dibenzofuran
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 15h; Temperature; Time; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With 6-methoxy quinoline; palladium diacetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 135℃; for 22h; Catalytic behavior; Solvent; Temperature; Reagent/catalyst; Sealed tube; | 99% |
With sodium carbonate; palladium diacetate In N,N-dimethyl acetamide at 170℃; for 0.75h; | 74% |
1-(2-iodophenoxy)benzene
dibenzofuran
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; silver carbonate In N,N-dimethyl acetamide at 130℃; | 99% |
With palladium 10% on activated carbon; sodium acetate In N,N-dimethyl acetamide at 140℃; for 16h; | 95% |
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate In N,N-dimethyl acetamide at 130℃; Inert atmosphere; | 95% |
With potassium acetate; palladium dihydroxide In N,N-dimethyl acetamide at 145℃; | 92% |
With tricyclohexylphosphine; palladium diacetate In acetonitrile at 100℃; for 24h; |
Conditions | Yield |
---|---|
Nafion-H In o-xylene for 12h; Heating; also with toluene, 36 h; | 96% |
With phosphorus pentoxide at 300℃; | |
With zinc(II) chloride at 309.9℃; for 44h; Yield given; | |
Erhitzen auf Siedetemperatur; | |
Multi-step reaction with 2 steps 1: Raney nickel; ethanol / 200 °C / 88260.9 Torr / Hydrogenation 2: N-bromo-succinimide; dibenzoyl peroxide; tetrachloromethane View Scheme |
dibenzofuran
Conditions | Yield |
---|---|
With bis(triphenylphosphine)palladium(II)-chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In N,N-dimethyl-formamide at 145℃; | 96% |
dibenzofuran
Conditions | Yield |
---|---|
With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; lithium chloride In tetrahydrofuran | 96% |
dibenzofuran-4-carbaldehyde
dibenzofuran
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate In ethyl acetate at 150℃; under 12929 Torr; for 0.833333h; Microwave irradiation; Molecular sieve; | 96% |
With palladium diacetate In cyclohexane at 140℃; for 24h; Molecular sieve; air; | 89% |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 20 °C 2: sodium carbonate; palladium diacetate; oxygen / 36 h / 130 °C / Molecular sieve; Schlenk technique View Scheme |
[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate
dibenzofuran
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In water at 100℃; for 24h; | 96% |
With water; copper diacetate; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube; | 88% |
dibenzo[c,e][1,2]oxaborinin-6-ol
dibenzofuran
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; copper diacetate; silver carbonate In ethanol; water at 40℃; for 19h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; | 94.5% |
Conditions | Yield |
---|---|
With sodium hydroxide In isopropyl alcohol at 20℃; for 1h; UV-irradiation; | 94% |
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 4h; Electrolysis; Green chemistry; | 94% |
Stage #1: 2-bromodibenzo[b,d]furan With nickel(II) iodide; 1,4-bis(dicyclohexylphosphino)butane; sodium carbonate; cesium iodide In tetrahydrofuran for 0.25h; Schlenk technique; Glovebox; Stage #2: In tetrahydrofuran at 35℃; for 72h; Irradiation; | 90% |
dibenzofuran
Conditions | Yield |
---|---|
In toluene at 95℃; for 12h; Sealed tube; | 94% |
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium tert-butylate at 120℃; for 3h; Reagent/catalyst; Microwave irradiation; | 93% |
With aluminum oxide In neat (no solvent) at 190℃; for 12h; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; (2,2'-bipyridyl)(1,5-cyclooctadiene)nickel In tetrahydrofuran at 55℃; for 48h; | A 3% B 92% |
With 3-Hydroxy-1-methylpiperidine; nickel diacetate; sodium hydride In tetrahydrofuran at 65℃; for 0.5h; | A 2% B 81% |
With lithium aluminium tetrahydride; (2,2'-bipyridyl)(1,5-cyclooctadiene)nickel In tetrahydrofuran at 55℃; for 48h; | A 79% B 3% |
2′-chloro-[1,1′-biphenyl]-2-ol
dibenzofuran
Conditions | Yield |
---|---|
With sodium t-butanolate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine; palladium diacetate In toluene at 100℃; for 24h; | 92% |
With copper(I) thiophene-2-carboxylate In N,N-dimethyl acetamide at 140℃; for 0.333333h; microwave irradiation; | 89% |
With potassium tert-butylate In dimethyl sulfoxide at -33℃; for 3h; Reagent/catalyst; Schlenk technique; Inert atmosphere; UV-irradiation; | 89% |
4-bromodibenzofuran
dibenzofuran
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With acethylacetonato(1,5-cyclooctadiene)rhodium(I); potassium iodide In acetic anhydride at 160℃; for 10h; Reagent/catalyst; Inert atmosphere; | 91% |
With 2Ag(1+)*CH2O3(2-); Pd(TFA)2 In 1,4-dioxane; dimethyl sulfoxide at 150℃; for 14h; Reactivity; Reagent/catalyst; Solvent; Inert atmosphere; | 85% |
Multi-step reaction with 2 steps 1: 12 h / 20 °C / Inert atmosphere 2: acethylacetonato(1,5-cyclooctadiene)rhodium(I); potassium iodide / acetic anhydride / 10 h / 160 °C / Inert atmosphere View Scheme | |
With copper(I) oxide; potassium carbonate In water at 80℃; for 2h; Catalytic behavior; Reagent/catalyst; Sonication; Green chemistry; chemoselective reaction; |
10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine
dibenzofuran
Conditions | Yield |
---|---|
With iodine; palladium diacetate; potassium carbonate In acetonitrile at 20 - 80℃; for 12h; Suzuki Coupling; Schlenk technique; Inert atmosphere; Sealed tube; | 90% |
4-dibenzofurylboronic acid
dibenzofuran
Conditions | Yield |
---|---|
With sodium hypochlorite; tetrabutylammomium bromide; water at 100℃; | 90% |
dibenzofuran
Conditions | Yield |
---|---|
With palladium diacetate In ethanol Reflux; | 89% |
dibenzofuran
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 1h; | 88% |
2-phenoxyphenyltosylate
dibenzofuran
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; cesium pivalate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 120℃; for 17h; Reagent/catalyst; Glovebox; Sealed tube; | 88% |
acetic 2-phenoxybenzoic anhydride
dibenzofuran
Conditions | Yield |
---|---|
With acethylacetonato(1,5-cyclooctadiene)rhodium(I); potassium iodide In acetic anhydride at 160℃; for 10h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
In dichloromethane | A 87% B 79% |
dibenzofuran
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide electrolysis in 0.2M KClO4 with mercury pool working electrode, Ag/0.1M AgNO3 reference electrode, Pt counter electrode, potential -1.80 V; | 87% |
dibenzofuran
Conditions | Yield |
---|---|
With sodium tetrahydroborate; bis(triphenylphosphine)nickel(II) chloride; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 14h; | 87% |
2-Phenoxy-1-(trimethylsilyl)benzol
dibenzofuran
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide In methanol; chloroform at 27℃; for 0.5h; Schlenk technique; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
With potassium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; N-heterocyclic carbene palladium In N,N-dimethyl acetamide at 130℃; | 86% |
3-bromoquinoline
4-dibenzofurylboronic acid
A
dibenzofuran
B
3-(4-dibenzofuranyl)quinoline
C
4,4'-bidibenzo[b,d]furan
Conditions | Yield |
---|---|
With sodium phosphate dodecahydrate; palladium 10% on activated carbon In water; isopropyl alcohol at 80℃; for 24h; hetero-Suzuki-Miyaura cross-coupling; Inert atmosphere; | A 86% B 5% C 4% |
dibenzofuran
Conditions | Yield |
---|---|
With potassium tert-butylate In dimethyl sulfoxide at 130℃; for 12h; | 86% |
n-butyllithium
dibenzofuran
dimethyl sulfate
4-methyl-dibenzofuran
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane | 100% |
dibenzofuran
Conditions | Yield |
---|---|
With water-d2; isopropyl alcohol In n-heptane at 120℃; Flow reactor; | 99% |
With platinum(IV) oxide; (+/-)-2-pentanol; water-d2 In decalin at 100℃; for 12h; High pressure; | 72% |
dibenzofuran
2-nitrodibenzofuran
Conditions | Yield |
---|---|
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 2h; Ionic liquid; | 96% |
With nitric acid; acetic acid at 60℃; for 3h; | 78% |
With nitric acid; acetic anhydride | |
With nitric acid; acetic acid |
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In diethyl ether; cyclohexane at -78 - 25℃; for 25h; Inert atmosphere; Stage #2: carbon dioxide In diethyl ether; cyclohexane at -78 - 25℃; for 5h; Inert atmosphere; | 96% |
Stage #1: dibenzofuran With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In diethyl ether; cyclohexane at 25℃; for 18h; Stage #2: carbon dioxide In diethyl ether; cyclohexane at -78 - 20℃; for 19h; Stage #3: With hydrogenchloride; water In diethyl ether; cyclohexane | 76% |
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In diethyl ether at 25℃; | 30% |
dibenzofuran
dibenzofuran 2,8-disulfonyl chloride
Conditions | Yield |
---|---|
With chlorosulfonic acid; potassium chloride at 50 - 70℃; for 3h; | 96% |
With chlorosulfonic acid; thionyl chloride for 3h; Heating; | 89% |
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: 11H-Benzo[b]fluoren-11-one In tetrahydrofuran at -78 - 20℃; | 96% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In chloroform at 20℃; for 0.75h; Friedel Crafts acylation; | 95% |
With aluminum (III) chloride In chloroform at 20℃; for 0.75h; | 95% |
With aluminum (III) chloride In chloroform at 0 - 20℃; Friedel-Crafts Acylation; | 95% |
dibenzofuran
succinic acid monomethylester chloride
γ-oxo-2-dibenzofuranbutanoic acid methyl ester
Conditions | Yield |
---|---|
With aluminium trichloride In 1,1,2,2-tetrachloroethane at 0 - 20℃; for 3h; Friedel-Crafts reaction; | 94% |
dibenzofuran
Trimethyl borate
water
4-dibenzofurylboronic acid
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane; acetone at -60 - 20℃; for 5h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran; hexane; acetone at -45 - 20℃; for 15h; Inert atmosphere; Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane; acetone at 10 - 20℃; for 4h; Inert atmosphere; | 93.8% |
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 12.5h; Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane at 0℃; | 69.3% |
dibenzofuran
3,3'-Diiododiphenylene oxide
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In diethyl ether; cyclohexane at -78 - 20℃; Inert atmosphere; Stage #2: With iodine In diethyl ether; cyclohexane at -78 - 20℃; Inert atmosphere; | 93% |
Stage #1: dibenzofuran With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc dichloro(N,N,N′,N′-tetramethylethylenediamine) In tetrahydrofuran; hexane at 20℃; for 2h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; hexane Inert atmosphere; | 79% |
Stage #1: dibenzofuran With n-butyllithium In diethyl ether at -78 - 20℃; for 10h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; diethyl ether at -78 - 20℃; for 4h; Inert atmosphere; | 67% |
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With N,N,N,N,-tetramethylethylenediamine; lithium In diethyl ether for 24h; Heating; Stage #2: 2-Adamantanone In diethyl ether at -78 - 20℃; | 93% |
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 0.5h; Inert atmosphere; Stage #2: (-)-(o-menthyl)chlorophenylphosphine In tetrahydrofuran; hexane at -78 - 20℃; for 10h; Inert atmosphere; Stage #3: With borane-THF In tetrahydrofuran; hexane at 0 - 20℃; for 1h; Inert atmosphere; | 93% |
dibenzofuran
Triisopropyl borate
B,B'-4,6-dibenzofurandiylbisboronic acid
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With sec.-butyllithium In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at 20℃; for 6h; | 93% |
Conditions | Yield |
---|---|
With sodium hydride at 190 - 192℃; for 7h; | 92.5% |
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h; | 84% |
With lithium aluminium tetrahydride; cobalt acetylacetonate; sodium t-butanolate In toluene at 140℃; for 24h; Inert atmosphere; Sealed tube; | 81% |
Conditions | Yield |
---|---|
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -75 - 20℃; for 3.08333h; Stage #2: carbon dioxide In tetrahydrofuran; diethyl ether; hexane at -74℃; for 1h; Stage #3: With hydrogenchloride In water pH=2; | 92% |
Product Name: Dibenzofuran (CAS NO.132-64-9)
Molecular Formula: C12H8O
Molecular Weight: 168.19g/mol
Mol File: 132-64-9.mol
EINECS: 205-071-3
Appearance: White to light yellow crystal powde
Melting Point: 80-82 °C(lit.)
Boiling point: 287 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 135 °C
Density: 1.197 g/cm3
Water Solubility: <0.1 g/100 mL at 20 ºC
Surface Tension: 47.5 dyne/cm
Enthalpy of Vaporization: 50.5 kJ/mol
Vapour Pressure: 0.0044 mmHg at 25°C
XLogP3-AA: 4.1
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of Dibenzofuran (CAS NO.132-64-9):
IUPAC Name: dibenzofuran
Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3O2
InChI: InChI=1S/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
InChIKey: TXCDCPKCNAJMEE-UHFFFAOYSA-N
Product Categories: Intermediates of Dyes and Pigments; Fluorene Derivatives; Organics; Furan&Benzofuran; Alpha Sort; D; DAlphabetic; DIA - DIC; Volatiles/ Semivolatiles; Alphabetic
1. | sce-ham:ovr 10 mg/L | EMMUEG Environmental and Molecular Mutagenesis. 10 (Suppl 10)(1987),1. |
DIBENZOFURAN(132-64-9) has some toxicities.
R-phrases :R51/53
S-phrases :S24/25 S29 S61
Reported in EPA TSCA Inventory.
Mutation data reported. When heated to decomposition DIBENZOFURAN(132-64-9) emits acrid smoke and irritating vapors.
Safety Information of Dibenzofuran (CAS NO.132-64-9):
Hazard Codes: N,Xn,T,F
Risk Statements: 51/53-22-39/23/24/25-23/24/25-11-20/21/22-63-43-36/37/38-45
11: Highly Flammable
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
23: Toxic by inhalation
24: Toxic in contact with skin
25: Toxic if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
39: Danger of very serious irreversible effects
43: May cause sensitization by skin contact
45: May cause cancer
51: Toxic to aquatic organisms
53: May cause long-term adverse effects in the aquatic environment
63: Possible risk of harm to the unborn child
Safety Statements: 22-24/25-61-29-45-36/37-16-7-7/9-23-53
7: Keep container tightly closed
9: Keep container in a well-ventilated place
16: Keep away from sources of ignition - No smoking
22: Do not breathe dust
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24: Avoid contact with skin
25: Avoid contact with eyes
29: Do not empty into drains
36: Wear suitable protective clothing
37: Wear suitable gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53: Avoid exposure - obtain special instruction before use
RIDADR: UN3077
WGK Germany: 3
RTECS: HP4430000
HazardClass: 9
PackingGroup: III
HS Code: 29329995
Hazardous Substances Data: 132-64-9(Hazardous Substances Data)
Dibenzofuran , its CAS NO. is 132-64-9, the synonyms are (1,1'-Biphenyl)-2,2'-diyl oxide ; 2,2'-Biphenylene oxide ; 2,2'-Biphenylylene oxide ; Dibenzo(b,d)furan ; Diphenylene oxide .
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