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2-Bromodibenzofuran is the bromo-modified form of dibenzofuran, an aromatic compound consisting of two benzene rings fused to a central furan ring. It is known for its potential applications in organic synthesis and as a reagent in specific chemical reactions.
Used in Organic Synthesis:
2-Bromodibenzofuran is used as a reagent in Friedel-Crafts acylation reactions for the synthesis of various organic compounds. Its unique structure allows it to act as an intermediate in the formation of complex organic molecules, making it valuable in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.
In the context of Friedel-Crafts acylation, 2-bromodibenzofuran serves as an electrophile, reacting with a nucleophile to form an acylated product. This reaction is crucial for the synthesis of aromatic ketones and other valuable compounds in the chemical industry.

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  • 86-76-0 Structure
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    1. Product Name: 2-Bromodibenzofuran
    2. Synonyms: 2-BROMO-DIBENZOFURAN;2-MONOBROMODIBENZOFURAN;2-bromo-dibenzouran;12-broMo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaene;2-BroModibenzo[b,d]furan;NSC 1735;Dibenzofuran, 2-broMo-
    3. CAS NO:86-76-0
    4. Molecular Formula: C12H7BrO
    5. Molecular Weight: 247.09
    6. EINECS: 1312995-182-4
    7. Product Categories: N/A
    8. Mol File: 86-76-0.mol
  • Chemical Properties

    1. Melting Point: 121-122℃
    2. Boiling Point: 344℃
    3. Flash Point: 162℃
    4. Appearance: /Solid
    5. Density: 1.577
    6. Refractive Index: 1.5290 (estimate)
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: Soluble in hot methanol.
    9. CAS DataBase Reference: 2-Bromodibenzofuran(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-Bromodibenzofuran(86-76-0)
    11. EPA Substance Registry System: 2-Bromodibenzofuran(86-76-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 22-36-53
    3. Safety Statements: 26-36-60-61
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 86-76-0(Hazardous Substances Data)

86-76-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 86-76-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 6 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 86-76:
(4*8)+(3*6)+(2*7)+(1*6)=70
70 % 10 = 0
So 86-76-0 is a valid CAS Registry Number.

86-76-0 Well-known Company Product Price

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  • Alfa Aesar

  • (H64596)  2-Bromodibenzofuran, 98%   

  • 86-76-0

  • 250mg

  • 490.0CNY

  • Detail
  • Alfa Aesar

  • (H64596)  2-Bromodibenzofuran, 98%   

  • 86-76-0

  • 1g

  • 1470.0CNY

  • Detail
  • Alfa Aesar

  • (H64596)  2-Bromodibenzofuran, 98%   

  • 86-76-0

  • 5g

  • 5880.0CNY

  • Detail

86-76-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromodibenzo[b,d]furan

1.2 Other means of identification

Product number -
Other names 2-bromodibenzofuran

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:86-76-0 SDS

86-76-0Synthetic route

2-bromo-6-hydroxy-6H-dibenzo[c,e][1,2]oxaborin

2-bromo-6-hydroxy-6H-dibenzo[c,e][1,2]oxaborin

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper diacetate; silver carbonate In ethanol; water at 40℃; for 15h;95.5%
(x)BF4*C12H8BrN2O(1+)

(x)BF4*C12H8BrN2O(1+)

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With palladium diacetate In ethanol Reflux;85%
dibenzofuran
132-64-9

dibenzofuran

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With N-Bromosuccinimide; zirconium(IV) chloride In N,N-dimethyl-formamide at 70℃; for 18h; Inert atmosphere; Schlenk technique;83%
With N-Bromosuccinimide; zirconium(IV) chloride In N,N-dimethyl-formamide at 70℃; for 18h; Schlenk technique; Inert atmosphere;83%
With bromine In acetic acid Ambient temperature;82.5%
2-(4-bromo-phenoxy)benzoic acid

2-(4-bromo-phenoxy)benzoic acid

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With acethylacetonato(1,5-cyclooctadiene)rhodium(I); potassium iodide In acetic anhydride at 160℃; for 10h; Inert atmosphere;79%
With 2Ag(1+)*CH2O3(2-); Pd(TFA)2 In 1,4-dioxane; dimethyl sulfoxide at 150℃; for 14h; Inert atmosphere; regioselective reaction;39%
C12H8BrFO

C12H8BrFO

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With sodium hydroxide In 1-methyl-pyrrolidin-2-one for 3h; Reflux;75%
dibenzofuran
132-64-9

dibenzofuran

A

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

2-bromodibenzo[b,d]furan

B

3,6-dibromo-9-(2-methylpropyl)carbazole
1204702-75-9

3,6-dibromo-9-(2-methylpropyl)carbazole

Conditions
ConditionsYield
With bromine In water; acetic acidA 60%
B n/a
dibenzofuran
132-64-9

dibenzofuran

A

2,8-dibromodibenzofuran
10016-52-1

2,8-dibromodibenzofuran

B

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With bromine In chloroform at 20℃; for 240h;A 47%
B n/a
dibenzo[b,d]furan-2-amine
3693-22-9

dibenzo[b,d]furan-2-amine

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With hydrogenchloride; copper(I) bromide; sodium nitrite
5-bromo-2-phenoxyaniline
56966-45-1

5-bromo-2-phenoxyaniline

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; sodium nitrite
2-(4-bromo-phenoxy)-aniline
56966-46-2

2-(4-bromo-phenoxy)-aniline

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; sodium nitrite
2-hydroxyphenyl boronic acid
89466-08-0

2-hydroxyphenyl boronic acid

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride / toluene; ethanol; water / 10 h / 78 °C / Inert atmosphere
2: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 3 h / Reflux
View Scheme
1-bromo-4-fluoro-3-iodobenzene
116272-41-4

1-bromo-4-fluoro-3-iodobenzene

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride / toluene; ethanol; water / 10 h / 78 °C / Inert atmosphere
2: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 3 h / Reflux
View Scheme
dibenzo[c,e][1,2]oxaborinin-6-ol
14205-96-0

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

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

2-bromodibenzo[b,d]furan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
2: 1,10-Phenanthroline; silver carbonate; copper diacetate / ethanol; water / 15 h / 40 °C
View Scheme
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

4,5-dimethyl-9-phenyl-9H-fluoren-9-ol

4,5-dimethyl-9-phenyl-9H-fluoren-9-ol

C33H24O2

C33H24O2

Conditions
ConditionsYield
With chloro(2’-amino-1,1’-biphenyl-2-yl)palladium(II) dimer; C60H54NO5P; sodium hydride In toluene at 80℃; for 12h; Inert atmosphere; enantioselective reaction;99%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

2,2-difluoroethenyl 4-methylbenzene-1-sulfonate
185739-14-4

2,2-difluoroethenyl 4-methylbenzene-1-sulfonate

2-(2,2-difluorovinyl)dibenzo[b,d]furan

2-(2,2-difluorovinyl)dibenzo[b,d]furan

Conditions
ConditionsYield
With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl acetamide at 90℃; for 16h;98%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

boric acid tributyl ester
688-74-4

boric acid tributyl ester

dibenzofuran-2-ylboronic acid

dibenzofuran-2-ylboronic acid

Conditions
ConditionsYield
With triisobutylaluminum In tetrahydrofuran; ethyl acetate at -35 - 24℃; for 0.05h;96%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C19H16NS(1+)*F6P(1-)

C19H16NS(1+)*F6P(1-)

2-phenyldibenzo[b,d]furan
78210-31-8

2-phenyldibenzo[b,d]furan

Conditions
ConditionsYield
Stage #1: 2-bromodibenzo[b,d]furan With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: C19H16NS(1+)*F6P(1-) In tetrahydrofuran; hexane at -78 - 23℃; for 1.5h; Inert atmosphere;
95%
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-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

dibenzofuran-2-ylboronic acid

dibenzofuran-2-ylboronic acid

Conditions
ConditionsYield
Stage #1: 2-bromodibenzo[b,d]furan With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere;
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at 20℃; for 6h;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water for 0.5h;
93%
Stage #1: 2-bromodibenzo[b,d]furan With n-butyllithium In tetrahydrofuran; hexane at -40 - 0℃; for 1h; Inert atmosphere;
Stage #2: With Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 5h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexanes for 1h;
72%
Stage #1: 2-bromodibenzo[b,d]furan With n-butyllithium In tetrahydrofuran; hexane at -40 - 0℃; for 1h; Inert atmosphere;
Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 5h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran for 1h;
72%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

Triisopropyl borate
5419-55-6

Triisopropyl borate

dibenzofuran-2-ylboronic acid

dibenzofuran-2-ylboronic acid

Conditions
ConditionsYield
Stage #1: 2-bromodibenzo[b,d]furan With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at 20℃; for 6h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane
93%
Stage #1: 2-bromodibenzo[b,d]furan With n-butyllithium In diethyl ether; hexane; toluene at -30 - 0℃; for 1h; Inert atmosphere;
Stage #2: Triisopropyl borate In diethyl ether; hexane; toluene at -70 - 20℃; for 1h;
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

N-(4-(3-chloropropoxy)phenyl)dibenzo[b,d]furan-2-amine

N-(4-(3-chloropropoxy)phenyl)dibenzo[b,d]furan-2-amine

N-(4-(3-chloropropoxy)phenyl)-N-(dibenzo[b,d]furan-2-yl)dibenzo[b,d]furan-2-amine

N-(4-(3-chloropropoxy)phenyl)-N-(dibenzo[b,d]furan-2-yl)dibenzo[b,d]furan-2-amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); Esphos; sodium t-butanolate In toluene at 100℃; for 18h; Inert atmosphere; Schlenk technique;93%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

4-Aminobiphenyl
92-67-1

4-Aminobiphenyl

N-([1,1'-biphenyl]-4-yl)dibenzo[b,d]furan-3-amine
1290039-85-8

N-([1,1'-biphenyl]-4-yl)dibenzo[b,d]furan-3-amine

Conditions
ConditionsYield
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 110℃; for 14h;92%
4-cyanopyridine N-oxide
14906-59-3

4-cyanopyridine N-oxide

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

2-bromodibenzo[b,d]furan

dibenzo[b,d]furan-2-carbonitrile
20927-96-2

dibenzo[b,d]furan-2-carbonitrile

Conditions
ConditionsYield
With potassium fluoride; 4,4'-dimethyl-2,2'-bipyridines; trifluoroacetic acid; sodium iodide; nickel dichloride; zinc In N,N-dimethyl acetamide at 60℃; for 36h;92%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

C18H11ClO

C18H11ClO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux; Inert atmosphere;91%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux; Inert atmosphere;91%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 12h; Inert atmosphere; Reflux;83%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 12h; Inert atmosphere; Reflux;83%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

3-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-carbazole
1303472-74-3

3-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-carbazole

C30H19NO

C30H19NO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 90℃; for 24h; Inert atmosphere;90%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C25H17N3

C25H17N3

C37H23N3O

C37H23N3O

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 11h; Inert atmosphere;90%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

(4-(pyridin-3-yl)phenyl)boronic acid

(4-(pyridin-3-yl)phenyl)boronic acid

C23H15NO

C23H15NO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;90%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

(4-(pyridine-4-yl)phenyl)boronic acid
1045332-30-6

(4-(pyridine-4-yl)phenyl)boronic acid

C23H15NO

C23H15NO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;90%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

2-nitrophenylboronic acid
5570-19-4

2-nitrophenylboronic acid

2-(2-nitrophenyl)dibenzo[b,d]furan
1246308-82-6

2-(2-nitrophenyl)dibenzo[b,d]furan

Conditions
ConditionsYield
Stage #1: 2-bromodibenzo[b,d]furan; 2-nitrophenylboronic acid With sodium carbonate In ethanol; water; toluene for 1h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 15h; Reflux;
89.6%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 8h; Inert atmosphere; Reflux;88%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 8h; Inert atmosphere; Reflux;85%
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 70℃; for 4h;74%
Stage #1: 2-bromodibenzo[b,d]furan; 2-nitrophenylboronic acid With sodium carbonate In ethanol; water; toluene for 1h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 15h; Reflux;
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C9H12BNO4

C9H12BNO4

C21H17NO3

C21H17NO3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In ethanol; toluene for 16h; Inert atmosphere; Reflux;89.6%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

2-(carbazol-9-yl)-9H-carbazole
1226810-15-6

2-(carbazol-9-yl)-9H-carbazole

9-(dibenzo[b,d]furan-2-yl)-9H-2,9'-bicarbazole

9-(dibenzo[b,d]furan-2-yl)-9H-2,9'-bicarbazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 5h; Inert atmosphere; Reflux;89%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C36H29NSi

C36H29NSi

C48H35NOSi

C48H35NOSi

Conditions
ConditionsYield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 80℃; for 6h; Inert atmosphere;88%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

acetonitrile
75-05-8

acetonitrile

dibenzo[b,d]furan-2-carbonitrile
20927-96-2

dibenzo[b,d]furan-2-carbonitrile

Conditions
ConditionsYield
With 1,10-Phenanthroline; hexakis(acetonitrile)nickel(II) tetrafluoroborate; 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclo-hexadiene at 80℃; for 24h;88%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

3-Phenylpropenol
104-54-1

3-Phenylpropenol

C21H16O

C21H16O

Conditions
ConditionsYield
With [2,2]bipyridinyl; manganese; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); zirconium(IV) chloride In N,N-dimethyl acetamide at 20 - 35℃;87%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C24H16BrNS

C24H16BrNS

C36H22BrNOS

C36H22BrNOS

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 80℃; Buchwald-Hartwig Coupling;86%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

aniline
62-53-3

aniline

N-(dibenzofuran-2-yl)-N-phenyl-amine
861317-95-5

N-(dibenzofuran-2-yl)-N-phenyl-amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 130℃; for 24h; Inert atmosphere;86%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 2h; Inert atmosphere; Reflux;83%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 60℃; for 12h; Inert atmosphere;80%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C44H35BO2

C44H35BO2

C50H30O

C50H30O

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 3h; Inert atmosphere; Reflux;86%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

C25H18N2O

C25H18N2O

Conditions
ConditionsYield
With cesium acetate; sodium t-butanolate; XPhos In toluene at 100℃; for 10h; Inert atmosphere;86%
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene for 12h; Reflux;64.1%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C12H12BNO2

C12H12BNO2

C24H17NO

C24H17NO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;86%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C12H12BNO2

C12H12BNO2

C24H17NO

C24H17NO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;86%
2-bromodibenzo[b,d]furan
86-76-0

2-bromodibenzo[b,d]furan

C39H25NO

C39H25NO

C51H31NO2

C51H31NO2

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 125℃; for 8h;85.5%

86-76-0Relevant articles and documents

Triphenylene-based host materials for low-voltage, highly efficient red phosphorescent organic light-emitting diodes

Togashi, Kazunori,Yasuda, Takuma,Adachi, Chihaya

, p. 383 - 385 (2013)

Triphenylene-based host materials BDBF-TP and BDBT-TP were synthesized for use in red phosphorescent organic lightemitting diodes (PHOLEDs). The currentvoltage characteristics of hole- and electron-only devices revealed that BDBT-TP exhibits better bipolar carrier transport properties than 4,4'- bis(carbazol-9-yl)-1,1'-biphenyl and BDBF-TP. Red PHOLEDs containing BDBF-TP or BDBT-TP as the host showed a lower driving voltage, higher external quantum efficiency, and lower efficiency roll-off at high current density.

COMPOUND FOR ORGANIC ELECTRIC ELEMENT, ORGANIC ELECTRIC ELEMENT COMPRISING THE SAME AND ELECTRONIC DEVICE THEREOF

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Paragraph 0263-0267; 0288-0289; 0291, (2020/04/30)

The present invention relates to: a compound for an organic electric element; the organic electric element using the same; and an electronic device thereof. According to the present invention, it is possible to achieve high luminous efficiency, low driving voltage, and high heat resistance of an element, and to improve color purity and lifespan of the element. By using the compound according to the present invention, it is possible to achieve high luminous efficiency, low driving voltage, and high heat resistance of the element, and to provide an effect of improving color purity and lifespan of the element.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Light emitting auxiliary layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2020

Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins

Sumida, Yuto,Harada, Ryu,Sumida, Tomoe,Johmoto, Kohei,Uekusa, Hidehiro,Hosoya, Takamitsu

, p. 6687 - 6691 (2020/09/02)

An efficient transformation of dibenzoxaborins to dibenzofurans by deborylative ring contraction was achieved under mild conditions using a copper catalyst. The method showed a broad substrate scope enabling the preparation of various dibenzofurans, including those bearing a functional group. The ready availability of various dibenzoxaborins enhances the utility of this method, as demonstrated by the regiodivergent synthesis of dibenzofurans.

Nitrogen-containing compound, electronic element and electronic device

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Paragraph 0078; 0079, (2020/05/01)

The invention provides a nitrogen-containing compound, an electronic component and an electronic device, and relates to the technical field of organic materials, wherein the nitrogen-containing compound is represented by a formula I, X is selected from oxygen and sulfur, R is selected from heterocycloalkyl and heteroaryl, L is selected from a single bond, arylene and heteroarylene, the substituentof R is selected from deuterium, nitro, hydroxyl, alkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocycloalkyl, alkoxy, aryl silyl and alkyl silyl, and the substituent of L is selected from deuterium, nitro, hydroxyl, alkyl, cycloalkyl, alkenyl, alkynyl, heterocycloalkyl, alkoxy, alkylsilyl, arylsilyl, aryloxy and arylthio. The nitrogen-containing compound disclosed by the invention can reduce the working voltage of an electronic component, improve the efficiency of a device and prolong the service life of the device.

Method for preparing 2-bromodibenzofuran in environmental protection way

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Paragraph 0027-0030, (2019/04/02)

The invention discloses a method for preparing 2-bromodibenzofuran in an environmental protection way. The method comprises the steps of adding hydrogen peroxide into a mixing system formed by a dichloroethane solution of dibenzofuran and a water solution of hydrobromic acid, stirring for reaction to obtain the 2-bromodibenzofuran. Compared with an existing preparation method of the 2-bromodibenzofuran, according to the method provided by the invention, bromine can be fully utilized, so that the waste of the bromine and the production of a large number of acid waste liquid are avoided, the environment pollution is reduced, and the method is simple in operation and low in cost.

Compound containing aza-5-membered ring and application thereof in organic electroluminescent devices

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Paragraph 0058; 0060; 0061; 0074; 0075, (2019/12/25)

The invention discloses a compound containing an aza-5-membered ring and an application thereof in organic electroluminescent devices. The compound is composed of the aza-5-membered ring, has deep HOMO energy level and high hole mobility rate, and is suitable for electronic barrier materials. In addition, the compound has strong group rigidity, has molecules difficult to crystallize and gather, and has good film-forming property. After the compound as an organic electroluminescent functional layer material is applied in OLED devices, the current efficiency, power efficiency and external quantum efficiency of the devices are greatly improved, and the lifetime of the devices is significantly prolonged.

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Mills, L. Reginald,Graham, Joshua M.,Patel, Purvish,Rousseaux, Sophie A. L.

supporting information, p. 19257 - 19262 (2019/12/02)

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.

NOVEL TRIAZINE COMPOUND, AND ORGANIC ELECTRONIC ELEMENT AND PLANT-GROWING LIGHTING THAT USE THE SAME

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Paragraph 0075, (2018/07/28)

PROBLEM TO BE SOLVED: To provide a triazine compound which has a high triplet energy level and excellent heat resistance, and can be used as an organic electronic element material realizing an element with high efficiency, low voltage and a long life. SOLUTION: In the triazine compound, as represented by the general formula [1] in the figure, a triazine backbone moiety is linked to a dibenzofuran or dibenzothiophene backbone moiety via a biphenyl backbone moiety, where X is an oxygen atom or sulfur atom. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

DIBENZOFURAN AND DIBENZOTHIOPHENE DERIVATIVES AND ORGANIC LIGHT-EMITTING DEVICES CONTAINING THEM

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Page/Page column 35; 36; 37, (2017/09/27)

A compound of formula (I) wherein Z is a group of formula (II) and Core is selected from groups of formula (IIIa) or (IIIb) wherein X is S or O; R1 is a substituent; n is 0 or a positive integer; Ar1 independently in each occurrence is an arylene group; R2 is a substituent; R3 is a substituent; R4 is an arylene or heteroarylene group; Y is C or Si; a is 1, 2 or 3; b is 0 or a positive integer; and c is 0 or a positive integer. The compound of formula (I) may be used as a host for a light-emitting dopant in an organic light-emitting device.

COMPOUND AND ORGANIC ELECTROLUMINESCENT ELEMENT

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Paragraph 0144, (2017/05/26)

PROBLEM TO BE SOLVED: To provide a novel compound that is high in band gap and T1 energy, has excellent electrical stability/thermal stability, and can be used also for a hole transport layer of an organic EL element, and to provide an organic EL element that comprises a hole transport layer comprising the compound, and has a longer life and high luminous efficiency. SOLUTION: The present invention provides a compound represented by formula (1) [where X1 to X4 each independently represent H, or a specific dibenzofuran; at least one of X1 to X4 is a specific dibenzofuran; R1 to R6 each independently represent H, a substituted/unsubstituted alkyl group or halogen group; Y is a substituted/unsubstituted an aromatic cyclic group]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

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