9-oxo-9H-fluorene-2,7-diyl diacetate
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With potassium hydroxide for 2h; Heating; | 97.6% |
4,4'-dihydroxy-biphenyl-2-carboxylic acid methyl ester
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With zinc(II) chloride at 110 - 120℃; for 2h; | 95% |
Multi-step reaction with 2 steps 1: sodium hydroxide / ethanol / 78 °C 2: thionyl chloride / 79 °C View Scheme |
4,4'-dihydroxy-[1,1'-biphenyl]-2-carboxylic acid
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With zinc(II) chloride at 210℃; Neat (no solvent); | 90% |
With zinc(II) chloride | |
With zinc(II) chloride at 200℃; | |
With thionyl chloride at 79℃; Friedel-Crafts acylation; | |
Multi-step reaction with 2 steps 1: sulfuric acid / methanol / 2 h / Reflux 2: zinc(II) chloride / 2 h / 110 - 120 °C View Scheme |
2,7-dimethoxy-9H-fluorenon-9-one
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid In water for 12h; Reflux; | 87% |
With hydrogen bromide In acetic acid |
4-bromo-3-iodo-phenol
meta-hydroxybenzaldehyde
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With palladium diacetate; potassium hydrogencarbonate; DL-Pro-NHMe In tert-Amyl alcohol at 120℃; for 24h; Inert atmosphere; | 74% |
2,7-dihydroxy-9-oxo-fluorene-1-carboxylic acid
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With calcium oxide melting; |
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With sulfuric acid |
2,7-dihydroxy-9H-fluoren-9-one
(p-hydroxyphenyl)boronic acid
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 85 °C 2: sodium hydroxide / ethanol / 78 °C 3: thionyl chloride / 79 °C View Scheme |
methyl 2-bromo-5-hydroxybenzoate
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 85 °C 2: sodium hydroxide / ethanol / 78 °C 3: thionyl chloride / 79 °C View Scheme |
3-(p-anisyl)-6-hydroxyphthalic anhydride
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 87 percent / AlCl3 / benzene / Heating 2: CaO / melting View Scheme |
4-Hydroxy-4'-methoxy-biphenyl-2,3-dicarboxylic acid
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 66 percent 2: 87 percent / AlCl3 / benzene / Heating 3: CaO / melting View Scheme |
2,7-dinitro-9-fluorenone
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) SnCl2, HCl, AcOH, (ii) NaOH 2: aq. HBF4, NaNO2 3: aq. H2SO4 View Scheme |
2,7-diaminofluoren-9-one
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. HBF4, NaNO2 2: aq. H2SO4 View Scheme |
para-iodoanisole
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) Cu, (ii) aq. NaOH, MeOH 2: polyphosphoric acid 3: aq. HBr / acetic acid View Scheme | |
Multi-step reaction with 2 steps 1: silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube 2: acetic acid; hydrogen bromide / water / 12 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: anthranilic acid; palladium diacetate; silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube 2: acetic acid; hydrogen bromide / water / 12 h / Reflux View Scheme |
methyl 2-bromo-5-methoxybenzoate
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) Cu, (ii) aq. NaOH, MeOH 2: polyphosphoric acid 3: aq. HBr / acetic acid View Scheme |
4,4'-dimethoxy-[1,1'-biphenyl]-2-carboxylic acid
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: polyphosphoric acid 2: aq. HBr / acetic acid View Scheme |
9H-fluorene
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Stage #1: 9H-fluorene With aluminum (III) chloride; acetic anhydride Stage #2: With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid In chloroform Further stages; | |
Multi-step reaction with 4 steps 1.1: sulfuric acid / 100 °C 1.2: 100 °C 2.1: potassium permanganate / water / Heating 3.1: sodium hydroxide 4.1: zinc(II) chloride / 210 °C / Neat (no solvent) View Scheme | |
Multi-step reaction with 5 steps 1.1: sulfuric acid / water / 2 h / 110 - 115 °C 1.2: 0.5 h / 20 °C 2.1: potassium permanganate / water / 2 h / 20 - 30 °C 3.1: potassium hydroxide; sodium hydroxide / 1 h / 270 - 300 °C 4.1: sulfuric acid / methanol / 2 h / Reflux 5.1: zinc(II) chloride / 2 h / 110 - 120 °C View Scheme |
9H-fluorene-2,7-disulfonic acid dipotassium salt
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium permanganate / water / Heating 2: sodium hydroxide 3: zinc(II) chloride / 210 °C / Neat (no solvent) View Scheme | |
Multi-step reaction with 4 steps 1: potassium permanganate / water / 2 h / 20 - 30 °C 2: potassium hydroxide; sodium hydroxide / 1 h / 270 - 300 °C 3: sulfuric acid / methanol / 2 h / Reflux 4: zinc(II) chloride / 2 h / 110 - 120 °C View Scheme |
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium hydroxide; sodium hydroxide / 1 h / 270 - 300 °C 2: sulfuric acid / methanol / 2 h / Reflux 3: zinc(II) chloride / 2 h / 110 - 120 °C View Scheme |
3-methoxy-benzaldehyde
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: anthranilic acid; palladium diacetate; silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube 2: acetic acid; hydrogen bromide / water / 12 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: 1,1,1,3',3',3'-hexafluoro-propanol / 8 h / 110 °C / Inert atmosphere 2: silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube 3: acetic acid; hydrogen bromide / water / 12 h / Reflux View Scheme |
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: silver trifluoroacetate; acetic acid; 1,1,1,3',3',3'-hexafluoro-propanol / 36 h / 120 °C / Sealed tube 2: acetic acid; hydrogen bromide / water / 12 h / Reflux View Scheme |
2,7-dibromofluorene-9-one
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With lithium hydroxide monohydrate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; copper(II) acetylacetonate In water; dimethyl sulfoxide at 120℃; for 4h; | 865 mg |
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 12h; Reflux; | 96% |
Conditions | Yield |
---|---|
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 1.5h; Stage #2: 1-bromo-octane In N,N-dimethyl-formamide at 120℃; for 24h; | 95% |
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 1h; Stage #2: 1-bromo-octane In N,N-dimethyl-formamide at 110℃; for 24h; | 3.92 g |
[1,3]-dioxolan-2-one
2,7-dihydroxy-9H-fluoren-9-one
2,7-bis(2-hydroxyethoxy)-9H-fluoren-9-one
Conditions | Yield |
---|---|
With potassium carbonate at 100 - 120℃; | 93% |
2,7-dihydroxy-9H-fluoren-9-one
aniline
9,9-bis(4-aminophenyl)-2,7-dihydroxyfluorenone
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 150℃; for 10h; Inert atmosphere; | 92.3% |
With methanesulfonic acid at 150℃; for 10h; | 86% |
With aniline hydrochloride at 180℃; for 1h; | 73.6% |
With methanesulfonic acid at 150℃; for 10h; | |
With methanesulfonic acid at 150℃; for 14h; |
2,7-dihydroxy-9H-fluoren-9-one
4-Fluoronitrobenzene
2,7-bis(4-nitrophenoxy)-9-fluorenone
Conditions | Yield |
---|---|
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Inert atmosphere; | 92.2% |
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Inert atmosphere; | 92.2% |
2,7-dihydroxy-9H-fluoren-9-one
3,6-Dichloro-2,7-dihydroxyfluoren-9-one
Conditions | Yield |
---|---|
With sulfuryl dichloride In acetic acid at 42 - 45℃; regioselective reaction; | 90% |
With sulfuryl dichloride; acetic acid at 42 - 45℃; for 0.666667h; Inert atmosphere; | 90.2% |
With sulfuryl dichloride In acetic acid at 45℃; for 0.5h; | 82% |
2,7-dihydroxy-9H-fluoren-9-one
ethyl iodide
2,7-diethoxy-fluoren-9-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 90% |
2,7-dihydroxy-9H-fluoren-9-one
methyl iodide
2,7-dimethoxy-9H-fluorenon-9-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 4h; Heating; | 90% |
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 6h; | 80% |
With sodium hydroxide In dimethyl sulfoxide for 3h; | 65% |
2,7-dihydroxy-9H-fluoren-9-one
1,2-dichloro-ethane
2,7-bis(2-chloroethoxy)fluoren-9-one
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride; sodium hydroxide In water at 75℃; for 24h; | 87% |
2,7-dihydroxy-9H-fluoren-9-one
phenol
Conditions | Yield |
---|---|
With 3-mercaptopropionic acid at 90 - 120℃; Green chemistry; | 85.6% |
2,7-dihydroxy-9H-fluoren-9-one
2-chloro-N,N-diethylethylamine hydrochloride
2,7-bis(2-[diethylamino]ethoxy)-9-fluorenone
Conditions | Yield |
---|---|
With potassium hydroxide In water; toluene for 8h; Reflux; | 85% |
With potassium hydroxide In water; toluene for 24h; Reflux; | 72% |
With potassium hydroxide In toluene | |
With potassium hydroxide; trimethylbenzylammonium bromide In toluene | |
With potassium hydroxide In water; toluene for 24h; Reflux; |
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 85% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; for 20h; Inert atmosphere; | 84% |
2,7-dihydroxy-9H-fluoren-9-one
bromoacetic acid methyl ester
2,7-bis(methoxycarbonylmethoxy)fluoren-9-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Heating; | 83% |
2,7-dihydroxy-9H-fluoren-9-one
1,3-chlorobromopropane
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 83% |
2,7-dihydroxy-9H-fluoren-9-one
ethane-1,2-dithiol
2,7-dihydroxyfluoren-9-(1,3-dithiolane)
Conditions | Yield |
---|---|
With aluminium trichloride In 1,4-dioxane at 50℃; for 2.5h; | 82% |
n-butyl bromoacetate
2,7-dihydroxy-9H-fluoren-9-one
(7-Butoxycarbonylmethoxy-9-oxo-9H-fluoren-2-yloxy)-acetic acid butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Heating; | 80% |
2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol
2,7-dihydroxy-9H-fluoren-9-one
2,7-bis(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)-9H-fluoren-9-one
Conditions | Yield |
---|---|
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 1h; Stage #2: 2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h; | 80% |
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 1h; Stage #2: 2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h; | 80% |
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 35h; | 80% |
14-chloro-3,6,9,12-tetraoxatetradecanol
2,7-dihydroxy-9H-fluoren-9-one
2,7-bis(15-hydroxy-1,4,7,10,13-pentaoxapentadecyl)-9H-fluoren-9-one
Conditions | Yield |
---|---|
With potassium hydroxide; sodium iodide In ethanol for 50h; Heating; | 80% |
2,7-dihydroxy-9H-fluoren-9-one
phenylhydrazine
2,7-Dihydroxy-9-fluorenone phenylhydrazone
Conditions | Yield |
---|---|
In ethanol for 4h; | 79% |
2,7-dihydroxy-9H-fluoren-9-one
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With sulfuric acid In methanol at 50℃; for 0.5h; | 78% |
2,7-dihydroxy-9H-fluoren-9-one
2-(2-Chloroethoxy)ethanol
2,7-bis[2-(2-hydroxyethoxy)ethoxy]-9H-fluoren-9-one
Conditions | Yield |
---|---|
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 1h; Stage #2: 2-(2-Chloroethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h; | 78% |
Stage #1: 2,7-dihydroxy-9H-fluoren-9-one With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 1h; Stage #2: 2-(2-Chloroethoxy)ethanol In N,N-dimethyl-formamide at 80℃; for 35h; | 78% |
With potassium carbonate In N,N-dimethyl-formamide at 80 - 85℃; for 30h; | 78% |
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 35h; | 78% |
2,7-dihydroxy-9H-fluoren-9-one
2-chloro-ethanol
2,7-bis(2-hydroxyethoxy)-9H-fluoren-9-one
Conditions | Yield |
---|---|
With sodium hydroxide In water at 30 - 70℃; for 4h; | 78% |
With sodium hydroxide In dimethyl sulfoxide at 70℃; | 55% |
1,5-dibromo-pentane
2,7-dihydroxy-9H-fluoren-9-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 78% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; | 78% |
2,7-dihydroxy-9H-fluoren-9-one
3,6-Dibromo-2,7-dihydroxyfluoren-9-one
Conditions | Yield |
---|---|
With 1,4-dioxane dibromide at 60 - 65℃; for 0.666667h; | 77% |
Structure of 2,7-Dihydroxy-9-fluorenone (CAS NO.42523-29-5):
Empirical Formula: C13H8O3
Molecular Weight: 212.2008
Index of Refraction: 1.749
Molar Refractivity: 57.68 cm3
Molar Volume: 141.6 cm3
Polarizability: 22.86×10-24cm3
Surface Tension: 77.2 dyne/cm
Density: 1.497 g/cm3
Flash Point: 236.7 °C
Enthalpy of Vaporization: 72.93 kJ/mol
Boiling Point: 444.5 °C at 760 mmHg
Vapour Pressure: 1.63E-08 mmHg at 25°C
Product Categories: Fluorene Derivatives;Fluorenes, Flurenones
Synonyms of 2,7-Dihydroxy-9-fluorenone (CAS NO.42523-29-5): 9H-fluoren-9-one, 2,7-dihydroxy- ; 2,7-Dihydroxy-9-fluorenone .
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