2-Bromo-dibenzofuran supplier

Name
2-Bromodibenzofuran
EINECS 659-733-5
CAS No. 86-76-0
Article Data51
CAS DataBase
Density 1.35 g/cm³
Solubility
Melting Point 121-122℃
Formula C₁₂H₇BrO
Boiling Point 343.8 °C at 760 mmHg
Molecular Weight 247.091
Flash Point 161.7 °C
Transport Information
Appearance
Safety 26-36-60-61
Risk Codes 22-36-53
Molecular Structure
Hazard Symbols
Synonyms 2-Bromodibenzofuran;NSC 1735;
PSA 13.14000
LogP 4.34850

Synthetic route

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

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

Conditions

Conditions	Yield
With 1,10-Phenanthroline; copper diacetate; silver carbonate In ethanol; water at 40℃; for 15h;	95.5%

: (x)BF4*C12H8BrN2O(1+)

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

Conditions

Conditions	Yield
With palladium diacetate In ethanol Reflux;	85%

: 132-64-9
dibenzofuran

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

Conditions

Conditions	Yield
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

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

Conditions

Conditions	Yield
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

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

Conditions

Conditions	Yield
With sodium hydroxide In 1-methyl-pyrrolidin-2-one for 3h; Reflux;	75%

: 132-64-9
dibenzofuran

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

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

Conditions

Conditions	Yield
With bromine In water; acetic acid	A 60% B n/a

: 132-64-9
dibenzofuran

A: 10016-52-1
2,8-dibromodibenzofuran

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

Conditions

Conditions	Yield
With bromine In chloroform at 20℃; for 240h;	A 47% B n/a

: 3693-22-9
dibenzo[b,d]furan-2-amine

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

Conditions

Conditions	Yield
With hydrogenchloride; copper(I) bromide; sodium nitrite

: 56966-45-1
5-bromo-2-phenoxyaniline

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

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid; sodium nitrite

: 56966-46-2
2-(4-bromo-phenoxy)-aniline

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

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid; sodium nitrite

: 89466-08-0
2-hydroxyphenyl boronic acid

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

Conditions

Conditions	Yield
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

: 116272-41-4
1-bromo-4-fluoro-3-iodobenzene

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

Conditions

Conditions	Yield
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

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

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

Conditions

Conditions	Yield
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

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

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

: C33H24O2

Conditions

Conditions	Yield
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%

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

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

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

Conditions

Conditions	Yield
With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl acetamide at 90℃; for 16h;	98%

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

: 688-74-4
boric acid tributyl ester

: dibenzofuran-2-ylboronic acid

Conditions

Conditions	Yield
With triisobutylaluminum In tetrahydrofuran; ethyl acetate at -35 - 24℃; for 0.05h;	96%

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

: C19H16NS(1+)*F6P(1-)

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

Conditions

Conditions	Yield
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%

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

: 132-64-9
dibenzofuran

Conditions

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%

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

: dibenzofuran-2-ylboronic acid

Conditions

Conditions	Yield
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%

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

: 5419-55-6
Triisopropyl borate

: dibenzofuran-2-ylboronic acid

Conditions

Conditions	Yield
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;

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

: 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

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); Esphos; sodium t-butanolate In toluene at 100℃; for 18h; Inert atmosphere; Schlenk technique;	93%

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

: 92-67-1
4-Aminobiphenyl

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

Conditions

Conditions	Yield
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 110℃; for 14h;	92%

: 14906-59-3
4-cyanopyridine N-oxide

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

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

Conditions

Conditions	Yield
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%

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

: 1679-18-1
4-Chlorophenylboronic acid

: C18H11ClO

Conditions

Conditions	Yield
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%

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

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

: C30H19NO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 90℃; for 24h; Inert atmosphere;	90%

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

: C25H17N3

: C37H23N3O

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 11h; Inert atmosphere;	90%

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

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

: C23H15NO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;	90%

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

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

: C23H15NO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;	90%

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

: 5570-19-4
2-nitrophenylboronic acid

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

Conditions

Conditions	Yield
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;

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

: C9H12BNO4

: C21H17NO3

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In ethanol; toluene for 16h; Inert atmosphere; Reflux;	89.6%

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

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

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

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 5h; Inert atmosphere; Reflux;	89%

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

: C36H29NSi

: C48H35NOSi

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 80℃; for 6h; Inert atmosphere;	88%

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

: 75-05-8
acetonitrile

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

Conditions

Conditions	Yield
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%

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

: 104-54-1
3-Phenylpropenol

: C21H16O

Conditions

Conditions	Yield
With [2,2]bipyridinyl; manganese; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); zirconium(IV) chloride In N,N-dimethyl acetamide at 20 - 35℃;	87%

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

: C24H16BrNS

: C36H22BrNOS

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 80℃; Buchwald-Hartwig Coupling;	86%

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

: 62-53-3
aniline

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

Conditions

Conditions	Yield
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%

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

: C44H35BO2

: C50H30O

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 3h; Inert atmosphere; Reflux;	86%

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

: 5350-57-2
benzophenone hydrazone

: C25H18N2O

Conditions

Conditions	Yield
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%

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

: C12H12BNO2

: C24H17NO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;	86%

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

: C12H12BNO2

: C24H17NO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; potassium carbonate In ethanol; water; toluene at 78℃; for 10h; Inert atmosphere;	86%

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

: C39H25NO

: C51H31NO2

Conditions

Conditions	Yield
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%

2-Bromo-dibenzofuran Specification

The 2-Bromo-dibenzofuran, with CAS registry number 86-76-0, has the systematic name of 2-bromodibenzo[b,d]furan. Besides this, it is also called 2-Monobromodibenzofuran. Its molecular weight is 435.3469. And the chemical formula of this chemical is C₁₂H₇BrO.

Physical properties of 2-Bromo-dibenzofuran: (1)ACD/LogP: 4.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.89; (4)ACD/LogD (pH 7.4): 4.89; (5)ACD/BCF (pH 5.5): 3074; (6)ACD/BCF (pH 7.4): 3074; (7)ACD/KOC (pH 5.5): 10916.74; (8)ACD/KOC (pH 7.4): 10916.74; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 13.14 Å²; (13)Index of Refraction: 1.72; (14)Molar Refractivity: 61.92 cm³; (15)Molar Volume: 156.6 cm³; (16)Polarizability: 24.55×10^-24cm³; (17)Surface Tension: 51.3 dyne/cm; (18)Density: 1.577 g/cm³; (19)Flash Point: 161.7 °C; (20)Enthalpy of Vaporization: 56.45 kJ/mol; (21)Boiling Point: 343.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000136 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc2cc1c3ccccc3oc1cc2
(2)InChI: InChI=1/C12H7BrO/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H
(3)InChIKey: CRJISNQTZDMKQD-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C12H7BrO/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H
(5)Std. InChIKey: CRJISNQTZDMKQD-UHFFFAOYSA-N

Product Name

2-Bromodibenzofuran

Synthetic route

2-Bromo-dibenzofuran Specification

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