2-Bromofluorene supplier | CasNO.1133-80-8

Name
2-Bromofluorene
EINECS 214-480-6
CAS No. 1133-80-8
Article Data73
CAS DataBase
Density 1.489 g/cm³
Solubility
Melting Point 110-115 °C
Formula C₁₃H₉Br
Boiling Point 350.3 °C at 760 mmHg
Molecular Weight 245.118
Flash Point 166.8 °C
Transport Information
Appearance Colorless powder or crystal
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 9H-Fluorene, 2-bromo-;2-bromo-9H-fluorene;2-Bromofluorene, Tech.;
PSA 0.00000
LogP 4.02030

Synthetic route

: 86-73-7
9H-fluorene

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With benzyltrimethylazanium tribroman-2-uide; zinc(II) chloride In acetic acid for 0.5h; Ambient temperature;	99%
With N-Bromosuccinimide In 1,2-propylene cyclic carbonate at 60℃; for 1h;	95%
With N-Bromosuccinimide In various solvent(s) at 20℃; for 0.5h;	91%

: 128-08-5
N-Bromosuccinimide

: 86-73-7
9H-fluorene

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
In 1,2-propylene cyclic carbonate; water; toluene	95%

: 3096-56-8
2-bromofluoren-9-one

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen; acetic acid at 60℃; for 7h;	93%

: 153-78-6
2-aminofluorene

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Stage #1: 2-aminofluorene With hydrogen bromide for 2.3h; Reflux; Stage #2: With copper(I) oxide; n-propyl nitrite; n-Amyl nitrite; copper(I) bromide In water; toluene at 55℃; for 1.8h; Reagent/catalyst; Temperature;	80.8%
(i) (diazotization), (ii) (bromination); Multistep reaction;

: 7-bromo-2-fluorenediazonium tetrafluoroborate

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With chloro-trimethyl-silane In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 1h;	78%

: 9H-fluorene-2-diazonium tetrafluoroborate

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With N-Bromosuccinimide; trimethylsilyl bromide In N,N-dimethyl acetamide for 1h; Ambient temperature;	71%

: 86-73-7
9H-fluorene

A: 1133-80-8
2-bromo-9H-fluorene

B: 16433-88-8
2,7-dibromo-9H-fluorene

Conditions

Conditions	Yield
With sulfuric acid; dihydrogen peroxide; sodium bromide In water; 1,2-dichloro-ethane at 20℃; for 10h;	A 33% B n/a
bei der Bromierung;

: 123-91-1
1,4-dioxane

: 86-73-7
9H-fluorene

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With bromine

: 108-32-7
1,2-propylene cyclic carbonate

: 128-08-5
N-Bromosuccinimide

: 86-73-7
9H-fluorene

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
at 60 - 70℃;

...Expand

: 128-08-5
N-Bromosuccinimide

: 86-73-7
9H-fluorene

: 109-63-7
trifluoroborane diethyl ether

: 71-43-2
benzene

: 1133-80-8
2-bromo-9H-fluorene

...Expand

: 5744-03-6
dodecahydrofluorene

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With bromine at 20℃;

: 33417-29-7
2-bromo-9H-fluoren-9-ol

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With phosphorus; iodine; acetic acid

: 2-bromofluorene - chloranil complex

A: 1133-80-8
2-bromo-9H-fluorene

B: 118-75-2
chloranil

Conditions

Conditions	Yield
In chloroform at 31℃; Equilibrium constant; Thermodynamic data; other temperatures, ΔH;

: 2-bromofluorene - 2,3-dichloro-5,6-dicyano-p-benzoquinone complex

A: 1133-80-8
2-bromo-9H-fluorene

B: 84-58-2
2,3-dicyano-5,6-dichloro-p-benzoquinone

Conditions

Conditions	Yield
In chloroform at 31℃; Equilibrium constant; Thermodynamic data; other temperatures, ΔH;

: 4,5,6,7-Tetrachloro-isobenzofuran-1,3-dione; compound with 2-bromo-9H-fluorene

A: 1133-80-8
2-bromo-9H-fluorene

B: 117-08-8
tetrachlorophthalic anhydride

Conditions

Conditions	Yield
In tetrachloromethane at 26℃; Equilibrium constant; Thermodynamic data; ΔH;

: 108-32-7
1,2-propylene cyclic carbonate

: 86-73-7
9H-fluorene

: 7726-95-6
bromine

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
at 60 - 70℃;

...Expand

: 86-73-7
9H-fluorene

: 7726-95-6
bromine

boiling chloroform: boiling chloroform

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Lichtausschluss;

...Expand

fluorenediazonium sulfate-(2): fluorenediazonium sulfate-(2)

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With hydrogen bromide; copper(I) bromide

: 33417-29-7
2-bromo-9H-fluoren-9-ol

: 7553-56-2
iodine

: 64-19-7
acetic acid

red phosphorus: red phosphorus

: 1133-80-8
2-bromo-9H-fluorene

...Expand

: 86-73-7
9H-fluorene

brominating agent: brominating agent

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
With 1,2-propylene cyclic carbonate

: 86-73-7
9H-fluorene

A: 1133-80-8
2-bromo-9H-fluorene

B: 1940-57-4
9H-fluoren-9-yl bromide

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 20℃; for 19h;	A 41 %Chromat. B 19 %Chromat.

: 106-40-1
4-bromo-aniline

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: ethyl acetate / 2.5 h / Cooling with ice 2.1: aluminum (III) chloride / 6.5 h / 80 °C / Cooling with ice 3.1: hydrogenchloride / methanol; water / 6 h / Reflux 4.1: hydrogenchloride; sodium nitrite / water / 1 h / -5 - 0 °C 4.2: 2 h / 80 °C View Scheme

: 103-88-8
4-bromoacetanilide

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / 6.5 h / 80 °C / Cooling with ice 2.1: hydrogenchloride / methanol; water / 6 h / Reflux 3.1: hydrogenchloride; sodium nitrite / water / 1 h / -5 - 0 °C 3.2: 2 h / 80 °C View Scheme

: 4'-bromo-2'-benzylacetanilide

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride / methanol; water / 6 h / Reflux 2.1: hydrogenchloride; sodium nitrite / water / 1 h / -5 - 0 °C 2.2: 2 h / 80 °C View Scheme

: 86233-09-2
2-benzyl-4-bromoaniline

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Stage #1: 2-benzyl-4-bromoaniline With hydrogenchloride; sodium nitrite In water at -5 - 0℃; for 1h; Stage #2: With copper In water at 80℃; for 2h; Temperature;	104 g

: 493028-83-4
4-bromobiphenyl-2-carboxylic acid methyl ester

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water; methanol / 4 h / 80 °C 2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 8 h / 20 °C 2.2: 6 h / 20 °C 3.1: palladium on activated charcoal; acetic acid; hydrogen / 7 h / 60 °C View Scheme

: 21740-00-1
5-bromo-2-iodo-benzoic acid

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C 1.2: 1 h / 20 °C 2.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere 2.2: 8 h / 80 °C / Inert atmosphere 3.1: sodium hydroxide / water; methanol / 4 h / 80 °C 4.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 8 h / 20 °C 4.2: 6 h / 20 °C 5.1: palladium on activated charcoal; acetic acid; hydrogen / 7 h / 60 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C
1.2: 1 h / 20 °C
2.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere
2.2: 8 h / 80 °C / Inert atmosphere
3.1: sodium hydroxide / water; methanol / 4 h / 80 °C
4.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 8 h / 20 °C
4.2: 6 h / 20 °C
5.1: palladium on activated charcoal; acetic acid; hydrogen / 7 h / 60 °C
View Scheme

: 181765-86-6
5-bromo-2-iodo-benzoic acid methyl ester

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere 1.2: 8 h / 80 °C / Inert atmosphere 2.1: sodium hydroxide / water; methanol / 4 h / 80 °C 3.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 8 h / 20 °C 3.2: 6 h / 20 °C 4.1: palladium on activated charcoal; acetic acid; hydrogen / 7 h / 60 °C View Scheme

Yield

Multi-step reaction with 4 steps
1.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere
1.2: 8 h / 80 °C / Inert atmosphere
2.1: sodium hydroxide / water; methanol / 4 h / 80 °C
3.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 8 h / 20 °C
3.2: 6 h / 20 °C
4.1: palladium on activated charcoal; acetic acid; hydrogen / 7 h / 60 °C
View Scheme

: 5794-88-7
5-Bromo-2-aminobenzoic acid

: 1133-80-8
2-bromo-9H-fluorene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: sodium nitrite; hydrogenchloride / water / 3 h / 0 - 40 °C 1.2: 1.33 h / 90 °C 2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C 2.2: 1 h / 20 °C 3.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere 3.2: 8 h / 80 °C / Inert atmosphere 4.1: sodium hydroxide / water; methanol / 4 h / 80 °C 5.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 8 h / 20 °C 5.2: 6 h / 20 °C 6.1: palladium on activated charcoal; acetic acid; hydrogen / 7 h / 60 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: sodium nitrite; hydrogenchloride / water / 3 h / 0 - 40 °C
1.2: 1.33 h / 90 °C
2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C
2.2: 1 h / 20 °C
3.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere
3.2: 8 h / 80 °C / Inert atmosphere
4.1: sodium hydroxide / water; methanol / 4 h / 80 °C
5.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 8 h / 20 °C
5.2: 6 h / 20 °C
6.1: palladium on activated charcoal; acetic acid; hydrogen / 7 h / 60 °C
View Scheme

: 111-25-1
1-bromo-hexane

: 1133-80-8
2-bromo-9H-fluorene

: 226070-05-9
2-bromo-9,9-dihexyl-9H-fluorene

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide	100%
Stage #1: 2-bromo-9H-fluorene With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromo-hexane In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	100%
Stage #1: 2-bromo-9H-fluorene With potassium iodide; potassium hydroxide In dimethyl sulfoxide for 0.333333h; Heating; Inert atmosphere; Stage #2: 1-bromo-hexane In dimethyl sulfoxide at 20℃; for 3.6h; Inert atmosphere;	100%

: 1133-80-8
2-bromo-9H-fluorene

: 73183-34-3
bis(pinacol)diborane

: 2-(9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide at 60℃; for 22h; Inert atmosphere;	100%
With p-phenylpyridine; potassium methanolate In tert-butyl methyl ether at 85℃; for 12h; Sealed tube;	53%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane Inert atmosphere; Schlenk technique;
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 80℃; for 2h; Miyaura Borylation Reaction;

: 18908-66-2
2-ethylhexyl bromide

: 1133-80-8
2-bromo-9H-fluorene

: 355135-07-8
2-bromo-9,9-bis(2-ethylhexyl)-9H-fluorene

Conditions

Conditions	Yield
With potassium iodide; potassium hydroxide In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere;	99.8%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide at 20℃; for 5h;	90.1%
With tetrabutylammomium bromide; sodium hydroxide In water; dimethyl sulfoxide at 60℃; for 5h;	71.75%
Stage #1: 2-bromo-9H-fluorene With potassium iodide; potassium hydroxide In dimethyl sulfoxide for 0.5h; Stage #2: 3-bromomethylheptane In dimethyl sulfoxide at 20℃; for 24h;	66%

: 111-83-1
1-bromo-octane

: 1133-80-8
2-bromo-9H-fluorene

: 302554-80-9
2-bromo-9,9-dioctyl-9H-fluorene

Conditions

Conditions	Yield
With benzyltriethylammonium; sodium hydroxide In dimethyl sulfoxide at 120℃;	99%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide at 35℃; for 5h;	95%
With potassium hydroxide In dimethyl sulfoxide at 60℃;	94%

: 1133-80-8
2-bromo-9H-fluorene

: 74-88-4
methyl iodide

: 28320-31-2
2-bromo-9,9-dimethyl-9H-fluorene

Conditions

Conditions	Yield
Stage #1: 2-bromo-9H-fluorene With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: methyl iodide In tetrahydrofuran at 0 - 20℃;	99%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dimethyl sulfoxide at 0℃; for 0.5h;	99%
With potassium hydroxide; potassium iodide In dimethyl sulfoxide at 20℃; for 48h;	97%

: 1133-80-8
2-bromo-9H-fluorene

: 143418-49-9
3,4,5-trifluorophenylboronic acid

: 2-(3,4,5-trifluorophenyl)-9H-fluorene

Conditions

Conditions	Yield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	99%
With potassium tert-butylate In ethanol; water Reflux;	98%
With palladium diacetate; potassium carbonate In ethanol; water at 110℃; for 1h; Suzuki Coupling; Inert atmosphere; Schlenk technique; Sealed tube;	97%
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;	97%
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;	97%

: 1133-80-8
2-bromo-9H-fluorene

: C28H37AgF2N2S

: (difluoromethyl)(9H-fluoren-2-yl)thioether

Conditions

Conditions	Yield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; Schlenk technique;	99%

: 1133-80-8
2-bromo-9H-fluorene

: 105-13-5
4-Methoxybenzyl alcohol

: 16306-01-7
2-bromo-9-(4-methoxybenzyl)-9H-fluorene

Conditions

Conditions	Yield
With potassium tert-butylate In toluene at 120℃; for 3h; Inert atmosphere;	99%

: 1133-80-8
2-bromo-9H-fluorene

: 3096-56-8
2-bromofluoren-9-one

Conditions

Conditions	Yield
With air; caesium carbonate In dimethyl sulfoxide at 20℃; for 3h;	98%
With oxygen; potassium hydroxide In tetrahydrofuran at 20℃; for 14h;	98%
With air; graphene-supported KOH composite In N,N-dimethyl-formamide at 20℃; for 8h;	98%

: 1133-80-8
2-bromo-9H-fluorene

: 123348-27-6
2-bromo-7-iodofluorene

Conditions

Conditions	Yield
With potassium iodate; sulfuric acid; iodine; acetic acid In water at 80℃; for 12h; Inert atmosphere;	98%
With potassium iodate; sulfuric acid; water; iodine In acetic acid at 80℃; for 24h; Inert atmosphere;	97%
Stage #1: 2-bromo-9H-fluorene With acetic acid at 40 - 45℃; for 0.5h; Stage #2: With potassium iodate; sulfuric acid; iodine In water at 20 - 60℃; for 4h;	95%

: 1133-80-8
2-bromo-9H-fluorene

: 5720-06-9
2-Methoxyphenylboronic acid

: 2-(2-methoxyphenyl)-9H-fluorene

Conditions

Conditions	Yield
With (3aS,7aS)-1,3-di-o-tolyl-octahydro-benzoimidazole-2-thione; potassium carbonate; palladium(II) iodide In water; isopropyl alcohol at 80℃; for 5h; Suzuki reaction;	98%

: 110-52-1
1,4-dibromo-butane

: 1133-80-8
2-bromo-9H-fluorene

: 797056-47-4
2'-bromospiro[cyclopentane-1,9'-fluorene]

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; dimethyl sulfoxide at 160℃; for 3h;	98%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; dimethyl sulfoxide at 160℃; for 3h; Inert atmosphere;	93.4%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; dimethyl sulfoxide for 10h;	91%

: 1133-80-8
2-bromo-9H-fluorene

: 98-80-6
phenylboronic acid

: 28065-98-7
2-phenylfluorene

Conditions

Conditions	Yield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Reagent/catalyst; Solvent; Suzuki Coupling; Green chemistry;	98%
With potassium carbonate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling; Schlenk technique;	93%
With C34H32Cl2FeP2Pd In ethanol at 80℃; for 4h; Suzuki-Miyaura Coupling; Schlenk technique;	91%

: 33821-94-2
3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide

: 1133-80-8
2-bromo-9H-fluorene

: 1187527-40-7
2-bromo-9,9-bis(3-(2-tetrahydropyranoxy)propyl)fluorene

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; dimethyl sulfoxide at 60℃; for 5h;	98%

: 74-96-4
ethyl bromide

: 1133-80-8
2-bromo-9H-fluorene

: 287493-15-6
2-bromo-9,9-diethyl-9H-fluorene

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; dimethyl sulfoxide at 20℃; for 24h;	98%
With tetrabutylammomium bromide; sodium hydroxide In water; dimethyl sulfoxide at 75℃; for 8h; Inert atmosphere;	93%
With potassium tert-butylate In dimethyl sulfoxide	91%

: 1133-80-8
2-bromo-9H-fluorene

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 2-(3,5-dimethylphenyl)-9H-fluorene

Conditions

Conditions	Yield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	98%
With potassium tert-butylate In ethanol; water Reflux;	97%
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;	96%
With palladium diacetate; potassium carbonate In ethanol; water at 110℃; for 1h; Suzuki Coupling; Inert atmosphere; Schlenk technique; Sealed tube;	95%
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;	95%

: 1133-80-8
2-bromo-9H-fluorene

: 73852-19-4
3,5-bis-trifluromethylphenylboronic acid

: 2-(3,5-bis(trifluoromethyl)phenyl)-9H-fluorene

Conditions

Conditions	Yield
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;	98%
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	97%
With potassium tert-butylate In ethanol; water Reflux;	97%
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;	97%
With palladium diacetate; potassium carbonate In ethanol; water at 110℃; for 1h; Suzuki Coupling; Inert atmosphere; Schlenk technique; Sealed tube;	96%

: 1133-80-8
2-bromo-9H-fluorene

: 156545-07-2
3,5-difluorophenylboronic acid

: 2-(3,5-difluorophenyl)-9H-fluorene

Conditions

Conditions	Yield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	98%
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;	98%
With potassium tert-butylate In ethanol; water Reflux;	96%
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;	96%
With palladium diacetate; potassium carbonate In ethanol; water at 110℃; for 1h; Suzuki Coupling; Inert atmosphere; Schlenk technique; Sealed tube;	93%

: 1133-80-8
2-bromo-9H-fluorene

: 13331-27-6
m-nitrobenzene boronic acid

: 2‐(3‐nitrophenyl)‐9H‐fluorene

Conditions

Conditions	Yield
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;	98%
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,2-dimethoxyethane; water for 16h; Suzuki Coupling; Inert atmosphere; Reflux;	26%

: 1133-80-8
2-bromo-9H-fluorene

: 144025-03-6
2,4-difluorophenylboronic acid

: C19H12F2

Conditions

Conditions	Yield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	98%

: 5459-35-8
2-bromo-acrylic acid ethyl ester

: 1133-80-8
2-bromo-9H-fluorene

: Ethyl α-(2-fluorenyl)acrylate

Conditions

Conditions	Yield
With dichlorobis(tri-O-tolylphosphine)palladium; zinc In tetrahydrofuran; N,N-dimethyl-formamide for 3h; Heating;	97%

: 1133-80-8
2-bromo-9H-fluorene

: 811-68-7
silver(I) trifluoromethanethiolate

: 1333415-84-1
2-[(trifluoromethyl)thio]-9H-fluorene

Conditions

Conditions	Yield
Stage #1: 2-bromo-9H-fluorene With bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In toluene at 80℃; for 0.0166667h; Inert atmosphere; Stage #2: silver(I) trifluoromethanethiolate With N,N,N-triethylbenzenaminium iodide In toluene at 80℃; for 2h; Inert atmosphere;	97%

: 1133-80-8
2-bromo-9H-fluorene

: 201802-67-7
4-(diphenylamino)phenyl boronic acid

: 4-(9H-fluoren-2-yl)-N,N-diphenylaniline

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In ethanol; water at 110℃; for 1h; Suzuki Coupling; Inert atmosphere; Schlenk technique; Sealed tube;	97%
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;	97%
With potassium tert-butylate In ethanol; water Reflux;	95%
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	93%
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;	91%

: 1008-89-5
2-phenylpyridine

: 1133-80-8
2-bromo-9H-fluorene

: 2-(2,6-di(9H-fluoren-2-yl)phenyl)pyridine

Conditions

Conditions	Yield
With rhodium(III) chloride hydrate; tetrabutylammonium acetate at 120℃; for 24h; Inert atmosphere; Sealed tube; Schlenk technique;	97%

: 1133-80-8
2-bromo-9H-fluorene

: 5122-95-2
3-Biphenylboronic acid

: C25H18

Conditions

Conditions	Yield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	97%

: 1133-80-8
2-bromo-9H-fluorene

: 4334-88-7
p-ethoxycarbonylphenylboronic acid

: C22H18O2

Conditions

Conditions	Yield
With C32H39Br2N3O10Pd; potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Inert atmosphere;	97%
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	94%

: 419536-33-7
4-(carbazol-9-yl)phenylboronic acid

: 1133-80-8
2-bromo-9H-fluorene

: C31H21N

Conditions

Conditions	Yield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;	97%
With potassium tert-butylate In ethanol; water Reflux;	90%

: 109-65-9
1-bromo-butane

: 1133-80-8
2-bromo-9H-fluorene

: 88223-35-2
2-bromo-9,9-di-n-butyl-9H-fluorene

Conditions

Conditions	Yield
Stage #1: 2-bromo-9H-fluorene With tetrabutylammomium bromide; sodium hydroxide In water; dimethyl sulfoxide at 0℃; for 0.5h; Stage #2: 1-bromo-butane In water; dimethyl sulfoxide at 20℃; for 6h;	96%
Stage #1: 2-bromo-9H-fluorene With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-butane In tetrahydrofuran at 0 - 20℃; for 8h; Inert atmosphere;	90%
With tetrabutylammomium bromide; sodium hydroxide In water; toluene	85%

: 1133-80-8
2-bromo-9H-fluorene

: 1822-00-0
trimethylsilylmethyllithium

: ((9H-fluoren-2-yl)methyl)trimethylsilane

Conditions

Conditions	Yield
With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II) In toluene; pentane at 20℃; for 1h; Inert atmosphere; Schlenk technique;	96%
With bis(tri-t-butylphosphine)palladium(0); water; sodium chloride In pentane at 20℃; for 0.00555556h; pH=6; Schlenk technique;	78%

2-Bromofluorene Specification

The 2-Bromofluorene, with the CAS registry number 1133-80-8, is also known as 9H-Fluorene, 2-bromo-. It belongs to the product categories of Fluorene Derivatives; Fluorenes, Flurenones; Electronic Chemicals; Fluorenes; Fluorenes & Fluorenones; Aryl; C13 to C37+; Halogenated Hydrocarbons. Its EINECS registry number is 214-480-6. This chemical's molecular formula is C₁₃H₉Br and molecular weight is 245.11. Its IUPAC name is called 2-bromo-9H-fluorene. The product should be sealed and stored in cool, dry place. What's more, you must keep its container tightly closed and in a well-ventilated place.

Physical properties of 2-Bromofluorene: (1)ACD/LogP: 4.94; (2)ACD/LogD (pH 5.5): 4.94; (3)ACD/LogD (pH 7.4): 4.94; (4)ACD/BCF (pH 5.5): 3317.67; (5)ACD/BCF (pH 7.4): 3317.67; (6)ACD/KOC (pH 5.5): 11529.41; (7)ACD/KOC (pH 7.4): 11529.41; (8)Index of Refraction: 1.67; (9)Molar Refractivity: 61.48 cm³; (10)Molar Volume: 164.5 cm³; (11)Surface Tension: 49.9 dyne/cm; (12)Density: 1.489 g/cm³; (13)Flash Point: 166.8 °C; (14)Enthalpy of Vaporization: 57.14 kJ/mol; (15)Boiling Point: 350.3 °C at 760 mmHg; (16)Vapour Pressure: 8.99E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by fluorene. This reaction will need reagent bromine. The yield is about 32%.

Uses of 2-Bromofluorene: it can be used to produce 2-bromo-9-cyclohepta-2,4,6-trienyl-9H-fluorene by heating. This reaction will need reagent n-butyllithium and solvent diethyl ether, hexane, benzene, hexane. The yield is about 69%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1C2=CC=CC=C2C3=C1C=C(C=C3)Br
(2)InChI: InChI=1S/C13H9Br/c14-11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7H2
(3)InChIKey: FXSCJZNMWILAJO-UHFFFAOYSA-N

Product Name

2-Bromofluorene

Synthetic route

2-Bromofluorene Specification

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