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% |
IUPAC Name: Cyclododecene
CAS: 1501-82-2
Formula: C12H22
Molecular Weight: 166.3
Molecular Structure of Cyclododecene (CAS NO.1501-82-2):
Density: 0.806 g/cm3
Flash Point: 93.9 °C
Melting Point: 9°C
Boiling Point: 238.1 °C at 760 mmHg
Index of Refraction: 1.445
Molar Refractivity: 54.94 cm3
Molar Volume: 206.1 cm3
Polarizability: 21.78 ×10-24cm3
Surface Tension: 27.4 dyne/cm
Enthalpy of Vaporization: 45.57 kJ/mol
Vapour Pressure: 0.0665 mmHg at 25°C
Water Solubility: 0.1677(mg/L) at 25°C
Appearance: colourless liquid
Product Categories: alkenes;cyclic;organic building blocks.
Safety Information about Cyclododecene (CAS NO.1501-82-2):
Safety Statements about Cyclododecene (CAS NO.1501-82-2):
S23: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 1
The chemical synonyms of Cyclododecene (CAS NO.1501-82-2) are 1-Cyclododecene ; Cyclododecene (c,t) ; Cyclododecene,c&t ; Cyclododecene ; Cyclodecene ; Cyclododecene (cis- and trans- mixture) ; Cyclododecene (cis+trans) ; Cyclododecene, ca 70% trans isomer .It non-irritating to the eyes.Causes skin irritation.May be harmful if absorbed through the skin.May cause irritation of the digestive tract.May be harmful if swallowed.May cause respiratory tract irritation.May be harmful if inhaled.It shoud avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container.As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire.Use water spray, dry chemical, carbon dioxide, or chemical foam.
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