Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In dichloromethane at 80℃; for 3h; Friedel-Crafts Acylation; High pressure; Inert atmosphere; Green chemistry; | 100% |
With trifluorormethanesulfonic acid at 5 - 20℃; for 2h; Cyclization; | 99% |
With polyphosphoric acid at 90℃; for 0.5h; | 98.2% |
indan-1-one oxime
inden-1-one
Conditions | Yield |
---|---|
With potassium permanganate; tungstate sulfuric acid In dichloromethane; water at 20℃; for 0.133333h; | 94% |
With diphenyl ditelluride; oxygen In ethyl acetate for 24h; Irradiation; | 94% |
With water; 2-nitro-4,5-dichloropyridazin-3(2H)-one In methanol at 150℃; under 10336 Torr; for 0.166667h; Microwave irradiation; | 90% |
Conditions | Yield |
---|---|
With iodosylbenzene; potassium bromide In water for 2h; Oxidation; | 100% |
With cerium(III) sulfate; barium bromate In water; acetonitrile for 2h; Heating; | 100% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 80℃; | 100% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 75℃; for 12h; | 100% |
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 70℃; for 24h; Temperature; Wacker Oxidation; | 95% |
With iron(II) chloride In ethanol at 80℃; for 6h; | 93% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; C24H18N6O3*Cu(1+)*I(1-) In water at 20℃; for 4h; Reagent/catalyst; | 98% |
With tert.-butylhydroperoxide; copper(II) choride dihydrate; tetrabutyl-ammonium chloride; sodium carbonate; 2,2′‐biquinoline‐4,4′‐dicarboxylic acid dipotassium salt In water at 20℃; for 17h; Green chemistry; | 98% |
With tert.-butylhydroperoxide; 0.5C34H18N16(4-)*2H2O*2Cu(1+)*C3H7NO In water at 20℃; for 4h; Reagent/catalyst; Sonication; | 97% |
Conditions | Yield |
---|---|
Stage #1: 3-Phenylpropionic acid With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h; Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 0.5h; | A n/a B 94% |
Stage #1: 3-Phenylpropionic acid With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h; Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 2h; | A 75% B 16% |
1,7-diphenyl-4-oxahepta-1,6-diyne
inden-1-one
Conditions | Yield |
---|---|
With water; PtCl4-CO In tetrahydrofuran at 80℃; under 1034.3 Torr; for 1.5h; | 94% |
Conditions | Yield |
---|---|
With pyridine; palladium diacetate; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 100℃; under 760 Torr; for 8h; | 100% |
3-Bromoindan-1-one
inden-1-one
Conditions | Yield |
---|---|
With water; zinc In acetonitrile at 25℃; for 6h; Sealed tube; Inert atmosphere; | 62% |
With water; zinc In acetonitrile at 25℃; for 6h; Inert atmosphere; Sealed tube; | 62% |
Conditions | Yield |
---|---|
With palladium dichloro (η-2,5-norbornadiene); oxygen; (-)-sparteine In toluene at 60℃; for 54h; Title compound not separated from byproducts; | A n/a B n/a C 63% |
With 3 A molecular sieve; oxygen; (-)-sparteine; palladium dichloro (η-2,5-norbornadiene) In toluene at 60℃; under 760 Torr; for 54h; | A n/a B n/a C 63% |
With (1R)-N-oxyl-1-(N-benzylcarbamoyl)-8-azabicyclo[3.2.1]octane; sodium hydrogencarbonate; sodium bromide In dichloromethane; water at 0℃; Electrochemical reaction; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 53% |
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; oxygen; butane-2,3-dione dioxime In acetonitrile at 80℃; under 3750.38 Torr; for 8h; | A 10.4% B 75.3% |
With N-hydroxyphthalimide; 1,4-diamino-2,3-dichloroanthraquinone; oxygen In acetonitrile at 80℃; under 1875.15 - 2250.18 Torr; for 6h; | A 15 % Chromat. B 64% |
With 1H-imidazole; sodium periodate; Mn(TDCPP)OAc In dichloromethane for 24h; Ambient temperature; | A 26% B 60% |
2-(phenylthio)-2,3-dihydro-1H-inden-1-one
A
inden-1-one
B
diphenyldisulfane
Conditions | Yield |
---|---|
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In ethanol at 20℃; Irradiation; chemoselective reaction; | A 36% B 25% |
Conditions | Yield |
---|---|
With water; triethylamine; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 160℃; under 51485.6 Torr; for 4h; | 61% |
Conditions | Yield |
---|---|
With Novozym 435; 2,6-dimethyl-4-heptanol; (Ph4C4CO)2H(μ-H)(CO)4Ru2 In toluene at 70℃; for 72h; Reduction; Enzymatic reaction; | A 13 % Spectr. B 85% |
inden-1-one
Conditions | Yield |
---|---|
With diethylamino-sulfur trifluoride In dichloromethane at -78 - 20℃; for 4.5h; Inert atmosphere; | 37% |
inden-1-one
Conditions | Yield |
---|---|
With indium(III) triflate In butan-1-ol for 6h; Solvent; Reflux; | 86% |
inden-1-one
Conditions | Yield |
---|---|
With indium(III) triflate In butan-1-ol for 6h; Reflux; | 88% |
inden-1-one
Conditions | Yield |
---|---|
With indium(III) triflate In butan-1-ol for 12h; Reflux; | 85% |
inden-1-one
Conditions | Yield |
---|---|
With indium(III) triflate In butan-1-ol for 6h; Reflux; | 90% |
inden-1-one
Conditions | Yield |
---|---|
With indium(III) triflate In butan-1-ol for 4h; Reflux; | 86% |
2-vinylbenzaldehyde
inden-1-one
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 6-diphenylphosphinomethyl-3-methyl-2-aminopyridine In toluene at 150℃; for 1h; Inert atmosphere; | 97% |
With acetic acid; L-proline at 120℃; for 24h; Green chemistry; | 45% |
(iPrO)Ti(μ:η1,η1-OCMe2CH2PPh2)RhCl In dichloromethane at 25℃; for 11h; | 40% |
inden-1-one
Conditions | Yield |
---|---|
With sodium carbonate; acetic acid In methanol; water | 82.4% |
Conditions | Yield |
---|---|
With pyridine; tetrabutyl-ammonium chloride; tri tert-butylphosphoniumtetrafluoroborate; palladium diacetate In 1,4-dioxane at 150℃; for 0.333333h; microwave irradiation; | 75% |
A
(S)-1-Aminoindane
B
(R)-1-Aminoindane
C
inden-1-one
Conditions | Yield |
---|---|
With [Rh(OH)(cod)]2; Ureaphos-2; hydrogen; caesium carbonate In isopropyl alcohol at 55℃; under 97509.8 Torr; for 17h; Reagent/catalyst; Schlenk technique; Autoclave; Optical yield = < 2 %ee; | A n/a B n/a C 6 %Chromat. |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; sodium bromide; chiral azabicyclo-N-oxyl In dichloromethane at 0℃; Electrochemical reaction; | A n/a B 52% |
With C32H36IrNO2S In cyclohexanone at 30℃; for 7h; optical yield given as %ee; enantioselective reaction; | A 50% B n/a |
With C50H42ClN2O3Ru In chloroform at 25℃; Kinetics; Time; Reagent/catalyst; Molecular sieve; Resolution of racemate; enantioselective reaction; | A 33.7% B n/a |
2-vinylbenzoic acid
inden-1-one
Conditions | Yield |
---|---|
With potassium phosphate; fac-tris(2-phenylpyridinato-N,C2')iridium(III); tris-(trimethylsilyl)silane; dimethyl dicarbonate In acetonitrile at 20℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation; Sealed tube; | 76% |
Multi-step reaction with 2 steps 1: 56 percent / tributylphosphine / CH2Cl2 / 4 h / -30 °C 2: 56 percent / Bu3SnH; AIBN / benzene / 10 h / Heating View Scheme |
3-(4-methoxyphenyl)-2-methylpropionic acid
A
6-methoxy-2-methylindanone
B
inden-1-one
Conditions | Yield |
---|---|
With PPA | |
With PPA | |
With PPA In (2S)-N-methyl-1-phenylpropan-2-amine hydrate | |
With PPA | |
With PPA |
carbon monoxide
1-Phenyl-2-(trimethylsilyl)acetylene
A
3-phenyl-propionaldehyde
B
2-Phenyl-3-(trimethylsilyl)-propanal
C
inden-1-one
Conditions | Yield |
---|---|
With hydrogen; triethylamine; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 160℃; under 36775.4 Torr; for 4h; | A 25% B 36% C 10% |
Conditions | Yield |
---|---|
With triethylsilane; oxygen; [5,10,15,20-tetrakis(2,6-dichlorophenyl)porphinato]cobalt(II) In dichloromethane; isopropyl alcohol at 28℃; under 760 Torr; for 1.5h; | A 60% B n/a |
Indan-1-carboxylic acid
inden-1-one
Conditions | Yield |
---|---|
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation; | 77% |
With iron(III) chloride; oxygen In N,N-dimethyl-formamide at 110℃; | 49% |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid In water at 100℃; for 16h; | 100% |
With hydrogenchloride; acetic acid at 100℃; for 16h; | 98% |
With hydrogenchloride; acetic acid In water at 120℃; for 10h; | 90% |
Conditions | Yield |
---|---|
With 15percent aqueous acidic TiCl3; 30percent aqueous NH3 In methanol at 0 - 20℃; for 0.0833333h; | 100% |
With sodium tetrahydroborate | 99% |
With C15H18BF3; hydrogen; tert-butylimino-tri(pyrrolidino)phosphorane In tetrahydrofuran at 75℃; under 75007.5 Torr; for 20h; Glovebox; | 99% |
inden-1-one
indan-1-one oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride | 100% |
With hydroxylamine hydrochloride In ethanol at 20 - 25℃; for 0.166667h; | 91.6% |
With hydroxylamine hydrochloride; sodium hydroxide In ethanol at 20 - 25℃; for 1h; | 91.6% |
inden-1-one
(S)-indanol
Conditions | Yield |
---|---|
With dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran at 0℃; for 0.5h; enantioselective reaction; | 100% |
With formic acid; [RuCl2(hexamethylbenzene)]2; (S)-2-piperidinemethanethiol hydrochloride; triethylamine at 30℃; for 24h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
With formic acid; triethylamine at 28℃; for 48h; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 20h; | 100% |
Conditions | Yield |
---|---|
With (1R,2R)-PhCH(NH2)CH(Ph)NH-p-SO2-C6H4-CH2CH2-silica gel; tetrabutylammomium bromide; sodium formate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 at 40℃; | 100% |
With dimethylsulfide borane complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran at 0℃; for 0.5h; enantioselective reaction; | 100% |
With formic acid; C38H40ClN2O2RhS; triethylamine In neat (no solvent) at 24 - 30℃; for 5h; Reagent/catalyst; Inert atmosphere; enantioselective reaction; | 100% |
Conditions | Yield |
---|---|
With titanium(IV) oxide; potassium hydroxide In toluene at 100℃; for 10h; Sealed tube; Irradiation; | 100% |
With dichloro[1,3‐diethyl(5,6‐dimethyl)benzimidazolin‐2‐ylidene](benzene)ruthenium (II); sodium hydroxide In toluene at 105℃; for 8h; | 88% |
With bis(μ-chloro)-bis[1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C(2'),N-iridium chloride]; caesium carbonate In tert-Amyl alcohol for 12h; Reflux; | 87% |
Conditions | Yield |
---|---|
With ethanol; lithium hydride In benzene Reflux; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With sulfuric acid Inert atmosphere; | 100% |
3-pyridinecarboxaldehyde
inden-1-one
2-(pyridin-3-ylmethylene)-2,3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 0℃; Claisen-Schmidt Condensation; | 99.8% |
With sodium hydroxide In methanol at 20℃; for 12h; |
3-pyridinecarboxaldehyde
inden-1-one
(2E)-2-(pyridin-3-ylmethylidene)-2,3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
Stage #1: 3-pyridinecarboxaldehyde; inden-1-one In ethanol for 0.0833333h; Inert atmosphere; Stage #2: With sodium hydroxide In ethanol; water for 0.5h; Inert atmosphere; | 99.8% |
With sodium hydroxide In ethanol; water at 0℃; Claisen-Schmidt Condensation; | 73% |
In methanol at 20℃; Alkaline conditions; | 29% |
Conditions | Yield |
---|---|
Stage #1: m-Chlorobenzaldehyde; inden-1-one In ethanol for 0.0833333h; Inert atmosphere; Stage #2: With sodium hydroxide In ethanol; water for 0.5h; Inert atmosphere; | 99.7% |
pyridine-4-carbaldehyde
inden-1-one
(E)-2-(pyridin-4-ylmethylene)-2,3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
Stage #1: pyridine-4-carbaldehyde; inden-1-one In ethanol for 0.0833333h; Inert atmosphere; Stage #2: With sodium hydroxide In ethanol; water for 0.5h; Inert atmosphere; | 99.4% |
With piperidine; acetic acid at 130℃; for 1.5h; | 34% |
pyridine-4-carbaldehyde
inden-1-one
2-(pyridin-4-ylmethylene)-2,3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 0℃; Claisen-Schmidt Condensation; | 99.4% |
2-chloro-benzaldehyde
inden-1-one
(E)-2-(2-chlorobenzylidene)-2,3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
Stage #1: 2-chloro-benzaldehyde; inden-1-one In ethanol for 0.0833333h; Inert atmosphere; Stage #2: With sodium hydroxide In ethanol; water for 0.5h; Inert atmosphere; | 99.2% |
With sodium hydroxide In ethanol for 3h; | 84% |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid at 20℃; for 24h; | 99.1% |
basic condition; | |
Claisen-Schmidt Condensation; Alkaline conditions; |
Conditions | Yield |
---|---|
Stage #1: inden-1-one With sodium hydride In N,N-dimethyl-formamide for 1h; Stage #2: methyl iodide In N,N-dimethyl-formamide for 1.5h; | 99% |
Stage #1: inden-1-one With sodium hydride In 1,2-dimethoxyethane at 10 - 35℃; for 0.166667h; Stage #2: methyl iodide In 1,2-dimethoxyethane at 10 - 35℃; for 1h; | 99% |
Stage #1: inden-1-one With sodium hydride In 1,2-dimethoxyethane at 20℃; for 0.166667h; Stage #2: methyl iodide In 1,2-dimethoxyethane at 20℃; for 1h; | 99% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; toluene-4-sulfonic acid at 80℃; for 1h; | 99% |
With bromine In acetic acid at 100℃; for 0.75h; | 97% |
With hydrogen bromide; dihydrogen peroxide In methanol; water for 20h; Heating; | 89% |
Conditions | Yield |
---|---|
99% | |
With bromine In diethyl ether Cooling with ice; | 99% |
With copper bromide In chloroform; ethyl acetate for 1h; Reflux; | 96% |
trimethylsilyl cyanide
inden-1-one
1-((trimethylsilyl)oxy)-2,3-dihydro-1H-indene-1-carbonitrile
Conditions | Yield |
---|---|
With 4-methylmorpholine N-oxide In dichloromethane at 20℃; for 18h; | 99% |
Stage #1: inden-1-one With scandium tris(trifluoromethanesulfonate); 1-n-butyl-3-methylimidazolium hexafluoroantimonate at 20℃; for 0.166667h; Stage #2: trimethylsilyl cyanide at 20℃; for 2h; Inert atmosphere; | 99% |
With C29H46LaN3Si2 at 15℃; for 24h; Inert atmosphere; Glovebox; Schlenk technique; | 99% |
inden-1-one
carbonic acid dimethyl ester
methyl 1-indanone-2-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 99% |
With sodium hydride In toluene; mineral oil at 0 - 120℃; for 18h; | 95% |
With sodium hydride In tetrahydrofuran; mineral oil for 2h; Reflux; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With dimethylsulfide borane complex; (S)-2-(anilinodiphenylmethyl)pyrrolidine In tetrahydrofuran at 20℃; for 2h; enantioselective reaction; | A 99% B n/a |
With dimethylsulfide borane complex In tetrahydrofuran at 20℃; for 2h; enantioselective reaction; | A 96% B n/a |
With sprouted Pisum sativa In water at 25℃; for 58h; optical yield given as %ee; enantioselective reaction; | A n/a B 42% |
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl acetamide; inden-1-one With trifluorormethanesulfonic acid; thallium(III) acetate at 60℃; for 0.333333h; Stage #2: With water for 0.166667h; Further stages.; | 99% |
inden-1-one
β-bromoindenone
Conditions | Yield |
---|---|
Stage #1: inden-1-one With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2h; Heating; irradiation; Stage #2: With triethylamine In tetrachloromethane at 0 - 20℃; for 12h; | 99% |
Stage #1: inden-1-one With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2h; Photolysis; Reflux; Stage #2: With triethylamine In tetrachloromethane at 0℃; for 9h; | 95% |
Stage #1: inden-1-one With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2.5h; Reflux; Stage #2: With triethylamine In tetrachloromethane at 0℃; | 85% |
N-(tert-butyl)-N-(1-chloro-1,1-dimethylsilyl)amine
inden-1-one
N-(tert-butyl)-N-(1-(1H-3-indenyloxy)-1,1-dimethylsilyl)amine
Conditions | Yield |
---|---|
In tetrahydrofuran | 99% |
IUPAC Name: 2,3-Dihydroinden-1-one
Synonyms of 1-Indanone (CAS NO.83-33-0): 1-Indone ; 2,3-Dihydro-1H-inden-1-one ; alpha-Hydrindone ; alpha-Indanone ; 1H-Inden-1-one, 2,3-dihydro-
CAS NO: 83-33-0
Molecular Formula: C9H8O
Molecular Weight: 132.16
Molecular Structure:
EINECS: 201-470-1
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 17.07 Å2
Index of Refraction: 1.585
Molar Refractivity: 38.55 cm3
Molar Volume: 115 cm3
Surface Tension: 44.8 dyne/cm
Density: 1.148 g/cm3
Flash Point: 111.7 °C
Enthalpy of Vaporization: 48.1 kJ/mol
Boiling Point: 244 °C at 760 mmHg
Vapour Pressure: 0.0311 mmHg at 25°C
Melting point : 38-40 °C
Water Solubility: 6.5 g/L (20°C)
Appearance: Pale yellow liquid
Product Categories of 1-Indanone (CAS NO.83-33-0): Drug Intermediates;Indane/Indanone and Derivatives;Indanone & Indene;Fused Ring Systems
Safety Information about 1-Indanone (CAS NO.83-33-0):
Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29143900
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Keep container closed when not in use.
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