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Product Name: CYCLODECANONE Synonyms: CYCLODECAN-1-ONE;CYCLODECANONE;CYCLODECANONE CRYSTALLINE;Ketocyclodecane;Cyclodecanone,97%;NSC 90293;Cyclodecanone 97% CAS: 1502-06-3 MF: C10H18O MW: 154.25 Appearance:white powder Storage:Room temperat
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Conditions | Yield |
---|---|
With nickel In benzene for 7h; Heating; | 98% |
With sodium bromate; 1-n-butyl-3-methylimidazolim bromide at 70℃; for 150h; | 88% |
With ferredoxin reductase; [2Fe–2S] ferredoxin; cytochrome P450 enzyme CYP101C1 In aq. buffer pH=7.4; Enzymatic reaction; | 25% |
cyclodecanone
Conditions | Yield |
---|---|
With triethyl borane; ytterbium(III) triflate; allyl-trimethyl-silane In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
79% | |
In not given IR, PMR, mass spectral data, GLC;; | 79% |
6-bromocyclododecanone
A
cyclodecanone
B
trans-decal-9-ol
C
cis-9-decalol
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 60℃; for 15h; | A 4% B 20% C 75% |
Conditions | Yield |
---|---|
With (phthalocyaninato)iron(II); zirconium phosphate; oxygen; hydroquinone; palladium dichloride In water; N,N-dimethyl-formamide at 20℃; under 760 Torr; for 3h; Wacker oxidation; | 51% |
cyclodecanone
Conditions | Yield |
---|---|
Stage #1: methyl cis-11-oxabicyclo[8.1.0]undecane-1-carboxylate With methanol; water; sodium hydroxide for 5h; Reflux; Stage #2: With hydrogenchloride; methanol; water for 1h; Reflux; | 47% |
Conditions | Yield |
---|---|
at 650℃; under 0.75006 - 3.00024 Torr; | 30% |
Multi-step reaction with 2 steps 1: 37 percent / iodine, yellow HgO / toluene / Heating 2: 12 percent / AIBN, tri-n-butyltin hydride / benzene / Heating View Scheme |
Conditions | Yield |
---|---|
With dihydrogen peroxide; vanadium phosphorus oxide In acetonitrile at 70℃; for 20h; | 28% |
With dihydrogen peroxide; iron(III) chloride In pyridine; acetic acid Mechanism; | |
With cis-VI(6,6'-Cl2bpy)2O2> In tetrachloromethane; acetonitrile at 20℃; for 0.5h; Oxidation; | 75 % Chromat. |
10-Iodo-dec-1-en-3-one
A
cyclodecanone
B
decan-3-one
C
dec-1-en-3-one
D
cycloeicosane-1,11-dione
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 3h; Heating; Yields of byproduct given; | A 15% B n/a C n/a D n/a |
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 3h; Heating; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene Heating; | A 12% B 6% |
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃; for 3h; | A 15 % Chromat. B 27 % Chromat. |
cycloactanone
ethyl N-methyl-N-nitrosocarbamate
A
cyclononanone
B
cyclodecanone
Conditions | Yield |
---|---|
With methanol; potassium carbonate at 7℃; |
Conditions | Yield |
---|---|
With methanol; sodium carbonate at 20℃; |
1,11-undecanedinitrile
cyclodecanone
Conditions | Yield |
---|---|
With etheric solution; sodium-<N-alkyl-anilide> anschliessendes Behandeln mit Wasser und Kochen der in Aether loeslichen Anteile des Reaktionsprodukts mit 40prozentig. wss. Schwefelsaeure; |
Conditions | Yield |
---|---|
With acetic acid; zinc und konz. wss. HCl; |
cis-cyclodecane-1,2-diol
cyclodecanone
Conditions | Yield |
---|---|
With pyridine; p-toluenesulfonyl chloride |
Conditions | Yield |
---|---|
With acetic acid; platinum Hydrogenation; | |
With methanol; palladium on activated charcoal |
2-(2-Methylamino-phenylsulfonyl)-cyclodecanon
cyclodecanone
Conditions | Yield |
---|---|
With aluminium amalgam In tetrahydrofuran; water for 0.666667h; Heating; |
2-iodo-1-methoxyethane
(2S)-(-)-(N-cyclodecylidine)-1-methoxy-3-phenyl-2-propylamine
A
cyclodecanone
B
(S)-2-(2-methoxyethyl)cyclodecanone
C
(R)-(-)-2-(2-methoxyethyl)cyclodecanone
Conditions | Yield |
---|---|
With lithium diisopropyl amide Product distribution; multistep reaction: 1.) THF, reflux, 1 h, 2.) -78 deg C, 2.5 h; temperature conditions effect on enatiomeric excess; enantioselective alkylation of cyclic ketones; role of (E)- ans (Z)-lithioenamines; thermodynamic and kinetic products; |
(2S)-(-)-(N-cyclodecylidine)-1-methoxy-3-phenyl-2-propylamine
methyl iodide
A
cyclodecanone
B
(R)-2-methylcyclodecanone
C
(S)-(-)-2-methylcyclodecanone
Conditions | Yield |
---|---|
With lithium diisopropyl amide Product distribution; multistep reaction: 1.) THF, reflux, 1 h, 2.) -78 deg C, 2.5 h; temperature conditions effect on enatiomeric excess; enantioselective alkylation of cyclic ketones; role of (E)- ans (Z)-lithioenamines; thermodynamic and kinetic products; |
Conditions | Yield |
---|---|
With aluminum isopropoxide In benzene at 80℃; Equilibrium constant; Thermodynamic data; -ΔG (reaction), -ΔGox (rel. cyclohexanone); |
cyclodecanone
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; zinc at 80℃; | |
With aluminum oxide unter vermindertem Druck und katalytische Hydrierung des Reaktionsprodukts; |
cyclodecanone
Conditions | Yield |
---|---|
at 350 - 500℃; Erhitzen im Vakuum; | |
at 350 - 500℃; Erhitzen im Vakuum; |
cyclodecanone
Conditions | Yield |
---|---|
at 350 - 500℃; Erhitzen im Vakuum; | |
at 350 - 500℃; Erhitzen im Vakuum; |
hydrogenchloride
2-hydroxycyclodecanone
acetic acid
cyclodecanone
Conditions | Yield |
---|---|
at 100℃; |
trans-cyclodecene
A
cyclodecanone
B
trans-cyclodecane-1,6-diol
Conditions | Yield |
---|---|
at 63℃; |
pyridine
cis-cyclodecane-1,2-diol
p-toluenesulfonyl chloride
A
cyclodecanone
cyclodecane
A
1,10-decanedioic acid
B
cyclodecanone
C
cyclodecanol
Conditions | Yield |
---|---|
With oxygen; N–hydroxysaccharin; cobalt(III) acetylacetonate In various solvent(s) at 100℃; under 760.051 Torr; for 5h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: CeCl3 / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 0.5 h / 25 °C 2.1: 30 percent / 650 °C / 0.75 - 3 Torr View Scheme | |
Multi-step reaction with 4 steps 1: boron trifluoride diethyl etherate / diethyl ether / 16.25 h / 0 - 20 °C / Inert atmosphere 2: dimethyl sulfoxide; water / 16 h / 160 °C 3: boron trifluoride diethyl etherate / diethyl ether / 16.25 h / 0 - 20 °C / Inert atmosphere 4: dimethyl sulfoxide; water / 160 °C View Scheme |
cyclodecanone
toluene-4-sulfonic acid hydrazide
N'-cyclodecylidene-4-methylbenzenesulfonohydrazide
Conditions | Yield |
---|---|
In ethanol at 100℃; for 1h; | 100% |
In ethanol at 100℃; for 1.66667h; Inert atmosphere; | 100% |
With hydrogenchloride In methanol at 20℃; | |
With hydrogenchloride In methanol at 20℃; for 18h; |
cyclodecanone
1-chloroethyl p-tolyl sulfoxide
Conditions | Yield |
---|---|
at -70℃; | 100% |
Stage #1: 1-chloroethyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 0.166667h; Stage #2: cyclodecanone In tetrahydrofuran at -70℃; for 0.5h; | 35% |
Conditions | Yield |
---|---|
With hydroxylamine; sodium acetate In methanol at 20℃; for 1h; | 98% |
cyclodecanone
2-bromo-cyclodecanone
Conditions | Yield |
---|---|
With bromine In tetrachloromethane; water Heating; Irradiation; | 95% |
cyclodecanone
5-fluorouridine
5-fluoro-1-[(3a'R,4'R,6'R,6a'R)-3a',4',6',6a'-tetrahydro-6'-(hydroxymethyl)spiro[cyclodecane-1,2'-furo[3,4-d][1,3]dioxol]-4'-yl]pyrimidine-2,4(1H,3H)-dione
Conditions | Yield |
---|---|
With hydrogenchloride; orthoformic acid triethyl ester In 1,4-dioxane; N,N-dimethyl-formamide at 20℃; for 24h; | 95% |
Conditions | Yield |
---|---|
Stage #1: cyclodecanone With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at 0℃; Stage #2: acrolein In tetrahydrofuran; hexane at -78℃; Further stages.; | 94% |
Stage #1: cyclodecanone With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at 0℃; for 1h; Stage #2: acrolein In tetrahydrofuran; hexane at -78℃; for 0.0166667h; | 90% |
Conditions | Yield |
---|---|
With ferredoxin reductase; [2Fe–2S] ferredoxin; cytochrome P450 enzyme CYP101C1 In aq. buffer pH=7.4; Kinetics; Catalytic behavior; Enzymatic reaction; regioselective reaction; | 90% |
cyclodecanone
(S(S)R)-(+)-3-methyl-2-pivaloyl-2,3-dihydroisothiazole 1-oxide
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran; toluene 1.) -78 deg C, 1 h, 2.) -78 deg C, 1 h; -78 deg C to r.t.; | 88% |
cyclodecanone
cis-2-cyclodecen-1-one
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 75℃; for 9h; | 88% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide; toluene at 65℃; |
cyclodecanone
C10H17FO
Conditions | Yield |
---|---|
With sodium dodecyl-sulfate; Selectfluor In water at 80℃; Micellar solution; regioselective reaction; | 87% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid for 31h; Heating; | 86% |
With toluene-4-sulfonic acid | |
With toluene-4-sulfonic acid for 24h; Heating; |
cyclodecanone
diallylcarbonate
prop-2-enyl 2-oxocyclodecane-1-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 4h; Alkylation; Heating; | 85% |
chloro-trimethyl-silane
cyclodecanone
(E)-1-Trimethylsilyloxy-1-cyclodecen
Conditions | Yield |
---|---|
With magnesium In N,N-dimethyl-formamide at 15 - 25℃; | 84% |
With triethylamine In N,N-dimethyl-formamide | 59% |
With triethylamine In N,N-dimethyl-formamide at 120℃; |
Conditions | Yield |
---|---|
With trifluoroacetyl peroxide; camphor-10-sulfonic acid for 12h; | 84% |
With disodium hydrogenphosphate; urea hydrogen peroxide adduct; trifluoroacetic anhydride at 0 - 20℃; for 48h; | 83% |
With 3-chloro-benzenecarboperoxoic acid In chloroform Heating; |
cyclodecanone
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In tetrahydrofuran at 20℃; for 5h; | 84% |
cyclodecanone
Conditions | Yield |
---|---|
With water-d2; palladium on activated charcoal at 250℃; for 12h; | 83% |
With water-d2; palladium on activated charcoal at 250℃; for 12h; |
cyclodecanone
(E)-2-hydroxyiminocyclododecanone
Conditions | Yield |
---|---|
With hydrogenchloride; methyl nitrite In diethyl ether at 0℃; for 24h; | 81% |
cyclodecanone
chloromethyl p-tolyl sulfoxide
3'-(p-tolylsulfinyl)spiro[cyclodecane-1,2'-oxirane]
Conditions | Yield |
---|---|
Stage #1: chloromethyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: cyclodecanone In tetrahydrofuran at -78℃; Stage #3: With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 0℃; | 80% |
cyclodecanone
Cyclodec-2-enone
Conditions | Yield |
---|---|
With 4-methoxypyridine N-oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 20℃; for 24h; | 78% |
Conditions | Yield |
---|---|
In diethyl ether byproducts: ferrocene; reaction at 0°C, 3 hours and hydrolysis;; chromatography (silica gel, benzene); detn. by IR and 1H-NMR; elem. anal.;; | 78% |
cyclodecanone
Conditions | Yield |
---|---|
With dihydrogen peroxide In acetonitrile at 40℃; for 24h; | 78% |
Conditions | Yield |
---|---|
In propan-1-ol at 100℃; for 20h; | 77% |
Conditions | Yield |
---|---|
With sodium hydride In mineral oil Inert atmosphere; | 76% |
With ethanol; sodium hydride In xylene | |
With sodium In benzene | |
With sodium hydride | |
Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With borax In ethanol for 2h; Reflux; | 76% |
cyclodecanone
N,N-dimethyl-formamide
B
(Z)-2-chlorocyclodec-1-ene-1-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-formamide With trichlorophosphate In dichloromethane at 20℃; for 30h; Stage #2: cyclodecanone In dichloromethane at 75℃; for 6h; Vilsmeier-Haack formylation; | A 15% B 75% |
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