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1133-80-8

Basic Information
CAS No.: 1133-80-8
Name: 2-Bromofluorene
Molecular Structure:
Molecular Structure of 1133-80-8 (2-Bromofluorene)
Formula: C13H9Br
Molecular Weight: 245.1146
Synonyms: 9H-Fluorene, 2-bromo-;2-bromo-9H-fluorene;2-Bromofluorene, Tech.;
EINECS: 214-480-6
Density: 1.489 g/cm3
Melting Point: 110-115 °C
Boiling Point: 350.3 °C at 760 mmHg
Flash Point: 166.8 °C
Solubility:
Appearance: Colorless powder or crystal
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information:
PSA: 0.00000
LogP: 4.02030
Synthetic route
86-73-7

9H-fluorene

1133-80-8

2-bromo-9H-fluorene

Conditions
ConditionsYield
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
ConditionsYield
In 1,2-propylene cyclic carbonate; water; toluene95%
3096-56-8

2-bromofluoren-9-one

1133-80-8

2-bromo-9H-fluorene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 60 - 70℃;
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

5744-03-6

dodecahydrofluorene

1133-80-8

2-bromo-9H-fluorene

Conditions
ConditionsYield
With bromine at 20℃;
33417-29-7

2-bromo-9H-fluoren-9-ol

1133-80-8

2-bromo-9H-fluorene

Conditions
ConditionsYield
With phosphorus; iodine; acetic acid

2-bromofluorene - chloranil complex

A

1133-80-8

2-bromo-9H-fluorene

B

118-75-2

chloranil

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 60 - 70℃;
86-73-7

9H-fluorene

7726-95-6

bromine

boiling chloroform

boiling chloroform

1133-80-8

2-bromo-9H-fluorene

Conditions
ConditionsYield
Lichtausschluss;
fluorenediazonium sulfate-(2)

fluorenediazonium sulfate-(2)

1133-80-8

2-bromo-9H-fluorene

Conditions
ConditionsYield
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

86-73-7

9H-fluorene

brominating agent

brominating agent

1133-80-8

2-bromo-9H-fluorene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide100%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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 sulfoxide91%
1133-80-8

2-bromo-9H-fluorene

172975-69-8

3,5-dimethylphenyl boronic acid

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

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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; toluene85%
1133-80-8

2-bromo-9H-fluorene

1822-00-0

trimethylsilylmethyllithium

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

Conditions
ConditionsYield
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%
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    2-Bromofluorene

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    2-Bromofluorene

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    2-Bromofluorene

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    2-Bromofluorene

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    1133-80-8

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    2-Bromofluorene

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    1133-80-8

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  • 2-Bromofluorene

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    1133-80-8

    2-Bromofluorene

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    Who we are ? Located in Zhengzhou City, China , Henan Daken Chemical Co.,Ltd was Established in June ,1983.We have a 35 years history for fine chemical synthesis .Daken has young

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  • 2-Bromofluorene CAS NO.1133-80-8

  • Casno:

    1133-80-8

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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