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Conditions | Yield |
---|---|
With aluminum oxide; sodium tetrahydroborate; nickel dichloride In hexane at 40℃; Catalytic hydrogenation; | 100% |
With ethanol; lithium; nickel dichloride; 4,4'-di-tert-butylbiphenyl In tetrahydrofuran at 20℃; for 1h; | 99% |
With hydrogen; NiCl2-Li-[poly(2-vinyl-naphthalene)-co-(divinylbenzene)] In tetrahydrofuran at 20℃; under 760.051 Torr; for 1h; | 99% |
cyclododecane
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran; methanol at 0℃; for 0.25h; | 100% |
O-dodecyl S-methyl carbonodithioate
cyclododecane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); hypophosphorous acid; sodium hydrogencarbonate In ethanol for 0.5h; Heating; | 100% |
cyclododeca-1,5,9-triene
A
cyclododecane
B
cyclododecene
C
cyclododeca-1,5-diene
Conditions | Yield |
---|---|
With hydrogen at 80 - 160℃; under 760.051 Torr; Reagent/catalyst; Flow reactor; | A 100% B n/a C n/a |
With hydrogen; Ru4Sn6/Davison 923 mesoporous silica at 119.84℃; under 22502.3 Torr; for 12h; Product distribution; Further Variations:; reaction times; |
Conditions | Yield |
---|---|
With air; trimethylborane; water In benzene at 20℃; | 99% |
With di-tert-butyl peroxide; Diphenylphosphine oxide In 1,4-dioxane for 16h; Reduction; Heating; | 98% |
With tris-(trimethylsilyl)silane; 1,1'-azobis(1-cyanocyclohexanenitrile) In water at 100℃; for 4h; | 98% |
Conditions | Yield |
---|---|
With hydrogen at 240℃; under 760.051 Torr; Reagent/catalyst; Flow reactor; | 99% |
With hydrogen In methanol at 20℃; under 760.051 Torr; for 8h; Reagent/catalyst; | > 99 %Chromat. |
Thiocarbonic acid O-cyclododecyl ester O-(4-fluoro-phenyl) ester
cyclododecane
Conditions | Yield |
---|---|
With tris-(trimethylsilyl)silane; triethyl borane; oxygen In benzene at 25℃; for 0.166667h; other reagent: diphenylsilane; | 98% |
With triethyl borane; diphenylsilane; oxygen In hexane; benzene for 0.166667h; Ambient temperature; | 96% |
With diphenylsilane; triethyl borane; oxygen In benzene at 25℃; for 0.166667h; Product distribution; Mechanism; same reaction of further thiocarbonyl compounds; other reagents (tris(trimethylsilyl)silane); other temp. and reaction times; | 96% |
O-cyclododecyl O-phenyl thionocarbonate
cyclododecane
Conditions | Yield |
---|---|
With 2,2'-azobis-(2,4-dimethylvaleronitrile); tri-n-butyl-tin hydride In tetrahydrofuran at 70℃; for 3h; Solvent; Time; Barton-McCombie Deoxygenation; Inert atmosphere; | 96% |
With 2,2'-azobis(isobutyronitrile); (2,6-dimethoxy-1-methylcyclohexa-2,5-dienyl)triisopropylsilane In hexane for 15h; Heating; | 92% |
With 2,2'-azobis(isobutyronitrile); (2,6-dimethoxy-1-methylcyclohexa-2,5-dienyl)triisopropylsilane In hexane for 15h; Heating; | 92% |
O-cyclododecyl N-phenyl-thiocarbamate
cyclododecane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); 9,10-dihydro-9,10-dimethyl-9,10-disilaanthracene In benzene for 2h; Heating; | 96% |
With tris-(trimethylsilyl)silane; 1,1'-azobis(1-cyanocyclohexanenitrile) In water at 100℃; for 4h; | 85% |
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In benzene at 80℃; for 0.5h; | 95 % Chromat. |
With 5,10-dihydro-silanthrene; ABIN In toluene at 80℃; for 2h; | 32 % Chromat. |
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In benzene at 80℃; for 0.5h; Mechanism; deoxygenation of various thioxocarbamate der. with variation of reagent and temp.; | 95 % Chromat. |
Conditions | Yield |
---|---|
With naphthalene; water-d2; lithium; nickel dichloride In tetrahydrofuran Ambient temperature; | 93% |
cyclododecane
Conditions | Yield |
---|---|
With 2,2-bis(tert-butylperoxy)butane; tri-tert-butoxysilanethiol In octane for 3h; Heating; | 93% |
Conditions | Yield |
---|---|
With triethylsilane; 2C2H3F3O*BF3 In dichloromethane at 20℃; for 2.5h; | 92% |
With hydrogenchloride; amalgamated zinc at 155℃; |
triethyl borane
O-cyclododecyl-S-methyl dithiocarbonate
A
S-Ethyl S'-methyl dithiocarbonate
B
cyclododecane
C
cyclododecene
D
1,1'-bicyclododecane
E
cyclododecanone
Conditions | Yield |
---|---|
With air In hexane Product distribution; Mechanism; Ambient temperature; variation of temperature; other thiocarbonyl derivatives; | A 91% B 62% C 12% D 9% E 4% |
cyclododecane
Conditions | Yield |
---|---|
With triethyl borane; HSiPh3 In benzene for 0.166667h; Ambient temperature; | 91% |
cyclododecyl isocyanide
cyclododecane
Conditions | Yield |
---|---|
With perhydrodibenzo-18-crown-6; potassium; toluene Ambient temperature; | 90% |
cyclododecane
Conditions | Yield |
---|---|
With tris-(trimethylsilyl)silane; 1,1'-azobis(1-cyanocyclohexanenitrile) In water at 100℃; for 4h; | 90% |
With 5,10-dihydro-silanthrene; ABIN In toluene at 80℃; for 2h; | 46 % Chromat. |
cyclododecane
Conditions | Yield |
---|---|
With 2,2-bis(tert-butylperoxy)butane; tri-tert-butoxysilanethiol In octane for 3h; Heating; | 90% |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; (4-diphenylsilylphenyl)diphenylsilane at 140℃; for 15h; | 89% |
With di-tert-butyl peroxide; (4-diphenylsilylphenyl)diphenylsilane at 140℃; for 15h; Product distribution; alcohol deoxygenation via acetate; reaction with Ph3SiH; | 89% |
With di-tert-butyl peroxide; diphenylsilane at 140℃; for 20h; | 75 % Chromat. |
2-Cyclododecylsulfanyl-benzothiazole
cyclododecane
Conditions | Yield |
---|---|
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In benzene for 14h; Heating; | 89% |
Conditions | Yield |
---|---|
With hydrogen; platinum In ethyl acetate at 20℃; for 12h; | 86% |
Conditions | Yield |
---|---|
With magnesium; palladium on activated charcoal In methanol Ambient temperature; | 85% |
With hydrogen; alkylated polyethyleneimine; palladium In water at 80℃; under 1500.12 Torr; for 5h; |
Conditions | Yield |
---|---|
With water; zinc In acetonitrile at 80℃; for 4h; Sealed tube; Inert atmosphere; | 84% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; isopropyl alcohol In tetrahydrofuran for 0.166667h; Ambient temperature; Yield given; | |
With zinc; cob(I)alamin In water; acetic acid for 93h; Ambient temperature; Yield given; |
cyclododecyl acetate
HSiPh3
A
cyclododecane
B
triphenylsilyl acetate
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 140℃; for 12h; | A 82% B n/a |
1,2-epoxy-5,9-cyclododecadiene
A
cyclododecane
B
cyclododecanol
C
cyclododecanone
D
1,2-epoxycyclododecane
Conditions | Yield |
---|---|
With hydrogen; palladium on silica gel at 160 - 175℃; under 2205.22 - 6615.66 Torr; for 2 - 5h; | A 0.2% B 0.9% C 81.6% D 10.6% |
With hydrogen; Pd/silica-alumina at 160℃; under 6615.66 Torr; for 2h; | A 0.3% B 2.4% C 70.7% D 25.5% |
With hydrogen; 5 wt percent Pd/zeolite at 160℃; under 6615.66 Torr; for 2h; | A 0.5% B 1.8% C 69.4% D 27.5% |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 140℃; for 12h; | A 81% B n/a |
cyclododecane
Conditions | Yield |
---|---|
With diphenylsilane; triethyl borane; oxygen In benzene at 25℃; for 0.166667h; | 81% |
cyclododecane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In benzene at 80℃; | 76% |
cyclododecyl methoxymethyl ether
cyclododecane
Conditions | Yield |
---|---|
With 2,2-bis(tert-butylperoxy)butane; tri-tert-butoxysilanethiol In octane for 3h; Heating; | 74% |
cyclododecyl p-nitrophenyl selenide
cyclododecane
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran; methanol at 0℃; for 0.25h; | 71% |
Conditions | Yield |
---|---|
With hydrogen at 240℃; under 760.051 Torr; Reagent/catalyst; Flow reactor; | A 71% B 26% |
cyclododecane
chlorocyclododecane
Conditions | Yield |
---|---|
With N-chloro-succinimide; benzophenone In acetonitrile at 27℃; for 24h; Reagent/catalyst; Irradiation; regioselective reaction; | 95% |
With tetrachloromethane at 250℃; for 7h; Inert atmosphere; Autoclave; | 35% |
With methanol; tetrachloromethane; molybdenum hexacarbonyl at 170℃; for 1h; Temperature; Time; Sealed tube; |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide In 1,2-dichloro-ethane at 130℃; for 4h; Sealed tube; | 93% |
Conditions | Yield |
---|---|
With trifluoroacetic acid; dibenzoyl peroxide In 1,2-dichloro-ethane at 100℃; for 4h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With cytochrome P450 enzyme CYP101B1 In aq. buffer pH=7.4; Kinetics; Reagent/catalyst; Enzymatic reaction; | A 92% B n/a |
Conditions | Yield |
---|---|
With hydrogenchloride; Selectfluor In water; acetone at 20℃; for 16h; Inert atmosphere; Irradiation; | 90% |
With trifluoroacetic acid; dibenzoyl peroxide In 1,2-dichloro-ethane at 100℃; for 4h; Inert atmosphere; | 78% |
cyclododecane
bis(2,2,2-trichlorethyl)azodicarboxylate
C18H28Cl6N2O4
Conditions | Yield |
---|---|
With N-hydroxyphthalimide In 1,2-dichloro-ethane at 20 - 80℃; for 5h; Inert atmosphere; chemoselective reaction; | 87% |
Conditions | Yield |
---|---|
With 2,2,2-trifluoroethanol; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; for 17h; Reagent/catalyst; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; Green chemistry; | 86% |
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethylpiperidinium triflate In neat liquid at 120℃; for 12h; Reagent/catalyst; Green chemistry; | 85% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; di-tert-butyl peroxide; Bathocuproine; nickel(II) acetate tetrahydrate In fluorobenzene at 140℃; for 24h; Inert atmosphere; | 85% |
With di-tert-butyl peroxide; Bathocuproine; nickel(II) acetate tetrahydrate at 140℃; for 24h; Inert atmosphere; Schlenk technique; | 82% |
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