Conditions | Yield |
---|---|
trifluoroacetic acid for 10h; Heating; | A 44% B 99% |
2-(4-acetylphenyl)benzyl chloride
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid In tetrahydrofuran at 25℃; for 18h; Glovebox; Schlenk technique; Inert atmosphere; | 94% |
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,2-dimethoxyethane at 100℃; for 12h; Inert atmosphere; | 48% |
Conditions | Yield |
---|---|
With trifluoroacetic acid for 5h; Heating; | 89% |
Conditions | Yield |
---|---|
With N-trifluoroacetylimidazole; trifluoroacetic acid for 10h; Heating; | 82% |
With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 5h; Heating; | 81% |
Conditions | Yield |
---|---|
With trifluoroacetic acid for 5h; Heating; | 80% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In 1,2-dichloro-ethane at 0℃; for 1h; Friedel Crafts acylation; | 79% |
With carbon disulfide; aluminium trichloride | |
With aluminium trichloride; nitrobenzene |
aluminium trichloride
9H-fluorene
acetic anhydride
nitrobenzene
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
anfangs unter Kuehlung; | |
anfangs unter Kuehlung; |
carbon disulfide
aluminium trichloride
9H-fluorene
acetyl chloride
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
at 5 - 10℃; |
aluminium trichloride
9H-fluorene
nitrobenzene
acetyl chloride
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
at 5 - 10℃; |
aluminium trichloride
9H-fluorene
acetic anhydride
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
anfangs unter Kuehlung; |
Conditions | Yield |
---|---|
With bromine In acetic acid | A n/a B 77.0 g (74 wt.% as calculated for fluorene) |
2-phenylbenzyl chloride
2-(4-acetylphenyl)benzyl chloride
A
9H-fluorene
B
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,2-dimethoxyethane at 100℃; for 3h; Inert atmosphere; |
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
With hydrogenchloride In water |
1-(2'-aminobiphenyl-4-yl)ethanone
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite / water / 1 h / Cooling 1.2: 20 °C 2.1: palladium diacetate; potassium hydrogencarbonate; potassium acetate; isopropyl alcohol / water; N,N-dimethyl-formamide; N,N-dimethyl acetamide / 10 h / 75 °C / Schlenk technique; Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate; palladium diacetate / acetone; water / 65 °C / Sealed tube; Inert atmosphere 2.1: hydrogenchloride; sodium nitrite / water / 1 h / Cooling 2.2: 20 °C 3.1: palladium diacetate; potassium hydrogencarbonate; potassium acetate; isopropyl alcohol / water; N,N-dimethyl-formamide; N,N-dimethyl acetamide / 10 h / 75 °C / Schlenk technique; Inert atmosphere View Scheme |
4-acetylphenylboronic acid
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate; palladium diacetate / acetone; water / 65 °C / Sealed tube; Inert atmosphere 2.1: hydrogenchloride; sodium nitrite / water / 1 h / Cooling 2.2: 20 °C 3.1: palladium diacetate; potassium hydrogencarbonate; potassium acetate; isopropyl alcohol / water; N,N-dimethyl-formamide; N,N-dimethyl acetamide / 10 h / 75 °C / Schlenk technique; Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: palladium diacetate; potassium phosphate; johnphos / tetrahydrofuran / 50 °C / Inert atmosphere 2: triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 25 °C 3: bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid / tetrahydrofuran / 18 h / 25 °C / Glovebox; Schlenk technique; Inert atmosphere View Scheme |
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
With β-lactoglobulin from milk In aq. phosphate buffer; ethanol at 37℃; for 96h; pH=7.4; Catalytic behavior; Darkness; Enzymatic reaction; |
o-bromobenzyl alcohol
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: palladium diacetate; potassium phosphate; johnphos / tetrahydrofuran / 50 °C / Inert atmosphere 2: triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 25 °C 3: bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid / tetrahydrofuran / 18 h / 25 °C / Glovebox; Schlenk technique; Inert atmosphere View Scheme |
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine; methanesulfonyl chloride / dichloromethane / 0 - 25 °C 2: bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid / tetrahydrofuran / 18 h / 25 °C / Glovebox; Schlenk technique; Inert atmosphere View Scheme |
1-(9H-fluoren-2-yl)ethanone
2-Acetylfluorene oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 95℃; | 100% |
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 100℃; | |
With pyridine; hydroxylamine hydrochloride In ethanol at 60℃; for 1h; | |
With hydroxylamine hydrochloride; sodium acetate In ethanol; water | |
With hydroxylamine hydrochloride; sodium acetate In ethanol at 90℃; for 2h; Sealed tube; Inert atmosphere; |
1-(9H-fluoren-2-yl)ethanone
1-fluoren-2-yl-ethanone oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium acetate In water for 1h; Heating; | 99% |
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C53H73FeN2O2PS; hydrogen; lithium tert-butoxide In isopropyl alcohol at 25 - 30℃; under 22801.5 Torr; for 12h; Autoclave; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With sodium dichromate In acetic acid Oxidation; Heating; | 98.5% |
With potassium hydroxide; water; bromine at 90℃; for 0.5h; | 78% |
With sodium dichromate; acetic anhydride In acetic acid for 2h; Heating; | 56% |
With potassium hypochlorite | |
With sodium hydroxide; sodium hypochlorite |
1-(9H-fluoren-2-yl)ethanone
4-methoxy-benzaldehyde
3-(9H-fluoren-2-yl)-3-oxopropanenitrile
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid Reflux; | 98% |
1-(9H-fluoren-2-yl)ethanone
2-bromo-1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
With bromine In 1,4-dioxane; diethyl ether for 0.5h; | 97% |
With diethyl ether; bromine at 0℃; | |
With chloroform; hydrogen bromide; bromine; acetic acid |
1-(9H-fluoren-2-yl)ethanone
benzaldehyde
3-(9H-fluoren-2-yl)-3-oxopropanenitrile
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid Reflux; | 97% |
1-(9H-fluoren-2-yl)ethanone
3-nitro-benzaldehyde
dimedone
2-(9H-fluoren-2-yl)-7,8-dihydro-7,7-dimethyl-4-(3-nitrophenyl)quinolin-5(6H)-one
Conditions | Yield |
---|---|
With dihydrogen peroxide; ammonium carbonate In water at 20℃; Green chemistry; | 96% |
1-(9H-fluoren-2-yl)ethanone
allyl bromide
2-(9H-fluoren-7-yl)pent-4-en-2-ol
Conditions | Yield |
---|---|
Stage #1: 1-(9H-fluoren-2-yl)ethanone; allyl bromide With magnesium at 20℃; for 0.116667h; Neat (no solvent); Stage #2: With ammonium chloride Saturated solution; | 95% |
With copper; zinc at 20℃; for 0.216667h; Barbier-type reaction; | 93% |
1-(9H-fluoren-2-yl)ethanone
dimedone
4-bromo-benzaldehyde
4-(4-bromophenyl)-2-(9H-fluoren-2-yl)-7,8-dihydro-7,7-dimethylquinolin-5(6H)-one
Conditions | Yield |
---|---|
With dihydrogen peroxide; ammonium carbonate In water at 20℃; Green chemistry; | 95% |
1-(9H-fluoren-2-yl)ethanone
4-chlorobenzaldehyde
dimedone
4-(4-chlorophenyl)-2-(9H-fluoren-2-yl)-7,8-dihydro-7,7-dimethylquinolin-5(6H)-one
Conditions | Yield |
---|---|
With dihydrogen peroxide; ammonium carbonate In water at 20℃; Green chemistry; | 94% |
With ammonium acetate; oxygen In ethanol for 4h; Catalytic behavior; Reflux; | 94% |
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid Reflux; | 94% |
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid Reflux; | 94% |
1H-indene-1,3(2H)-dione
1-(9H-fluoren-2-yl)ethanone
4-chlorobenzaldehyde
4-(4-chlorophenyl)-2-(9H-fluoren-2-yl)-indeno[1,2-b]pyridin-5-one
Conditions | Yield |
---|---|
With ammonium acetate; L-proline In ethanol at 20℃; for 2.5h; | 93% |
Conditions | Yield |
---|---|
With 3-[(pyridin-3-yl)methyl]mercaptopropylsilica In ethanol; water for 1.08333h; Reflux; diastereoselective reaction; | 93% |
Conditions | Yield |
---|---|
With triethylamine In water at 100℃; for 4h; | 93% |
1H-indene-1,3(2H)-dione
1-(9H-fluoren-2-yl)ethanone
4-bromo-benzaldehyde
4-(4-bromophenyl)-2-(9H-fluoren-2-yl)-indeno[1,2-b]pyridin-5-one
Conditions | Yield |
---|---|
With ammonium acetate; L-proline In ethanol at 20℃; for 2.5h; | 92% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; iodine In water; dimethyl sulfoxide at 110℃; | 92% |
Conditions | Yield |
---|---|
With triethylamine In water at 100℃; for 3h; | 92% |
Conditions | Yield |
---|---|
With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; hypophosphorous acid In water at 100℃; | 91% |
Wolff-Kishner reduction; | 80% |
With potassium hydroxide; hydrazine In ethylene glycol 1.) 130-140 deg C 2 h, 2.) reflux 4 h; | 75% |
1-(9H-fluoren-2-yl)ethanone
2-acetylfluoren-9-one
Conditions | Yield |
---|---|
With copper(II) choride dihydrate; 4,7-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-1,10-phenanthroline; oxygen; sodium hydroxide In water at 50℃; under 2250.23 Torr; for 16h; Schlenk technique; | 91% |
With C30H44N2O8; oxygen; iron(II) sulfate; sodium fluoride In water at 100℃; under 1500.15 Torr; for 9h; | 91% |
With oxygen; lithium hexamethyldisilazane In tetrahydrofuran at 60℃; under 760.051 Torr; for 12h; Sealed tube; Green chemistry; chemoselective reaction; | 87% |
1-(9H-fluoren-2-yl)ethanone
tert-butyldimethylsilyl cyanide
C22H27NOSi
Conditions | Yield |
---|---|
With tin ion-exchanged montmorillonite In dichloromethane at 25℃; for 0.25h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With sodium hydrogen sulfate monohydrate; dihydrogen peroxide In water; toluene at 60℃; for 24h; | 91% |
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid Reflux; | 91% |
1-(9H-fluoren-2-yl)ethanone
Conditions | Yield |
---|---|
With C37H40MnN2O2P2(1+)*Br(1-); sodium t-butanolate In isopropyl alcohol at 50℃; for 3h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 91% |
1-bromo-butane
1-(9H-fluoren-2-yl)ethanone
1-(9,9-di-n-butylfluorene-2-yl)-ethanone
Conditions | Yield |
---|---|
Stage #1: 1-(9H-fluoren-2-yl)ethanone With potassium iodide; potassium hydroxide In dimethyl sulfoxide at 15℃; Inert atmosphere; Stage #2: 1-bromo-butane In dimethyl sulfoxide at 15℃; for 3h; | 90.8% |
1-(9H-fluoren-2-yl)ethanone
propargyl bromide
2-(9H-fluoren-7-yl)pent-4-yn-2-ol
Conditions | Yield |
---|---|
Stage #1: 1-(9H-fluoren-2-yl)ethanone; propargyl bromide With zinc/copper couple at -16 - -14℃; for 0.5h; Barbier type reaction; Neat (no solvent); Stage #2: With ammonium chloride regioselective reaction; | 90% |
1H-indene-1,3(2H)-dione
1-(9H-fluoren-2-yl)ethanone
benzaldehyde
4-phenyl-2-(9H-fluoren-2-yl)-indeno[1,2-b]pyridin-5-one
Conditions | Yield |
---|---|
With ammonium acetate; L-proline In ethanol at 20℃; for 3h; | 90% |
IUPAC Name: 2-Acetylfluorene
The MF of 2-Acetylfluorene (781-73-7) is C15H12O.
The MW of 2-Acetylfluorene (781-73-7) is 208.26.
Synonyms of 2-Acetylfluorene (781-73-7): 1-(9H-fluoren-2-yl)ethan-1-one ; Ethanone, 1- (9H-fluoren-2-yl)- ; 2-Acetofluorene ; 2-Fluorenyl methyl ketone
Product Categories: Fluorene Derivatives;Fluorenes, Flurenones;Fluorenes;Fluorenes & Fluorenones;C15 to C38;Carbonyl Compounds;Ketones
Form: light yellow crystalline powder
Index of Refraction: 1.627
EINECS: 212-310-5
Density: 1.157 g/ml
Flash Point: 169 °C
Boiling Point: 381.4 °C
Melting Point: 128-129 °C
Water Solubility: 1 g/L (20 ºC)
BRN: 1871711
2-Acetylfluorene (781-73-7) is used in organic synthesis.
In the presence of anhydrous aluminum chloride, fluorene with acetic anhydride occurs Friedel-Crafts reaction of 2 - acetyl-fluorene.
1. | dnr-esc 80 mg/L | MUREAV Mutation Research. 119 (1983),135. |
Mutation data reported. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety information of 2-Acetylfluorene (781-73-7):
Safety Statements
24/25 Avoid contact with skin and eyes
WGK Germany 3
RTECS OB3800000
DOT Classification: 3; Label: Flammable Liquid
Store in a cool, dry place. Keep container closed when not in use.Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
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