
Dibenzofuran is thermally robust with a convenient liquid range.
These properties, together with their low toxicity, are exploited by the use of DBF as a heat transfer agent.
Dibenzofuran undergoes electrophilic reactions, such as halogenation and Friedel-Crafts reactions.
The reaction of DBF with butyl lithium results in dilithiation.
Dibenzofuran is the precursor to the drug furobufen by Friedel-Crafts reaction with succinic anhydride.
Chemical Properties
Dibenzofuran is a white to light yellow crystal powder.
Dibenzofuran is a white crystalline powder.
Physical properties
Colorless crystals have a creosote-like odor.
The least detectable odor threshold concentration in water at 60 °C was 2 μg/L (Alexander et al., 1982).
Uses:
Uses as Research chemical.
Derived from industrial and experimental coal gasification operations where the maximum concentration detected in coal gas tar streams was 12 mg/m3.
Dibenzofuran is an industrial chemical or by-product and is used as an insecticide, in the production of PVC, industrial bleaching, and incineration.
Used for GC (Gas Chromatography) and LC (Liquid Chromatography) Analysis.
Dibenzofuran is the model substrate in culture procedures.
Dibenzofuran is a mancude organic heterotricyclic parent that consists of a furan ring flanked by two benzene rings ortho-fused across the 2,3- and 4,5-positions.
Dibenzofuran has a role as a xenobiotic.
Dibenzofuran is a part of dibenzofurans, a polycyclic heteroarene, and a mancude organic heterotricyclic parent.
Methods of Manufacturing
Dibenzofuran is present in coal tar at a level of about 1%.
Dibenzofuran is recovered from a wash oil fraction that boils between 275 and 290 °C (containing about 30% dibenzofuran).
A redistillation step is largely successful in separating dibenzofuran from acenaphthene, which boils 7 °C lower.
The technically pure compound is obtained through crystallization of the redistilled fraction.
Dibenzofuran can be synthesized by dehydrogenation of phenol at 450 °C, by oxidative dehydrogenation of phenol and cyclization of 2-cyclohexenylcyclohexanone, by cyclization of diphenyl ether in the presence of palladium(II) acetate, or by the pyrolysis of phthalic anhydride with furan.
As sufficient quantities of dibenzofuran can be produced from coal tar, these syntheses are not industrially applied.
Dibenzofurans have a chemical structure consisting of two benzene rings attached to a furan structure (a five-carbon ring with an oxygen atom replacing the fifth carbon).
Dibenzofuran is typically referred to as a family of organic compounds that have the ability to substitute one of their hydrogen atoms with another atom such as chlorine.
This particular ability of dibenzofurans and dibenzo-para-dioxins can allow them to be precursors to Polychlorinated Dibenzofurans and Polychlorinated Dibenzodioxins.
Pulp and paper mills use defoamer additives to manage the properties of process water.
Defoamer additives can be manufactured from oils that could contain dibenzofurans and dibenzo-para-dioxins.
When used in pulp and paper mills have a:
The Pulp and Paper Mill Defoamer and Wood Chips Regulations require that these defoamers, containing dibenzofurans and dibenzo para dioxins, used by pulp and paper mills utilizing a chlorine bleaching process be limited to a maximum concentration of 10 ppb of Dibenzo para dioxins and 40 ppb of dibenzofuran.
Dibenzofuran is a heterocyclic organic compound with the chemical structure shown at right.
Dibenzofuran is an aromatic compound that has two benzene rings fused to a central furan ring.
All the numbered carbon atoms have a hydrogen atom bonded to each of them.
Dibenzofuran is a volatile white solid that is soluble in nonpolar organic solvents.
Dibenzofuran is obtained from coal tar, where it exists as a 1% component.
A method to provide dibenzofurans through decarbonylative C‐H arylation is described.
Diaryl ethers bearing an ester functional group, which can be readily prepared by a SNAr reaction, underwent intramolecular C‐H arylation in the presence of a palladium catalyst to afford the corresponding dibenzofurans.
Electron‐rich bis(dialkylphosphine)s such as dcype were critical as the ligand, otherwise the reactions did not work at all.
This is the first example of C‐H arylation of aromatic esters with simple arenes utilized in intramolecular fashion.
Dibenzofuran has been converted to a vacuum-sublimable, electron-transporting host material for blue-green electrophosphorescent molecule, iridium (III) bis(4,6-(di-fluorophenyl)pyridinato-N,C2′)picolinate.
Biodegradation of dibenzofuran (DF) and its structural analogs by a newly isolated Agrobacterium sp. PH-08 has been reported.
Uses:
For the production of drugs for the treatment of liver flukes in cattle and sheep, the preparation of disinfectants, preservatives, dyes, synthetic resins and high temperature lubricants
IUPAC NAMES:
8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),3,5,10,12-hexaene
8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaene
Dibenzo[b,d]furan
dibenzo[d,b]furan
Dibenzofuran
SYNONYMS:
Diphenylene-oxide 98%
Dibenzofuran 1
Dibenzofuran 98%
DIBENZOFURON
DBF
DIPHENYLENE OXIDE
DIBENZOFURAN
DIBENZO[B,D]FURAN
BIPHENYLENE OXIDE
(1,1’-biphenyl)-2,2’-diyloxide
[1,1'-Biphenyl]-2,2'-diyl oxide
DIBENZOFURAN=BIPHENYLENOXID
Dibenzofuran ,98%
Dibenzofuran,Diphenylene oxide
Dibenzofuran 2g [132-64-9]
8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaene
Industry fluorene oxide
Dibenzo[b,d]furan (purity)
2,2’-biphenyleneoxide
2,2’-biphenylyleneoxide
2,2'-Biphenylene oxide
2,2'-Biphenylylene oxide
Dibenzofurane
dibenzol(b,d)furan
DIBENZOFURAN, 100MG, NEAT
DIBENZOFURAN, 1X1ML, MEOH, 5000UG/ML
DIBENZOFURAN, 1X1ML, CH2CL2, 200UG/ML
DIBENZOFURAN, 99+%
73661, Dibenzo[b,d]furan (purity)
DIBENZOFURAN OEKANAL, 250 MG
DIBENZOFURAN, TECH., 90%
Biphenylenoxid
Diphenylene-oxide(dibenzofuran)
dibenzofuran solution
Dibenzofuran>
DibenzofuranSolution,1000mg/L,1mlSecondSource
Dibenzofuran@50 μg/mL in Isooctane
DibenzofuranSolution,100mg/L,1ml
Dibenzofuran @100 μg/mL in MeOH
Dibenzofuran @200 μg/mL in MeOH
Dibenzofuran @5.0 mg/mL in MeOH
DibenzofuranSolution,1,000mg/L,1ml
DibenzofuranSolution,100mg/L,10ml
DIBENZOFURAN FOR SYNTHESIS 250 G
DIBENZOFURAN FOR SYNTHESIS 5 G
ibenzofuran
Dibenzofuran CAS 132 64 9
