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132-64-9

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132-64-9 Usage

General Description

Dibenzofuran is a heterocyclic organic compound that consists of two benzene rings fused to a central furan ring. It is a colorless solid with a floral odor and is commonly used in the production of electronic materials, pharmaceuticals, and as a starting material for the synthesis of dyes and pigments. Dibenzofuran is also found in small amounts in coal tar and cigarette smoke. It is classified as a possible human carcinogen and may cause skin and eye irritation upon contact. Additionally, dibenzofuran is environmentally persistent and has been found to accumulate in the environment, posing potential risks to aquatic and terrestrial organisms.

Check Digit Verification of cas no

The CAS Registry Mumber 132-64-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 2 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 132-64:
(5*1)+(4*3)+(3*2)+(2*6)+(1*4)=39
39 % 10 = 9
So 132-64-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H

132-64-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A16521)  Dibenzofuran, 98%   

  • 132-64-9

  • 25g

  • 377.0CNY

  • Detail
  • Alfa Aesar

  • (A16521)  Dibenzofuran, 98%   

  • 132-64-9

  • 50g

  • 641.0CNY

  • Detail
  • Alfa Aesar

  • (A16521)  Dibenzofuran, 98%   

  • 132-64-9

  • 100g

  • 1090.0CNY

  • Detail
  • Aldrich

  • (236373)  Dibenzofuran  98%

  • 132-64-9

  • 236373-10G

  • 658.71CNY

  • Detail
  • Aldrich

  • (236373)  Dibenzofuran  98%

  • 132-64-9

  • 236373-50G

  • 2,049.84CNY

  • Detail
  • Sigma-Aldrich

  • (45775)  Dibenzofuran  analytical standard

  • 132-64-9

  • 45775-250MG

  • 627.12CNY

  • Detail

132-64-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name dibenzofuran

1.2 Other means of identification

Product number -
Other names Biphenylenoxid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. No information was located regarding the uses of dibenzofuran.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:132-64-9 SDS

132-64-9Synthetic route

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

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

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
In acetonitrile at 20℃; for 15h; Temperature; Time; Inert atmosphere;100%
1-bromo-2-phenoxybenzene
7025-06-1

1-bromo-2-phenoxybenzene

dibenzofuran
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%
1-(2-iodophenoxy)benzene
34883-46-0

1-(2-iodophenoxy)benzene

dibenzofuran
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;
2,2'-dihydroxybiphenyl
1806-29-7

2,2'-dihydroxybiphenyl

dibenzofuran
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

2-phenoxyphenyl triflate

dibenzofuran
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

C12H8Cl2Mg2O

dibenzofuran
132-64-9

dibenzofuran

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

dibenzofuran-4-carbaldehyde

dibenzofuran
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
[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate
189999-35-7

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

dibenzofuran
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%
dibenzo[c,e][1,2]oxaborinin-6-ol
14205-96-0

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

dibenzofuran
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%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

dibenzofuran
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%
2,3-dihydrodibenzofuran

2,3-dihydrodibenzofuran

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
In toluene at 95℃; for 12h; Sealed tube;94%
2,2'-difluorobiphenyl
388-82-9

2,2'-difluorobiphenyl

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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;
phenoxathiine
262-20-4

phenoxathiine

A

dibenzofuran
132-64-9

dibenzofuran

B

diphenylether
101-84-8

diphenylether

Conditions
ConditionsYield
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
53824-24-1

2′-chloro-[1,1′-biphenyl]-2-ol

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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
89827-45-2

4-bromodibenzofuran

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere;92%
2-phenoxybenzoic acid
2243-42-7

2-phenoxybenzoic acid

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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
19014-28-9

10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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
100124-06-9

4-dibenzofurylboronic acid

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
With sodium hypochlorite; tetrabutylammomium bromide; water at 100℃;90%
2-phenoxybenzenediazonium tetrafluoroborate

2-phenoxybenzenediazonium tetrafluoroborate

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
With palladium diacetate In ethanol Reflux;89%
3-dibenzofurandiazonium tetrafluoroborate

3-dibenzofurandiazonium tetrafluoroborate

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
With chloro-trimethyl-silane In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 1h;88%
2-phenoxyphenyltosylate
1285625-78-6

2-phenoxyphenyltosylate

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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
1434906-71-4

acetic 2-phenoxybenzoic anhydride

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
With acethylacetonato(1,5-cyclooctadiene)rhodium(I); potassium iodide In acetic anhydride at 160℃; for 10h; Inert atmosphere;88%
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

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

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

A

dibenzofuran
132-64-9

dibenzofuran

B

O-methyldimethylsulfoxonium fluoroborate

O-methyldimethylsulfoxonium fluoroborate

Conditions
ConditionsYield
In dichloromethaneA 87%
B 79%
cyclopentadienyliron hexafluorophosphate of dibenzofuran

cyclopentadienyliron hexafluorophosphate of dibenzofuran

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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%
toluene-4-sulfonic acid dibenzofuran-2-yl ester

toluene-4-sulfonic acid dibenzofuran-2-yl ester

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
With sodium tetrahydroborate; bis(triphenylphosphine)nickel(II) chloride; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 14h;87%
2-Phenoxy-1-(trimethylsilyl)benzol
17049-42-2

2-Phenoxy-1-(trimethylsilyl)benzol

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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%
2-chlorodiphenyl ether
2689-07-8

2-chlorodiphenyl ether

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
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
5332-24-1

3-bromoquinoline

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

A

dibenzofuran
132-64-9

dibenzofuran

B

3-(4-dibenzofuranyl)quinoline
1004751-41-0

3-(4-dibenzofuranyl)quinoline

C

4,4'-bidibenzo[b,d]furan
86532-14-1

4,4'-bidibenzo[b,d]furan

Conditions
ConditionsYield
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%
C14H11BrO2

C14H11BrO2

dibenzofuran
132-64-9

dibenzofuran

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 130℃; for 12h;86%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

dibenzofuran
132-64-9

dibenzofuran

dimethyl sulfate
77-78-1

dimethyl sulfate

4-methyl-dibenzofuran
7320-53-8

4-methyl-dibenzofuran

Conditions
ConditionsYield
In tetrahydrofuran; hexane100%
dibenzofuran
132-64-9

dibenzofuran

dibenzofuran-d8

dibenzofuran-d8

Conditions
ConditionsYield
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
132-64-9

dibenzofuran

2-nitrodibenzofuran
20927-95-1

2-nitrodibenzofuran

Conditions
ConditionsYield
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
dibenzofuran
132-64-9

dibenzofuran

carbon dioxide
124-38-9

carbon dioxide

4,6-dibenzofuran dicarboxylic acid
88818-47-7

4,6-dibenzofuran dicarboxylic acid

Conditions
ConditionsYield
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
132-64-9

dibenzofuran

dibenzofuran 2,8-disulfonyl chloride
47146-53-2

dibenzofuran 2,8-disulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid; potassium chloride at 50 - 70℃; for 3h;96%
With chlorosulfonic acid; thionyl chloride for 3h; Heating;89%
dibenzofuran
132-64-9

dibenzofuran

11H-Benzo[b]fluoren-11-one
3074-03-1

11H-Benzo[b]fluoren-11-one

C29H18O2

C29H18O2

Conditions
ConditionsYield
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%
dibenzofuran
132-64-9

dibenzofuran

acetyl chloride
75-36-5

acetyl chloride

2-acetyldibenzofuran
13761-32-5

2-acetyldibenzofuran

Conditions
ConditionsYield
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
132-64-9

dibenzofuran

succinic acid monomethylester chloride
1490-25-1

succinic acid monomethylester chloride

γ-oxo-2-dibenzofuranbutanoic acid methyl ester
36109-81-6

γ-oxo-2-dibenzofuranbutanoic acid methyl ester

Conditions
ConditionsYield
With aluminium trichloride In 1,1,2,2-tetrachloroethane at 0 - 20℃; for 3h; Friedel-Crafts reaction;94%
dibenzofuran
132-64-9

dibenzofuran

Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
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
132-64-9

dibenzofuran

3,3'-Diiododiphenylene oxide
137959-93-4

3,3'-Diiododiphenylene oxide

Conditions
ConditionsYield
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%
2-Adamantanone
700-58-3

2-Adamantanone

dibenzofuran
132-64-9

dibenzofuran

2-(2-hydroxyadamantan-2-yl)-2'-hydroxybiphenyl

2-(2-hydroxyadamantan-2-yl)-2'-hydroxybiphenyl

Conditions
ConditionsYield
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%
dibenzofuran
132-64-9

dibenzofuran

(-)-(o-menthyl)chlorophenylphosphine

(-)-(o-menthyl)chlorophenylphosphine

((-)-mentholate)(dbf)PhP(BH3)

((-)-mentholate)(dbf)PhP(BH3)

Conditions
ConditionsYield
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
132-64-9

dibenzofuran

Triisopropyl borate
5419-55-6

Triisopropyl borate

B,B'-4,6-dibenzofurandiylbisboronic acid
145238-17-1

B,B'-4,6-dibenzofurandiylbisboronic acid

Conditions
ConditionsYield
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%
dibenzofuran
132-64-9

dibenzofuran

2-Phenylphenol
90-43-7

2-Phenylphenol

Conditions
ConditionsYield
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%
dibenzofuran
132-64-9

dibenzofuran

carbon dioxide
124-38-9

carbon dioxide

Dibenzofuran-1-carboxylic acid
54470-37-0

Dibenzofuran-1-carboxylic acid

Conditions
ConditionsYield
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%

132-64-9Related news

Isolation and characterization of a gene cluster for Dibenzofuran (cas 132-64-9) degradation in a new Dibenzofuran (cas 132-64-9)-utilizing bacterium, Paenibacillus sp. strain YK509/30/2019

Spore-forming bacterial strains capable of utilizing dibenzofuran (DF) as a sole source of carbon and energy were isolated. Characteristics of the isolates justified their classification into the genus Paenibacillus, and their closest relative was P. naphthalenovorans. Degenerate primers for aro...detailed

Isolation of Dibenzofuran (cas 132-64-9)-degrading bacterium, Nocardioides sp. DF412, and characterization of its Dibenzofuran (cas 132-64-9) degradation genes09/29/2019

A dibenzofuran (DF)-degrading bacterium, Nocardioides sp. DF412, was isolated and its genes responsible for the degradation of DF were cloned and characterized. The dfdA1A2A3A4 gene cluster coding for a ring hydroxylating dioxygenase was located on a plasmid, and the dfdBC gene cluster coding fo...detailed

132-64-9Relevant articles and documents

A Short Synthesis of Dibenzofurans and Dibenzothiophenes

Black, Michael,Cadogan, J. I. G.,McNab, Hamish

, p. 395 - 396 (1990)

An afficient synthesis of dibenzofurans and dibenzothiophenes from aryl salicylates is described, which involves a novel rearrangement-extrusion-cyclisation sequence of o-substituted phenoxyl and thiophenoxyl radicals.

Efficient synthesis of dibenzoxaborininols from diaryl ethers and their application to dibenzofuran synthesis

Niu, Liting,Yang, Haijun,Jiang, Yuyang,Fu, Hua

, p. 3625 - 3632 (2013)

A convenient and efficient method for the borylation of diaryl ethers leading to dibenzoxaborininols and the synthesis of dibenzofuran derivatives has been developed. The borylation involves the sequential three-step process: lithiation, borylation and hydrolysis. The synthesized dibenzoxaborininols could be readily transformed into dibenzofuran derivatives in good to excellent yields under palladium catalysis in the presence of iodine, and this is the first example for the formation of an aryl C-C bond from diarylborinic acids. Copyright

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de Champlain,de Mayo

, p. 270 (1972)

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Supercritical water oxidation of a PCB of 3-chlorobiphenyl using hydrogen peroxide

Hatakeda, Kiyotaka,Ikushima, Yutaka,Ito, Shota,Saito, Norio,Sato, Osamu

, p. 245 - 246 (1997)

The supercritical water oxidation (SCWO) of a PCB of 3-chlorobiphenyl (1) was carried out at a temperature of 673 K and a pressure of 30 MPa with a flow reactor. The initial concentrations of (1) and hydrogen peroxide ranged from 1.84 X 10 -3 to 8.74 X 10 -2 M (1 M=1 mol dm -3), and 0.181 to 2.67 M, respectively. The decomposition of (1) was higher than 99.9% so long as hydrogen peroxide was stoichiometrically added.

Visible-Light-Promoted Synthesis of Dibenzofuran Derivatives

Cho, Ji Young,Roh, Geum-Bee,Cho, Eun Jin

, p. 805 - 811 (2018)

Dibenzofurans are naturally occurring molecules that have received considerable attention for a variety of practical applications, such as in pharmaceuticals and electronic materials. Herein, an efficient and eco-friendly method for the synthesis of dibenzofuran derivatives via intramolecular C-O bond formation, which involves the in situ production of a diazonium salt, is described. The transformation requires a diazotizing agent and is promoted by the use of an organic photosensitizer under visible-light irradiation.

Prediction of polychlorinated dibenzofuran congener distribution from gas-phase phenol condensation pathways

Ryu, Jae-Yong,Mulholland, James A.,Oh, Jeong-Eun,Nakahata, Duane T.,Kim, Do-Hyong

, p. 1447 - 1455 (2004)

A model for predicting the distribution of dibenzofuran and polychlorinated dibenzofuran (PCDF) congeners from a distribution of phenols was developed. The model is based on a simplified chemical mechanism. Relative rate constants and reaction order with respect to phenol precursors were derived from experimental results using single phenols and equal molar mixtures of up to four phenols. For validation, experiments were performed at three temperatures using a distribution of phenol and 19 chlorinated phenols as measured in municipal waste incinerator exhaust gas. Comparison of experimental measurements and model predictions for PCDF isomer distributions and homologue pattern shows agreement within measurement uncertainty. The R-squared correlation coefficient exceeds 0.9 for all PCDF isomer distributions and the distribution of PCDF homologues. These results demonstrate that the distribution of dibenzofuran and the 135 PCDF congeners from gas-phase condensation of phenol and chlorinated phenols can be predicted from measurement of the distribution of phenol and the 19 chlorinated phenol congeners.

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Briner,Bron-Stalet,Paillard

, p. 619 - 634 (1932)

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Tou et al.

, p. 747,748 (1970)

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Photoinduced Synthesis of Dibenzofurans: Intramolecular and Intermolecular Comparative Methodologies

Camargo Solórzano, Patricia,Brigante, Federico,Pierini, Adriana B.,Jimenez, Liliana B.

, p. 7867 - 7877 (2018)

The SRN1 reaction has been used as a powerful tool for the synthesis of heterocycles, and only a few studies about photoinduced intramolecular cyclization to generate a new C-O bond by a radical pathway have been reported. This work introduces two strategies for the synthesis of substituted dibenzofurans by electron transfer (eT) reactions. The first one is a three-step process that comprises bromination of o-arylphenols, Suzuki-Miyaura cross-coupling and photoinduced cyclization in order to obtain the above-mentioned products. The second one is a metal-free procedure and does not require any photocatalyst. Different solvents were tested, and the yields ranged from low to moderate. A comparison was established between both methodologies, showing that the second one is the most suitable for the synthesis of dibenzofurans.

SYNTHESIS OF DIBENZOFURAN AND ITS NITRO-SUBSTITUTED DERIVATIVES

Maevskii, Yu. V.,Migachev, G. I.

, p. 676 (1986)

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Stegemeyer

, p. 582 (1966)

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Quinoline Ligands Improve the Classic Direct C?H Functionalisation/Intramolecular Cyclisation of Diaryl Ethers to Dibenzofurans

Mackey, Katrina,Jones, David J.,Pardo, Leticia M.,McGlacken, Gerard P.

supporting information, p. 495 - 498 (2021/01/12)

The C?H functionalisation approach to the synthesis of dibenzofurans is hampered by a number of problems. Herein we describe the evolution of a cheap, bench stable quinoline ligand, which obviates most of the current limitations and allows for a high yielding synthesis of a range of valuable dibenzofurans. Dibenzofurans are important motifs in natural products and compounds with wide biological activity.

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

Huang, Binbin,Guo, Lin,Xia, Wujiong

supporting information, p. 2095 - 2103 (2021/03/26)

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

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