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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; |
meso-1,2-dibromocyclododecane
cyclododecene
Conditions | Yield |
---|---|
With triethyl borane; tri-n-butyl-tin hydride In hexane; toluene at -78℃; for 0.5h; | 96% |
2-(cyclododecyloxy)tropone
A
2-hydroxy-2,4,6-cycloheptatrien-1-one
B
cyclododecene
Conditions | Yield |
---|---|
In dimethylsulfoxide-d6 at 180℃; for 2h; | A n/a B 95% |
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% |
Conditions | Yield |
---|---|
CHF3O3S*C14H13N In n-heptane at 115℃; for 6 - 9h; Product distribution / selectivity; | A 10% B 90% |
diphenylammonium trifluoromethanesulfonate In n-heptane at 115℃; for 6 - 10h; Product distribution / selectivity; | A 20% B 71% |
With sulfonated polypyrene In n-heptane at 80℃; for 24h; | A 35% B 45% |
dimethyl diazomalonate
1,2-epoxycyclododecane
A
mesoxalate de methyle
B
cyclododecene
Conditions | Yield |
---|---|
With dirhodium tetraacetate In benzene for 0.75h; Heating; | A n/a B 85% |
cyclododecene
Conditions | Yield |
---|---|
With silver fluoride In tetrahydrofuran; methanol; water | 84% |
Conditions | Yield |
---|---|
With 2,2-dimethylpropanoic anhydride; bis[2-(diphenylphosphino)phenyl] ether; palladium dichloride In various solvent(s) at 110℃; for 16h; | 81% |
Conditions | Yield |
---|---|
With hydrogen at 240℃; under 760.051 Torr; Reagent/catalyst; Flow reactor; | A 71% B 26% |
2-cyclododecyloxysulfonyl-benzoic acid 2-(2-methoxy-ethoxy)-ethyl ester
A
chlorocyclododecane
B
cyclododecene
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane at -78℃; | A 66% B 21% |
cyclododecene
Conditions | Yield |
---|---|
With iodine; triphenylphosphine In N,N-dimethyl-formamide Heating; | 65% |
cyclododeca-1,5,9-triene
A
cyclododecene
B
cyclododeca-1,5-diene
Conditions | Yield |
---|---|
With hydrogen at 240℃; under 760.051 Torr; for 0.000638889h; | A 65% B 25% |
Stage #1: cyclododeca-1,5,9-triene With hydrogen; 0.5% palladium on alumina at 120℃; under 825.083 Torr; Industry scale; Gas phase; Stage #2: 0.5% palladium on alumina Product distribution / selectivity; | A n/a B 0.2% |
Stage #1: cyclododeca-1,5,9-triene With carbon monoxide; hydrogen; 0.5% palladium on alumina at 120℃; under 825.083 Torr; Industry scale; Gas phase; Stage #2: 0.5% palladium on alumina Product distribution / selectivity; | A n/a B 0.2% |
With hydrogen; Ru4Sn6/Davison 923 mesoporous silica at 99.84℃; under 22502.3 Torr; for 8h; Product distribution; Further Variations:; Catalysts; Temperatures; |
Conditions | Yield |
---|---|
With bis(cyclopentadienyl)titanium dichloride; manganese In tetrahydrofuran at 20℃; Inert atmosphere; | 60% |
With niobium pentachloride; zinc In tetrahydrofuran; benzene at 23℃; for 24h; Inert atmosphere; | 45% |
With triethylsilane; [NiNPtBu3]4 In toluene at 90℃; for 12h; Inert atmosphere; Sealed tube; |
formyl cyclododecane
A
hydroxymethylcyclododecane
B
cyclododecane
C
cyclododecene
Conditions | Yield |
---|---|
With [(η4-Ph4C4C-OH)(1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene)IrH2] In 1,3,5-trimethyl-benzene at 160℃; for 20h; Temperature; Concentration; Solvent; | A 14 %Chromat. B n/a C 55% |
cyclododecyl iodide
benzaldehyde
A
cyclododecane
B
cyclododecene
C
1-cyclododecyl-1-phenylmethanol
Conditions | Yield |
---|---|
With chromium dichloride; cobalt(II) phthalocyanine In N,N-dimethyl-formamide at 30℃; for 20h; | A 21% B 54% C 2% |
Conditions | Yield |
---|---|
With zinc; cob(I)alamin In water; acetic acid at 0℃; for 1h; | A 17 % Chromat. B 76.7 % Chromat. |
Conditions | Yield |
---|---|
With hydrogen; nickel(II) In methanol at 150℃; under 36752.9 Torr; var. solvents, var. catalysts Co and Ni complexes; other object of study- activity of catalysts; | |
With ruthenium trichloride; formaldehyd; hydrogen; acetic acid; triphenylphosphine In ethanol; water at 25 - 160℃; under 7500.75 - 15001.5 Torr; for 6.66667h; | |
With ruthenium trichloride; formaldehyd; hydrogen; acetic acid; triphenylphosphine In ethanol; water at 25 - 160℃; under 7500.75 - 15001.5 Torr; for 6.66667h; | |
With ruthenium trichloride; formaldehyd; hydrogen; acetic acid; triphenylphosphine In ethanol at 160℃; under 15001.5 Torr; Temperature; Pressure; |
Conditions | Yield |
---|---|
With silica gel; copper(II) sulfate In 1,1,2,2-tetrachloroethylene for 1h; Heating; pentadecane (internal standard in g.l.c. analysis); | 98 % Chromat. |
With silica gel; copper(II) sulfate In 1,1,2,2-tetrachloroethylene for 0.416667h; Product distribution; Thermodynamic data; Mechanism; Heating; other solvents, catalysts, adsorbents, different time; | 98 % Chromat. |
Conditions | Yield |
---|---|
In water at 100℃; for 15h; Yield given. Yields of byproduct given; |
trans-1,2-dibromocyclododecane
cyclododecene
Conditions | Yield |
---|---|
With tetrahydrofuran; chromium chloride; lithium aluminium tetrahydride In N,N-dimethyl-formamide at 90℃; Yield given; |
Cyclododecyl phenyl telluride
A
cyclododecene
B
cyclododecanol
C
cyclododecyl acetate
D
cyclododecanone
Conditions | Yield |
---|---|
With sodium periodate; acetic acid at 25℃; for 24h; | A 37 % Chromat. B 10 % Chromat. C 11 % Chromat. D 20 % Chromat. |
cyclododecyl methanesulfonate
A
cyclododecene
B
Cyclododecyl phenyl telluride
Conditions | Yield |
---|---|
In dichloromethane at -40℃; for 5.5h; | A 43 % Chromat. B 46 % Chromat. |
Cyclododecyl phenyl telluride
acetic acid
A
cyclododecene
B
cyclododecanol
C
cyclododecyl acetate
D
cyclododecanone
Conditions | Yield |
---|---|
With sodium periodate In water at 25℃; for 24h; | A 37 % Chromat. B 10 % Chromat. C 11 % Chromat. D 20 % Chromat. |
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.666667h; Heating; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
IrH2[anthracene(P-t-Bu2)-1,8] at 230℃; Product distribution; Further Variations:; Temperatures; Catalysts; | |
With C28H54BIrN2P2 at 230℃; for 20h; Catalytic behavior; Temperature; Glovebox; |
Conditions | Yield |
---|---|
With silver tetrafluoroborate In nitromethane; N,N-dimethyl-formamide at 20℃; for 12h; |
Conditions | Yield |
---|---|
With trichloroacetamide; triphenylphosphine In dichloromethane at 30℃; for 0.25h; |
1-bromocyclododec-1-ene
phenylboronic acid
A
(Z)-1-bromocyclododec-1-ene
B
cyclododecene
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water Suzuki coupling; Heating; |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In toluene at 79.84℃; for 4.83333h; Temperature; Concentration; | 100% |
With phosphoric acid; sodium tungstate; sulfuric acid; dihydrogen peroxide; aliquat 336 In water at 90℃; for 4h; pH=3; | 99.6% |
With copper 1,3,5-benzenetricarboxylate; oxygen; pivalaldehyde In acetonitrile at 40℃; under 760.051 Torr; for 6h; | 99% |
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% |
Conditions | Yield |
---|---|
With Et3NH[Al2Cl7] at 40℃; for 6h; Temperature; Inert atmosphere; | 98% |
ethylaluminum dichloride |
Conditions | Yield |
---|---|
With tetradecafluorohexane; triethylaluminum In hexane at 20℃; for 36h; Darkness; | 98% |
Conditions | Yield |
---|---|
Stage #1: cyclododecene With ozone In methanol; dichloromethane at -40℃; Stage #2: With toluene-4-sulfonic acid In methanol at 20℃; for 1.5h; Stage #3: methanol With dimethylsulfide; sodium hydrogencarbonate at 20℃; | 92% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane Heating; | 91% |
cyclododecene
cyclododecyl iodide
Conditions | Yield |
---|---|
With titanium(IV) iodide In dichloromethane at 20℃; for 12h; | 91% |
Conditions | Yield |
---|---|
In dichloromethane | 90% |
cyclododecene
1-fluoro-2-iodocyclododecane
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; perfluoropropylene; diethylamine In water; toluene for 24h; Ambient temperature; | 88% |
With triethylamine pentahydrogen fluoride salt; triethylammonium iodide In dichloromethane at 20℃; Electrochemical reaction; | 84% |
With iodine pentafluoride-pyridine-hydrogen fluoride; potassium iodide In dichloromethane at 0 - 20℃; for 17.5h; Reagent/catalyst; | 78% |
With iodine pentafluoride-pyridine-hydrogen fluoride; potassium iodide In dichloromethane at 0 - 20℃; for 17.5h; | 78% |
Conditions | Yield |
---|---|
With chlorotris(dimethylamido)(κ2-N,O-3-phenyl-2-pyridonato)tantalum(V) In (2)H8-toluene at 145℃; for 44h; Glovebox; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetonitrile at 55℃; for 12h; Wacker Oxidation; | 87% |
With tert.-butylhydroperoxide; silver hexafluoroantimonate; [Pd(Quinox)Cl2] In dichloromethane; water at 20℃; Wacker Oxidation; regioselective reaction; | 76% |
With dinitrogen monoxide for 1h; Flow reactor; | 52% |
With dinitrogen monoxide In cyclohexane at 300 - 350℃; under 75007.5 Torr; for 6h; Temperature; Flow reactor; |
Conditions | Yield |
---|---|
Stage #1: bis(4-fluorophenyl)disulfide In dichloromethane at -78℃; Electrolysis; Stage #2: cyclododecene In dichloromethane; dimethyl sulfoxide at -78℃; for 0.0833333h; Schlenk technique; Stage #3: With triethylamine In dichloromethane; dimethyl sulfoxide at -78 - 25℃; for 1.08333h; Schlenk technique; | 87% |
cyclododecene
perdeuterated cyclododecene
Conditions | Yield |
---|---|
With water-d2; palladium on activated charcoal at 250℃; for 12h; | 85% |
With water-d2; palladium on activated charcoal at 250℃; for 4h; | 84% |
Conditions | Yield |
---|---|
With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid In water; acetonitrile for 24h; | 85% |
With tetrafluoroboric acid; iodomesitylene; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water; acetonitrile at 50℃; for 10h; Inert atmosphere; | 77 %Spectr. |
With potassium peroxymonosulfate; iodobenzene In water; acetonitrile at 60℃; for 8h; | 82 %Spectr. |
Conditions | Yield |
---|---|
With potassium hydroxide; benzyltrimethylammonium chloride In ethanol; water for 12h; | 84% |
With potassium tert-butylate In hexane at 10℃; for 4h; Inert atmosphere; | |
With N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide In ethanol; water at 0 - 20℃; for 16h; |
cyclododecene
Conditions | Yield |
---|---|
With dimethyl sulfoxide at 20℃; for 2h; Schlenk technique; Inert atmosphere; | 84% |
cyclododecene
1,2-dichlorocyclododecane
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; nitro acetate In dichloromethane at -10℃; | 83% |
With chlorine In dichloromethane at -10℃; |
cyclododecene
ethyl 2-chloro-2-(hydroxyimino)acetate
Conditions | Yield |
---|---|
In toluene for 80h; Ambient temperature; | 81% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 16h; Inert atmosphere; Reflux; | 81% |
Conditions | Yield |
---|---|
With ozone-containing oxygen In diethyl ether at -70℃; for 1h; | A n/a B 80% |
cyclododecene
A
α-Chlorcyclododecanonoxim
B
C24H44Cl2N2O2
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; isopentyl nitrite at -10℃; Neat (no solvent); | A 10% B 80% |
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