Product Name

  • Name

    2-Bromo-9-fluorenone

  • EINECS 636-546-7
  • CAS No. 3096-56-8
  • Article Data96
  • CAS DataBase
  • Density 1.609 g/cm3
  • Solubility
  • Melting Point 143-149 °C
  • Formula C13H7BrO
  • Boiling Point 392.8 °C at 760 mmHg
  • Molecular Weight 259.102
  • Flash Point 131.3 °C
  • Transport Information
  • Appearance yellow powder
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 3096-56-8 (2-Bromo-9-fluorenone)
  • Hazard Symbols IrritantXi
  • Synonyms Fluoren-9-one,2-bromo- (6CI,7CI,8CI);2-Bromo-9H-fluoren-9-one;2-Bromofluorenone;
  • PSA 17.07000
  • LogP 3.66050

Synthetic route

9-fluorenone
486-25-9

9-fluorenone

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With potassium bromate; tetrabutyl-ammonium chloride; ammonium bromide In water at 75℃; for 6h; Temperature;99.2%
With bromine In water at 80℃; for 4h; regioselective reaction;94%
With bromine In water at 80 - 85℃; for 4.5h;90.4%
2-bromo-9H-fluorene
1133-80-8

2-bromo-9H-fluorene

2-bromofluoren-9-one
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%
2-bromo-9H-fluoren-9-ol
33417-29-7

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

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide In water at 100℃; for 24h;98%
With N-Bromosuccinimide; potassium acetate In dichloromethane; water at 20℃; for 10h; Green chemistry;98%
With picoline; tert.-butylhydroperoxide; chlorophyllin coppered trisodium salt In water; acetone at 80℃; for 10h; chemoselective reaction;98%
With tert.-butylhydroperoxide; copper(II) acetate monohydrate In water at 80℃; for 8h;92%
With 4-nitro-1-chlorobenzotriazole In water; acetic acid at 29.85℃; Kinetics;
4-bromo-[1,1′-biphenyl]-2-carboxylic acid
69200-18-6

4-bromo-[1,1′-biphenyl]-2-carboxylic acid

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

2-bromofluoren-9-one

Conditions
ConditionsYield
Stage #1: 4-bromo-[1,1′-biphenyl]-2-carboxylic acid With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 8h;
Stage #2: With aluminum (III) chloride at 20℃; for 6h;
91%
bei der Destillation;
m-bromobenzoic acid
585-76-2

m-bromobenzoic acid

benzene
71-43-2

benzene

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With sodium persulfate; (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; trifluorormethanesulfonic acid; palladium diacetate In dimethyl sulfoxide at 80℃; for 24h; Schlenk technique;79%
4'-bromo-[1,1'-biphenyl]-2-carbaldehyde
400747-91-3

4'-bromo-[1,1'-biphenyl]-2-carbaldehyde

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ferrocene In decane; acetonitrile at 20 - 90℃; for 24h;76%
With carbon tetrabromide; oxygen In neat (no solvent) at 140℃;51%
(3-bromophenyl)boronic acid
89598-96-9

(3-bromophenyl)boronic acid

benzoyl chloride
98-88-4

benzoyl chloride

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With C31H25N2O3PPdS; potassium hydroxide In methanol; water at 50℃; for 6h; Catalytic behavior; Green chemistry; regioselective reaction;71%
2,9-dibromo-9H-fluorene
6633-25-6

2,9-dibromo-9H-fluorene

A

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

2-bromofluoren-9-one

B

2,2'-dibromo-[9,9']bifluorenyl
95952-50-4

2,2'-dibromo-[9,9']bifluorenyl

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; iron(II) oxalate dihydrate at 155 - 160℃; for 0.166667h;A n/a
B 70%
2-bromo-9H-fluorene
1133-80-8

2-bromo-9H-fluorene

2,4,6-triphenylpyrylium tetrafluoroborate
448-61-3

2,4,6-triphenylpyrylium tetrafluoroborate

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With oxygen In dichloromethane for 2h; Thermodynamic data; Irradiation;65%
With oxygen In dichloromethane for 2h; Irradiation; Yield given;
4'-bromo-[1,1'-biphenyl]-2-carbonitrile
168072-17-1

4'-bromo-[1,1'-biphenyl]-2-carbonitrile

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); water; silver trifluoroacetate In N,N-dimethyl acetamide; trifluoroacetic acid at 140℃; for 72h; Heck Reaction; Glovebox; Inert atmosphere;65%
5-bromo-2-iodobenzaldehyde
689291-89-2

5-bromo-2-iodobenzaldehyde

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With cesium fluoride; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In toluene; acetonitrile at 110℃; for 12h;61%
9-fluorenone
486-25-9

9-fluorenone

A

2,7-dibromofluorene-9-one
14348-75-5

2,7-dibromofluorene-9-one

B

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With bromine In water at 80℃; for 4h;A n/a
B 41%
With N-Bromosuccinimide; methanesulfonic acid In chloroform
2,7-dibromo-9H-fluorene
16433-88-8

2,7-dibromo-9H-fluorene

A

2,7-dibromofluorene-9-one
14348-75-5

2,7-dibromofluorene-9-one

B

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxideA 31%
B 23%
4'-bromo-[1,1'-biphenyl]-2-carboxylic acid
37174-65-5

4'-bromo-[1,1'-biphenyl]-2-carboxylic acid

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With potassium carbonate; triphenylphosphine In 1,2-dichloro-ethane at 20℃; for 24h; Irradiation; Schlenk technique; Green chemistry;30%
2-bromo-phenanthrene-9,10-dione
53622-33-6

2-bromo-phenanthrene-9,10-dione

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With potassium hydroxide
2-bromo-phenanthrene-9,10-dione
53622-33-6

2-bromo-phenanthrene-9,10-dione

A

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

2-bromofluoren-9-one

B

2-bromo-9-hydroxy-fluorene-9-carboxylic acid

2-bromo-9-hydroxy-fluorene-9-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide at 80 - 90℃;
2,2'-dibromo-9,9'-dinitro-[9,9']bifluorenyl
857789-06-1

2,2'-dibromo-9,9'-dinitro-[9,9']bifluorenyl

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

2-bromofluoren-9-one

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

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

bromamine T
41085-71-6

bromamine T

A

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

2-bromofluoren-9-one

B

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With acetic acid for 24h;
With acetic acid at 30℃; Kinetics; Mechanism; Thermodynamic data; E(activ.), ΔH(activ.), ΔS(activ.), Γ(activ.);
2-Amino-3-brom-fluorenon
875488-46-3

2-Amino-3-brom-fluorenon

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

2-bromofluoren-9-one

Conditions
ConditionsYield
(i) NaNO2, H2SO4, (ii) aq. H3PO2; Multistep reaction;
1-amino-7-bromo-9H-fluoren-9-one
16304-65-7

1-amino-7-bromo-9H-fluoren-9-one

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

2-bromofluoren-9-one

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) H3PO2; Multistep reaction;
7-Brom-fluorenon-(9)-carbonsaeure-(4)
16304-59-9

7-Brom-fluorenon-(9)-carbonsaeure-(4)

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With quinoline; copper
9-fluorenone
486-25-9

9-fluorenone

water
7732-18-5

water

bromine
7726-95-6

bromine

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

2-bromofluoren-9-one

Conditions
ConditionsYield
at 100℃;
4'-bromo-diphenyl-carboxylic acid-(2)-chloride

4'-bromo-diphenyl-carboxylic acid-(2)-chloride

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With aluminium trichloride
4-bromo-biphenyl-carboxylic acid-(2)

4-bromo-biphenyl-carboxylic acid-(2)

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With sulfuric acid at 50℃;
4-bromo-diphenyl-carboxylic acid-(2)

4-bromo-diphenyl-carboxylic acid-(2)

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

2-bromofluoren-9-one

Conditions
ConditionsYield
bei der Destillation;
potassium-salt of (+-)-2-bromo-9-nitro-fluorene

potassium-salt of (+-)-2-bromo-9-nitro-fluorene

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

2-bromofluoren-9-one

Conditions
ConditionsYield
With air
2-bromo-9H-fluorene
1133-80-8

2-bromo-9H-fluorene

acetic acid
64-19-7

acetic acid

sodium dichromate

sodium dichromate

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

2-bromofluoren-9-one

2-bromo-phenanthrene-9,10-dione
53622-33-6

2-bromo-phenanthrene-9,10-dione

KOH-solution

KOH-solution

A

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

2-bromofluoren-9-one

B

2-bromo-9-hydroxy-fluorene-9-carboxylic acid

2-bromo-9-hydroxy-fluorene-9-carboxylic acid

Conditions
ConditionsYield
at 80 - 90℃;
2-bromo-9-aci-nitro-fluorene
857823-09-7

2-bromo-9-aci-nitro-fluorene

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

2-bromofluoren-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol
View Scheme
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

phenylacetylene
536-74-3

phenylacetylene

2-phenylethynylfluorenone

2-phenylethynylfluorenone

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In N,N-dimethyl-formamide at 50℃; for 17h; Sonogashira reaction;100%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

2-bromo-9-phenyl-9H-fluoren-9-ol
736928-22-6

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

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.333333h;100%
In diethyl ether at 0℃; for 12h; Inert atmosphere;95%
In tetrahydrofuran at 0 - 20℃; for 12h;89%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-(1-([1,1’-biphenyl]-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-4,6-di-tert-butylphenol

2-(1-([1,1’-biphenyl]-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-4,6-di-tert-butylphenol

C46H40N2O2

C46H40N2O2

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 6h; Reflux;100%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-hydroxyfluoren-9-one
6949-73-1

2-hydroxyfluoren-9-one

Conditions
ConditionsYield
With lithium hydroxide monohydrate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; copper dichloride In water; dimethyl sulfoxide at 100℃; for 4h; Reagent/catalyst;99.9%
With water; sodium hydroxide In ethanol at 90℃; for 6h; Temperature; Solvent;83%
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere;71%
(1R,5S)-tert-butyl 3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylate
799279-81-5

(1R,5S)-tert-butyl 3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylate

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

2-bromofluoren-9-one

3-(9-oxo-9H-fluoren-2-yl)-(1S,5S)-3,6-diazabicyclo[3.2.0]heptane-6-carboxylic acid tert-butyl ester

3-(9-oxo-9H-fluoren-2-yl)-(1S,5S)-3,6-diazabicyclo[3.2.0]heptane-6-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); racemic-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl In toluene at 90℃; for 16h;98%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

phenylboronic acid
98-80-6

phenylboronic acid

2’-phenyl-9H-fluoren-9-one
3096-49-9

2’-phenyl-9H-fluoren-9-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 140℃; for 6h; Suzuki Coupling;98%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 100℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube;94%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 60℃; Reflux;92%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-bromo-3,3'-bipyridine
101002-03-3

2-bromo-3,3'-bipyridine

C23H15BrN2O

C23H15BrN2O

Conditions
ConditionsYield
Stage #1: 2-bromo-3,3'-bipyridine With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere;
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran at -78 - 20℃; for 4h;
98%
3-(2-bromophenyl)pyridine

3-(2-bromophenyl)pyridine

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

2-bromofluoren-9-one

C24H16BrNO

C24H16BrNO

Conditions
ConditionsYield
Stage #1: 3-(2-bromophenyl)pyridine With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere;
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran at -78 - 20℃; for 4h;
98%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

1-bromo-4-(2′-ethylhexyloxy)benzene
164352-24-3

1-bromo-4-(2′-ethylhexyloxy)benzene

2-bromo-9-(4-(2-ethylhexyloxy)phenyl)-fluoren-9-ol
916649-94-0

2-bromo-9-(4-(2-ethylhexyloxy)phenyl)-fluoren-9-ol

Conditions
ConditionsYield
Stage #1: 1-bromo-4-(2′-ethylhexyloxy)benzene With iodine; magnesium In tetrahydrofuran
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran for 5h; Heating;
95%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

(2-bromo-9H-fluoren-9-ylidene)hydrazine
91805-38-8

(2-bromo-9H-fluoren-9-ylidene)hydrazine

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 3h; Heating;95%
With hydrazine hydrate In methanol for 3h; Reflux; Inert atmosphere;91%
With hydrazine hydrate In ethanol for 6h; Inert atmosphere; Reflux;
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

C22H18O4
1050503-22-4

C22H18O4

Conditions
ConditionsYield
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In diethyl ether; ethanol at 110℃; for 0.166667h; Suzuki-Miyaura cross-coupling; microwave irradiation;95%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-(2-Bromophenyl)[1]benzofuran
129503-26-0

2-(2-Bromophenyl)[1]benzofuran

C27H17BrO2

C27H17BrO2

Conditions
ConditionsYield
Stage #1: 2-(2-Bromophenyl)[1]benzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran at 20℃; for 1h;
95%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

phenol
108-95-2

phenol

4,4'-(2-bromo-9H-fluorene-9,9-diyl)diphenol

4,4'-(2-bromo-9H-fluorene-9,9-diyl)diphenol

Conditions
ConditionsYield
With methanesulfonic acid at 50℃; for 12h;95%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-bromo-7-nitro-9H-fluoren-9-one
58557-62-3

2-bromo-7-nitro-9H-fluoren-9-one

Conditions
ConditionsYield
With sulfuric acid; nitric acid In water for 4h; Reflux; regioselective reaction;93%
With sulfuric acid; nitric acid In water at 80 - 120℃; for 4.5h;76.4%
With sulfuric acid; nitric acid In water at 80 - 85℃; for 4h;76.4%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

9H-carbazole
86-74-8

9H-carbazole

C25H15NO

C25H15NO

Conditions
ConditionsYield
With palladium diacetate; sodium t-butanolate; XPhos for 12h; Reflux; Inert atmosphere;93%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 50 - 100℃; Inert atmosphere;74%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

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

2-bromo-9H-fluorene

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; acetic acid at 60℃; for 7h;93%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

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

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

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 20℃;91%
With sodium tetrahydroborate In methanol at 0 - 20℃;91%
With sodium tetrahydroborate In isopropyl alcohol at 25 - 45℃; Kinetics;
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

2-bromofluoren-9-one

9-(biphenyl-2-yl)-2-bromo-9-fluorenol
236389-20-1

9-(biphenyl-2-yl)-2-bromo-9-fluorenol

Conditions
ConditionsYield
Stage #1: 2-Bromobiphenyl With magnesium; ethylene dibromide In diethyl ether at 50℃; for 3h; Grignard Reaction;
Stage #2: 2-bromofluoren-9-one In diethyl ether at 20 - 50℃; for 27h;
Stage #3: With water In diethyl ether at 20℃;
91%
Stage #1: 2-Bromobiphenyl With magnesium; ethylene dibromide In diethyl ether for 3h; Heating / reflux;
Stage #2: 2-bromofluoren-9-one In diethyl ether for 2h; Heating / reflux;
Stage #3: With water; ammonium chloride
90%
Stage #1: 2-Bromobiphenyl With magnesium In diethyl ether; ethylene dibromide for 3h; Inert atmosphere; Reflux;
Stage #2: 2-bromofluoren-9-one In diethyl ether; ethylene dibromide for 14h; Inert atmosphere; Reflux;
90%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

C24H14BrNS

C24H14BrNS

C37H22BrNOS

C37H22BrNOS

Conditions
ConditionsYield
Stage #1: C24H14BrNS With n-butyllithium In tetrahydrofuran at -78℃; for 2h;
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran for 18h;
91%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-bromo-9,9-dichlorofluorene
99515-75-0

2-bromo-9,9-dichlorofluorene

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate at 80 - 90℃; for 24h; Reagent/catalyst; Solvent; Temperature; Green chemistry;90.7%
With phosphorus pentachloride at 180℃;
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

phenol
108-95-2

phenol

2-bromo-spiro[fluorene-9,9′-xanthene]

2-bromo-spiro[fluorene-9,9′-xanthene]

Conditions
ConditionsYield
In methanesulfonic acid at 152℃; for 24h; Inert atmosphere;90%
With trichlorophosphate at 120℃;87%
With trichlorophosphate at 120℃;87%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

9-(biphenyl-2-yl)-2-bromo-9-fluorenol
236389-20-1

9-(biphenyl-2-yl)-2-bromo-9-fluorenol

Conditions
ConditionsYield
Stage #1: 2-Bromobiphenyl With 1,1-Dibromoethane; magnesium In diethyl ether at 20℃; for 3.5h; Heating / reflux;
Stage #2: 2-bromofluoren-9-one In diethyl ether at 20℃; Heating / reflux;
90%
Stage #1: 2-Bromobiphenyl With magnesium; ethylene dibromide In diethyl ether for 3h; Heating / reflux;
Stage #2: 2-bromofluoren-9-one In diethyl ether at 20℃; for 14h; Heating / reflux;
Stage #3: With water; ammonium chloride In diethyl ether
90%
Stage #1: 2-Bromobiphenyl With magnesium In tetrahydrofuran
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran at 20℃; for 14h; Heating / reflux;
Stage #3: With water; ammonium chloride In tetrahydrofuran
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-bromo-7-iodo-9H-fluoren-9-one

2-bromo-7-iodo-9H-fluoren-9-one

Conditions
ConditionsYield
Stage #1: 2-bromofluoren-9-one With sulfuric acid; acetic acid In water at 60℃; for 1h;
Stage #2: With iodine; periodic acid In water at 85℃; for 16h;
90%
Stage #1: 2-bromofluoren-9-one With sulfuric acid In water; acetic acid at 60℃; for 1h; Inert atmosphere;
Stage #2: With iodine; periodic acid In water; acetic acid at 85℃; for 18h; Inert atmosphere; regioselective reaction;
89%
1,4-diethynylbenzene
935-14-8

1,4-diethynylbenzene

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

2-bromofluoren-9-one

1,4-bis((2-bromo-9-hydroxy-9H-fluorene-9-yl)ethynyl)benzene

1,4-bis((2-bromo-9-hydroxy-9H-fluorene-9-yl)ethynyl)benzene

Conditions
ConditionsYield
Stage #1: 1,4-diethynylbenzene With n-butyllithium In hexane at -10℃; for 1.5h; Inert atmosphere;
Stage #2: 2-bromofluoren-9-one In hexane at -10 - 20℃; Inert atmosphere;
90%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

N-(2-bromophenyl)-N-phenylbenzenamine
78600-31-4

N-(2-bromophenyl)-N-phenylbenzenamine

(2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene])
1241891-64-4

(2'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene])

Conditions
ConditionsYield
Stage #1: N-(2-bromophenyl)-N-phenylbenzenamine With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran at -78 - 20℃;
90%
Stage #1: N-(2-bromophenyl)-N-phenylbenzenamine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #2: 2-bromofluoren-9-one In tetrahydrofuran; hexane for 3h;
Stage #3: With hydrogenchloride In water; acetic acid for 6h; Reflux;
74.5%
Stage #1: 2-bromofluoren-9-one; N-(2-bromophenyl)-N-phenylbenzenamine With n-butyllithium In tetrahydrofuran at -78℃; for 4h; Inert atmosphere;
Stage #2: With hydrogenchloride; acetic acid for 1h; Reflux; Inert atmosphere;
63%
2-bromofluoren-9-one
3096-56-8

2-bromofluoren-9-one

2-bromo-9,9-difluorofluorene

2-bromo-9,9-difluorofluorene

Conditions
ConditionsYield
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In ethanol for 48h;90%
Multi-step reaction with 2 steps
1: trichlorophosphate; phosphorus pentachloride / 24 h / 80 - 90 °C / Green chemistry
2: iron(III) chloride; hydrogen fluoride / toluene / 24 h / 10 - 30 °C / Inert atmosphere
View Scheme

2-Bromo-9-fluorenone Specification

The 2-Bromo-9-fluorenone, with the CAS registry number 3096-56-8, is also known as 9H-Fluoren-9-one, 2-bromo-. It belongs to the product categories of Fluorene Derivatives; Fluorenes, Flurenones; Electronic Chemicals; Fluorenes & Fluorenones; Fluorenones; C13 to C14; Carbonyl Compounds; Ketones. This chemical's molecular formula is C13H7BrO and molecular weight is 259.0981. Its systematic name is called 2-bromo-9H-fluoren-9-one. This chemical is yellow powder which should be sealed and stored in cool and dry place.

Physical properties of 2-Bromo-9-fluorenone: (1)ACD/LogP: 4.35; (2)#H bond acceptors: 1; (3)Index of Refraction: 1.691; (4)Molar Refractivity: 61.61 cm3; (5)Molar Volume: 161 cm3; (6)Surface Tension: 56 dyne/cm; (7)Density: 1.609 g/cm3; (8)Flash Point: 131.3 °C; (9)Enthalpy of Vaporization: 64.26 kJ/mol; (10)Boiling Point: 392.8 °C at 760 mmHg; (11)Vapour Pressure: 2.23E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by 2,4,6-triphenyl-pyranylium; tetrafluoroborate and 2-bromo-fluorene. This reaction will need reagent O2 and solvent CH2Cl2. The reaction time is 2 hours. The yield is about 65%.

 

Uses of 2-Bromo-9-fluorenone: it can be used to produce 2-(3-pyridyl)-9-fluorenone by heating. This reaction will need reagent KOH, tetrabutylammonium bromide, tetrakis(triphenylphosphine)palladium and solvent tetrahydrofuran with reaction time of 18 hours. The yield is about 20%.

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)SMILES: Brc3ccc2c1ccccc1C(=O)c2c3
(2)InChI: InChI=1/C13H7BrO/c14-8-5-6-10-9-3-1-2-4-11(9)13(15)12(10)7-8/h1-7H
(3)InChIKey: MTCARZDHUIEYMB-UHFFFAOYAR

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