Product Name

  • Name

    Fluorene

  • EINECS 201-695-5
  • CAS No. 86-73-7
  • Article Data332
  • CAS DataBase
  • Density 1.12 g/cm3
  • Solubility insoluble in water
  • Melting Point 111-114 °C(lit.)
  • Formula C13H10
  • Boiling Point 293.568 °C at 760 mmHg
  • Molecular Weight 166.222
  • Flash Point 133.064 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance white crystals
  • Safety 60-61-24/25-45-36/37-16-7-62-33-24-22-36/37/39-27-26
  • Risk Codes 50/53-39/23/24/25-23/24/25-11-67-65-38-36/38-36/37/38
  • Molecular Structure Molecular Structure of 86-73-7 (Fluorene)
  • Hazard Symbols DangerousN, ToxicT, FlammableF, HarmfulXn, IrritantXi
  • Synonyms Fluorene(8CI);2,2'-Methylenebiphenyl;Diphenylenemethane;Methane, diphenylene-;NSC6787;o-Biphenylenemethane;
  • PSA 0.00000
  • LogP 3.25780

Synthetic route

9-fluorenone
486-25-9

9-fluorenone

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With phenylphosphane at 140℃; for 72h;100%
With iodine; hypophosphorous acid In acetic acid for 24h; Reduction; Heating;99%
With formic acid In water at 130℃; for 6h; Green chemistry;97%
9H-fluorene-9-carboxylic acid
1989-33-9

9H-fluorene-9-carboxylic acid

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
copper(I) oxide In acetonitrile at 50℃; for 0.25h;100%
copper(I) oxide In acetonitrile at 50℃; for 0.25h; decarboxylation of arylacetic acids in the presence of Cu2O, investigation of the effect of electronwithdrawing substituents;100%
In 1-methyl-pyrrolidin-2-one at 220℃; for 0.166667h; microwave irradiation;90%
9H-fluoren-9-yl bromide
1940-57-4

9H-fluoren-9-yl bromide

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With ammonium chloride; zinc In water at 20℃; for 16h; Reagent/catalyst; Inert atmosphere;99%
With sodium tetrahydroborate; water In methanol at 20℃; for 0.25h;96%
With tetraethylammonium perchlorate; triethylamine In ethanol; dimethyl sulfoxide at 20℃; for 4h; Electrolysis; Green chemistry;95%
1,2,3,4-tetrahydro-9H-fluorene
17057-95-3

1,2,3,4-tetrahydro-9H-fluorene

1-indene
95-13-6

1-indene

A

9H-fluorene
86-73-7

9H-fluorene

B

INDANE
496-11-7

INDANE

Conditions
ConditionsYield
A n/a
B 99%
A n/a
B 97%
A n/a
B 95%
...Expand
3‐bromo‐9H‐fluorene
2038-91-7

3‐bromo‐9H‐fluorene

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;99%
With [RhCl2(p-cymene)]2; potassium tert-butylate In isopropyl alcohol at 20 - 100℃; for 24h; Inert atmosphere;99%
9H-fluorene-2-diazonium tetrafluoroborate

9H-fluorene-2-diazonium tetrafluoroborate

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With chloro-trimethyl-silane In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 1h;98%
9H-fluoren-9-yl bromide
1940-57-4

9H-fluoren-9-yl bromide

A

9H-fluorene
86-73-7

9H-fluorene

B

methyl dibenzylphosphinate
21713-63-3

methyl dibenzylphosphinate

Conditions
ConditionsYield
With methanol; sodium dibenzylphosphinite for 3h; Ambient temperature;A 98%
B 94%
9-diazofluorenone
832-80-4

9-diazofluorenone

A

9H-fluorene
86-73-7

9H-fluorene

B

9-fluorenone
486-25-9

9-fluorenone

C

di-fluoren-9-ylidene-hydrazine
2071-44-5

di-fluoren-9-ylidene-hydrazine

Conditions
ConditionsYield
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 20 - 23℃; Pt-cathode;A 1%
B 0.5%
C 97%
...Expand
1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

1-indene
95-13-6

1-indene

A

9H-fluorene
86-73-7

9H-fluorene

B

INDANE
496-11-7

INDANE

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 2h;A 97%
B 88%
at 250℃; for 2h;A 96%
B 95%
palladium on activated carbon at 230 - 250℃; for 2 - 4h;A 91%
B 88%
...Expand
{tris{(2-pyridyl)methyl}amine(CH3CN)Cu(I)}{PF6}
114581-83-8, 125713-80-6

{tris{(2-pyridyl)methyl}amine(CH3CN)Cu(I)}{PF6}

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

9H-fluoren-9-yl bromide

A

9H-fluorene
86-73-7

9H-fluorene

B

(tris(2-pyridylmethyl)amine)BrCu(II) PF6
135436-20-3

(tris(2-pyridylmethyl)amine)BrCu(II) PF6

C

9,9'-bifluorenyl
1530-12-7

9,9'-bifluorenyl

Conditions
ConditionsYield
In acetonitrile Ar atmosphere, room temp.; stirring of Cu-compd. in MeCN (10 min), addn. of soln. of org. compd. in MeCN, stirring (2 h); removal of MeCN (vac.), extn. of org. compds.;A 3%
B 80-95
C 97%
...Expand
9H-fluoren-9-yl bromide
1940-57-4

9H-fluoren-9-yl bromide

A

9H-fluorene
86-73-7

9H-fluorene

B

9,9'-bifluorenyl
1530-12-7

9,9'-bifluorenyl

Conditions
ConditionsYield
With CrCl*nTHF In tetrahydrofuran at 25℃; for 12h;A 4%
B 96%
With TiCl2*2THF In tetrahydrofuran for 24h; Heating;A 18%
B 82%
With vanadium monochloride In tetrahydrofuran at 25℃; for 12h; Inert atmosphere;A 35%
B 65%
1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

A

9H-fluorene
86-73-7

9H-fluorene

B

tetralin
119-64-2

tetralin

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 2h;A 95%
B 96%
...Expand
2-phenylbenzyl chloride
38580-83-5

2-phenylbenzyl chloride

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid In tetrahydrofuran at 25℃; for 18h; Reagent/catalyst; Glovebox; Schlenk technique; Inert atmosphere;96%
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,2-dimethoxyethane at 100℃; for 12h; Inert atmosphere;89%
9-acetoxy-9H-fluorene
25017-68-9

9-acetoxy-9H-fluorene

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 3h;95%
indole
120-72-9

indole

1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

A

1-indoline
496-15-1

1-indoline

B

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 2h;A 90%
B 95%
...Expand
1-benzofurane
271-89-6

1-benzofurane

1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 2h;A 92%
B 95%
...Expand
1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
In 1,2,3,4-tetrahydro-9H-fluorene95%
9-fluorenone thioketal
7049-31-2

9-fluorenone thioketal

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In tetrahydrofuran; methanol at 20℃; for 0.25h;94%
Stage #1: 9-fluorenone thioketal With chloro-trimethyl-silane; sodium iodide In dichloromethane at 20℃; Inert atmosphere; Green chemistry;
Stage #2: With water In dichloromethane at 20℃; Reagent/catalyst; Solvent; Inert atmosphere; Green chemistry;		90%
With lithium aluminium tetrahydride; nickelocene In tetrahydrofuran for 16h; Ambient temperature;55%
(2-benzylphenyl)trimethylsilane
33356-47-7

(2-benzylphenyl)trimethylsilane

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide In methanol; chloroform at 27℃; for 1h; Kinetics; Solvent; Schlenk technique; Inert atmosphere;94%
1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 6h;93%
palladium on activated carbon at 250℃; for 2h;36%
With selenium at 350℃;
acenaphthylene

acenaphthylene

1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

A

9H-fluorene
86-73-7

9H-fluorene

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 2h;A 93%
B 90%
...Expand
1,2;3,4-dibenzo<4.5>spiro-6,10-dithiodecane
165-06-0

1,2;3,4-dibenzo<4.5>spiro-6,10-dithiodecane

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
Stage #1: 1,2;3,4-dibenzo<4.5>spiro-6,10-dithiodecane With chloro-trimethyl-silane; sodium iodide In dichloromethane at 20℃; Inert atmosphere; Green chemistry;
Stage #2: With water In dichloromethane at 20℃; Inert atmosphere; Green chemistry;		93%
1-benzofurane
271-89-6

1-benzofurane

1,2,3,4-tetrahydro-9H-fluorene
17057-95-3

1,2,3,4-tetrahydro-9H-fluorene

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
A 92%
B n/a
...Expand
9-(2-hydroxy-2-propyl)fluorene
56954-90-6

9-(2-hydroxy-2-propyl)fluorene

A

9H-fluorene
86-73-7

9H-fluorene

B

9-fluorenone
486-25-9

9-fluorenone

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
In N,N-dimethyl-formamide Product distribution; Mechanism; electrolytical reduction; other concentrations, addition of bases, add. of DEM;A 101 %
B 1.4%
C 91%
...Expand
2-bromo-9H-fluorene
1133-80-8

2-bromo-9H-fluorene

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With triethylamine In methanol; water at 4℃; for 17.5h; Irradiation; sensitizer: methylene blue;91%
With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); BF4(1-)*C18H36ClN2Sn(1+) In methanol; acetonitrile at 80℃; for 24h; Inert atmosphere;91%
With 2,2'-azobis(isobutyronitrile); sodium cyanoborohydride In acetonitrile; tert-butyl alcohol for 8h; Heating;90%
N-(9H-fluoren-9-ylidene)butan-1-amine
59833-09-9

N-(9H-fluoren-9-ylidene)butan-1-amine

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With selenium; carbon monoxide; water In tetrahydrofuran; triethylamine at 100℃; under 22501.8 Torr; for 3h;91%
9-chlorofluorene
6630-65-5

9-chlorofluorene

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With sodium tetrahydroborate; water In methanol at 20℃; for 0.416667h;91%
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; tricyclohexylphosphine; Trimethylacetic acid In N,N-dimethyl acetamide at 140 - 150℃; for 5h;91%
9H-fluorene
86-73-7

9H-fluorene

9-fluorenone
486-25-9

9-fluorenone

Conditions
ConditionsYield
With aluminum oxide; potassium permanganate In 1,2-dichloro-ethane for 118h; Product distribution; Ambient temperature; other reagent, reaction time;100%
With potassium hydroxide; 18-crown-6 ether; oxygen In 1,2-dimethoxyethane at 20℃; for 1h;100%
With aluminum oxide; potassium permanganate; water In 1,2-dichloro-ethane for 118h; Ambient temperature;100%
9H-fluorene
86-73-7

9H-fluorene

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

2,7-dibromo-9H-fluorene

Conditions
ConditionsYield
With bromine; iron(III) chloride In chloroform at 0 - 20℃; for 3h;100%
With bromine; iron at 5℃; for 2h;99%
With bromine; iron In chloroform at 0℃; for 4h; Inert atmosphere; Schlenk technique; Darkness;99%
9H-fluorene
86-73-7

9H-fluorene

methyl iodide
74-88-4

methyl iodide

9-methylfluorene
2523-37-7

9-methylfluorene

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 1.5h;
Stage #2: methyl iodide In tetrahydrofuran; hexane at 20℃; for 2h; Further stages.;		100%
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;99%
Stage #1: 9H-fluorene With lithium diisopropyl amide In tetrahydrofuran at -10℃; for 1h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; Inert atmosphere;		91.9%
9H-fluorene
86-73-7

9H-fluorene

acetic anhydride
108-24-7

acetic anhydride

2,7-diacetylfluorene
961-27-3

2,7-diacetylfluorene

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 2h; Ambient temperature;100%
With aluminium trichloride
9H-fluorene
86-73-7

9H-fluorene

methyl iodide
74-88-4

methyl iodide

9,9-dimethyl-9H-fluorene
4569-45-3

9,9-dimethyl-9H-fluorene

Conditions
ConditionsYield
Multistep reaction.;100%
Stage #1: 9H-fluorene With potassium tert-butylate In tetrahydrofuran at 20℃; for 1.5h;
Stage #2: methyl iodide In tetrahydrofuran for 2h; Further stages.;		96%
Stage #1: 9H-fluorene With potassium tert-butylate In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 2h;		96%
9H-fluorene
86-73-7

9H-fluorene

1-bromo-hexane
111-25-1

1-bromo-hexane

9,9-dihexyl-9H-fluorene
123863-97-8

9,9-dihexyl-9H-fluorene

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: 1-bromo-hexane In tetrahydrofuran at -78 - 20℃; for 12h; Further stages.;		100%
With tetra-(n-butyl)ammonium iodide; sodium hydroxide100%
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 0.75h;
Stage #2: 1-bromo-hexane In tetrahydrofuran at -78 - 20℃; for 3h;		99%
9H-fluorene
86-73-7

9H-fluorene

1-iodo-propane
107-08-4

1-iodo-propane

9-propyl-9H-fluorene
4037-45-0

9-propyl-9H-fluorene

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 1.5h;
Stage #2: 1-iodo-propane In tetrahydrofuran; hexane at 20℃; for 2h; Further stages.;		100%
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran
Stage #2: 1-iodo-propane In tetrahydrofuran
2-iodo-propane
75-30-9

2-iodo-propane

9H-fluorene
86-73-7

9H-fluorene

9-isopropyl-9H-fluorene
3299-99-8

9-isopropyl-9H-fluorene

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 1.5h;
Stage #2: 2-iodo-propane In tetrahydrofuran; hexane at 20℃; for 2h; Further stages.;		100%
Stage #1: 9H-fluorene With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -15℃; for 0.333333h;
Stage #2: 2-iodo-propane In tetrahydrofuran; hexane at -15℃; for 0.5h; Further stages.;
With lithium diisopropyl amide In tetrahydrofuran at -10℃;
9H-fluorene
86-73-7

9H-fluorene

(6-(tert-butoxy)hexyl)dichloro(methyl)silane
670222-30-7

(6-(tert-butoxy)hexyl)dichloro(methyl)silane

C37H42OSi
1262795-49-2

C37H42OSi

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In hexane; tert-butyl methyl ether at -20 - 20℃; for 6h;
Stage #2: (6-(tert-butoxy)hexyl)dichloro(methyl)silane In hexane; tert-butyl methyl ether at -30 - 20℃;		100%
Stage #1: 9H-fluorene With n-butyllithium In diethyl ether; hexane; tert-butyl methyl ether at 20℃; for 6h;
Stage #2: (6-(tert-butoxy)hexyl)dichloro(methyl)silane In diethyl ether; hexane; tert-butyl methyl ether at -30 - 20℃; for 9h;		100%
9H-fluorene
86-73-7

9H-fluorene

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

9,9-dimethyl-9H-fluorene
4569-45-3

9,9-dimethyl-9H-fluorene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 25 - 35℃; for 2h; Solvent; Reagent/catalyst; Temperature; Green chemistry;100%
9H-fluorene
86-73-7

9H-fluorene

n-propyl bromoacetate
35223-80-4

n-propyl bromoacetate

2,2'-(9H-fluorene-9,9-diyl)diacetate di-n-propyl ester

2,2'-(9H-fluorene-9,9-diyl)diacetate di-n-propyl ester

Conditions
ConditionsYield
Stage #1: 9H-fluorene With sodium n-propoxide In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: n-propyl bromoacetate In N,N-dimethyl-formamide at 20℃; for 4h;		99.1%
9H-fluorene
86-73-7

9H-fluorene

4-Methylbenzyl alcohol
589-18-4

4-Methylbenzyl alcohol

9-(4-methylbenzyl)-9H-fluorene
745809-62-5

9-(4-methylbenzyl)-9H-fluorene

Conditions
ConditionsYield
With potassium tert-butylate In toluene at 120℃; for 3h; Inert atmosphere;99%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate In toluene at 120℃; for 18h; Inert atmosphere; Sealed tube;97%
With potassium hydroxide; 4-methyl-benzaldehyde
9H-fluorene
86-73-7

9H-fluorene

2-bromo-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%
9H-fluorene
86-73-7

9H-fluorene

benzaldehyde
100-52-7

benzaldehyde

9-Benzylidene-9H-fluorene
1836-87-9

9-Benzylidene-9H-fluorene

Conditions
ConditionsYield
With cesiumhydroxide monohydrate In ethanol at 25℃; for 0.0333333h; Schlenk technique; regioselective reaction;99%
With tetrabutyl ammonium fluoride; fluoride; silica gel In N,N-dimethyl-formamide at 90℃; for 2h;94%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In benzene at 20℃; for 24h;93%
9H-fluorene
86-73-7

9H-fluorene

benzyl alcohol
100-51-6

benzyl alcohol

9-benzylfluorene
1572-46-9

9-benzylfluorene

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate In toluene at 120℃; for 18h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Sealed tube;99%
With potassium tert-butylate In toluene at 120℃; for 3h; Inert atmosphere;98%
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 180℃; for 0.416667h; Microwave irradiation;53%
9H-fluorene
86-73-7

9H-fluorene

butan-1-ol
71-36-3

butan-1-ol

9-butyl-9H-fluorene
3952-42-9

9-butyl-9H-fluorene

Conditions
ConditionsYield
With potassium tert-butylate In toluene at 120℃; for 24h; Inert atmosphere;99%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate In toluene at 120℃; for 18h; Inert atmosphere; Sealed tube;89%
With sodium butanolate at 210℃;
With potassium hydroxide at 180 - 250℃;
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

9H-fluorene
86-73-7

9H-fluorene

Spirofluorene>
14966-37-1

Spirofluorene>

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃; for 0.75h;
Stage #2: 1,4-dibromo-butane In tetrahydrofuran at -78 - 20℃; for 4h;		99%
With potassium tert-butylate In dimethyl sulfoxide for 2h; cooled (water bath);
9H-fluorene
86-73-7

9H-fluorene

2',3',4',5',6'-pentamethylacetophenone
2040-01-9

2',3',4',5',6'-pentamethylacetophenone

A

1-(9H-fluoren-2-yl)ethanone
781-73-7

1-(9H-fluoren-2-yl)ethanone

B

pentamethylbenzene,
700-12-9

pentamethylbenzene,

Conditions
ConditionsYield
trifluoroacetic acid for 10h; Heating;A 44%
B 99%
...Expand
9H-fluorene
86-73-7

9H-fluorene

1-bromo-octane
111-83-1

1-bromo-octane

9,9-dioctyl-9H-fluorene
123863-99-0

9,9-dioctyl-9H-fluorene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78℃;99%
Stage #1: 9H-fluorene With tetra-(n-butyl)ammonium iodide; sodium hydroxide In water for 0.75h; Inert atmosphere;
Stage #2: 1-bromo-octane In water at 70℃; for 4h; Inert atmosphere;		98%
With potassium tert-butylate In tetrahydrofuran at 20℃;98%
9H-fluorene
86-73-7

9H-fluorene

propyl bromide
106-94-5

propyl bromide

9,9-di-n-propyl-fluorene
112026-74-1

9,9-di-n-propyl-fluorene

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: propyl bromide In tetrahydrofuran at 20℃;		99%
With potassium tert-butylate In N,N-dimethyl-formamide at 45℃;90%
With potassium tert-butylate; sodium hydroxide In tetrahydrofuran; water at 80℃; for 3h; Inert atmosphere;83%
9H-fluorene
86-73-7

9H-fluorene

octanol
111-87-5

octanol

9-octyl-9H-fluorene

9-octyl-9H-fluorene

Conditions
ConditionsYield
With potassium tert-butylate In toluene at 120℃; for 24h; Inert atmosphere;99%
With potassium hydroxide; air at 190℃; for 19h;96%
With potassium hydroxide at 190℃; for 19h;94.8%
With potassium hydroxide at 190℃;92%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate In toluene at 140℃; for 48h; Inert atmosphere; Sealed tube;47%
9H-fluorene
86-73-7

9H-fluorene

Zr(η5-C5H5)2CH3(NC(CH3)3)(Li(C4H8O))

Zr(η5-C5H5)2CH3(NC(CH3)3)(Li(C4H8O))

Zr(η5-C5H5)2CH3(NHC(CH3)3)

Zr(η5-C5H5)2CH3(NHC(CH3)3)

Conditions
ConditionsYield
With [12]crown-4 In not given99%
9H-fluorene
86-73-7

9H-fluorene

Zr(η5-C5(CH3)5)(.erta.5-C5H5)(CH3)(NC(CH3)3)(Li(C4H8O))

Zr(η5-C5(CH3)5)(.erta.5-C5H5)(CH3)(NC(CH3)3)(Li(C4H8O))

Zr(η5-C5(CH3)5)(.erta.5-C5H5)(CH3)(NHC(CH3)3)

Zr(η5-C5(CH3)5)(.erta.5-C5H5)(CH3)(NHC(CH3)3)

Conditions
ConditionsYield
With [12]crown-4 In not given99%
9H-fluorene
86-73-7

9H-fluorene

(η5-C5(CH3)5)2(CH3)(NC(CH3)3)Li(C4H8O)

(η5-C5(CH3)5)2(CH3)(NC(CH3)3)Li(C4H8O)

(η5-C5(CH3)5)2Zr(CH3)(NHC(CH3)3)
1064706-11-1

(η5-C5(CH3)5)2Zr(CH3)(NHC(CH3)3)

Conditions
ConditionsYield
With [12]crown-4 In not given99%
9H-fluorene
86-73-7

9H-fluorene

(η5, η5-C2H4(C5H2C4H8)2)Zr(CH3)(NC(CH3)3)(Li(C4H8O)2

(η5, η5-C2H4(C5H2C4H8)2)Zr(CH3)(NC(CH3)3)(Li(C4H8O)2

(η5, η5-C2H4(C5H2C4H8)2)Zr(CH3)(NHC(CH3)3)
664996-63-8

(η5, η5-C2H4(C5H2C4H8)2)Zr(CH3)(NHC(CH3)3)

Conditions
ConditionsYield
With [12]crown-4 In not given99%
9H-fluorene
86-73-7

9H-fluorene

1-bromo-octane
111-83-1

1-bromo-octane

9-octyl-9H-fluorene

9-octyl-9H-fluorene

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at -78℃; Inert atmosphere;
Stage #2: 1-bromo-octane In diethyl ether; hexane at 20℃; Inert atmosphere;		99%
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: 1-bromo-octane In tetrahydrofuran; hexane at -78 - 20℃;		67%

Fluorene Specification

1.Introduction of Fluorene

Fluorene, with its CAS NO 86-73-7, is a kind of white crystal. It has synonyms of Fluorene(8CI);2,2'-Methylenebiphenyl;Diphenylenemethane;Methane, diphenylene-;NSC6787 and o-Biphenylenemethane. Fluorene should be stored in shady and cool warehouse and mainly used as pharmaceutical Intermediates.

2.Properties of Fluorene

(1) Empirical Formula: C13H10  (2) Molecular Weight: 166.2185  (3) IUPAC Name: 9H-fluorene
(4) Appearance: white crystals (5) Nominal Mass: 166 Da  (6) Average Mass: 166.2185 Da
(7) Monoisotopic Mass: 166.07825 Da  (8) Index of Refraction: 1.645  (9) Molar Refractivity: 53.79 cm3
(10) Molar Volume: 148.3 cm3  (11) Surface Tension: 46.2 dyne/cm  (12) Density: 1.12 g/cm3
(13) Flash Point: 133.1 °C  (14) Enthalpy of Vaporization: 51.18 kJ/mol  (15) Boiling Point: 293.6 °C at 760 mmHg
(16) Vapour Pressure: 0.003 mmHg at 25°C
 

3.Structure descriptors of Fluorene

IUPAC Name: 9H-fluorene

InChI: InChI=1S/C13H10/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)12/h1-8H,9H2

InChIKey: NIHNNTQXNPWCJQ-UHFFFAOYSA-N

Canonical SMILES : C1C2=CC=CC=C2C3=CC=CC=C31
 

4.Safety information of Fluorene

Hazard Codes:NDangerousToxicFlammableFIrritantXiHarmfulXn
Risk Statements: 50/53-39/23/24/25-23/24/25-11-67-65-38-36/38-36/37/38
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
R39: Danger of very serious irreversible effects
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed
R11: Highly flammable
R67: Vapours may cause drowsiness and dizziness
R65: Harmful: may cause lung damage if swallowed
R38: Irritating to skin
R36/38: Irritating to eyes and skin
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 60-61-24/25-45-36/37-16-7-62-33-24-22-36/37/39-27-26
S60: This material and its container must be disposed of as hazardous waste
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
S24/25: Avoid contact with skin and eyes
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37: Wear suitable protective clothing and gloves
S16: Keep away from sources of ignition
S62: If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label
S33: Take precautionary measures against static discharges
S24: Avoid contact with skin
S22: Do not breathe dust
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S27: Take off immediately all contaminated clothing
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: LL5670000
Hazard Note: Harmful
HazardClass 9
PackingGroup: III
HS Code: 29029080
 

5.Uses of Fluorene

Fluorene  is used to make dyes, plastics, and pesticides. Fluorene can be found in corn SILK and engine exhaust gas. Fluorene is used for production of fluorenone and fluorene-9-Methanol.Poly(fluorene) is commonly used as a luminophore in organic light-emitting diodes. Fluorene copolymers are being investigated as materials for solar cells.

6. Toxity data of Fluorene

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Pharmaceutical Chemistry Journal Vol. 19, Pg. 326, 1985

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