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Dibenzofuran

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Name

Dibenzofuran

EINECS 205-071-3
CAS No. 132-64-9 Density 1.197 g/cm3
PSA 13.14000 LogP 3.58600
Solubility water: <0.1 g/100 mL at 20 °C Melting Point 80-82 °C(lit.)
Formula C12H8O Boiling Point 287 °C at 760 mmHg
Molecular Weight 168.195 Flash Point 135 °C
Transport Information UN 3077 Appearance white to pale yellow crystalline powder
Safety 22-24/25-61-29-45-36/37-16-7-7/9-23-53 Risk Codes 51/53-22-39/23/24/25-23/24/25-11-20/21/22-63-43-36/37/38-45
Molecular Structure Molecular Structure of 132-64-9 (Dibenzofuran) Hazard Symbols DangerousN,HarmfulXn,ToxicT,FlammableF
Synonyms

CPD-926;2, 2-Biphenylylene oxide;Dipheny-oxide;[1,1-Biphenyl]-2,2-diyl oxide;[1,1'-Biphenyl]-2,2'-diyl oxide;2,2-Biphenylene oxide;Dibenzo[b, d]furan;Diphenylene-oxide;Industrial Dibenzofurane;Diphenylene Oxide;

Article Data 228

Dibenzofuran Synthetic route

2'-methoxy-(1,1'-biphenyl)-2-diazonium tetrafluoroborate

132-64-9

dibenzofuran

Conditions
ConditionsYield
In acetonitrile at 20℃; for 15h; Temperature; Time; Inert atmosphere;100%
7025-06-1

1-bromo-2-phenoxybenzene

132-64-9

dibenzofuran

Conditions
ConditionsYield
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%
34883-46-0

1-(2-iodophenoxy)benzene

132-64-9

dibenzofuran

Conditions
ConditionsYield
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;
1806-29-7

2,2'-dihydroxybiphenyl

132-64-9

dibenzofuran

Conditions
ConditionsYield
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

2-phenoxyphenyl triflate

132-64-9

dibenzofuran

Conditions
ConditionsYield
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%

C12H8Cl2Mg2O

132-64-9

dibenzofuran

Conditions
ConditionsYield
With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; lithium chloride In tetrahydrofuran96%
96706-46-6

dibenzofuran-4-carbaldehyde

132-64-9

dibenzofuran

Conditions
ConditionsYield
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
189999-35-7

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate

132-64-9

dibenzofuran

Conditions
ConditionsYield
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%
14205-96-0

dibenzo[c,e][1,2]oxaborinin-6-ol

132-64-9

dibenzofuran

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper diacetate; silver carbonate In ethanol; water at 40℃; for 19h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time;94.5%
86-76-0

2-bromodibenzo[b,d]furan

132-64-9

dibenzofuran

Conditions
ConditionsYield
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 Chemical Properties

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

Dibenzofuran Toxicity Data With Reference

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

Dibenzofuran Consensus Reports

Reported in EPA TSCA Inventory.

Dibenzofuran Safety Profile

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: NDangerous,XnHarmful,TToxic,FHighly
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 Specification

 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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