Conditions | Yield |
---|---|
With methylaluminum bis(2,6-di-tert-butylphenoxide) In diethyl ether; toluene at -78℃; for 2h; | 100% |
In diethyl ether at 0 - 20℃; | 90% |
In diethyl ether; benzene | |
In diethyl ether |
Conditions | Yield |
---|---|
With ethanol; lithium; nickel dichloride; poly(4-vinylbiphenyl-co-divinylbenzene) In tetrahydrofuran at 20℃; for 12h; | 95% |
With sodium tetrahydroborate; copper(ll) sulfate pentahydrate; cobalt(II) chloride hexahydrate In methanol at 20℃; for 0.333333h; | 94% |
With sodium tetrahydroborate; hydrogen; nickel dichloride In isopropyl alcohol at 60℃; under 760.051 Torr; for 8h; | 92% |
2-methyl-1-oxaspiro[2.5]octane
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With lithium triethylborohydride | 95% |
Conditions | Yield |
---|---|
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics; | A 94% B n/a |
With quinoline; hydrogen; Lindlar catalyst with MnCl2 doping salt In n-heptane at 25℃; under 735 - 738 Torr; Product distribution; without doping salt; | |
With potassium chloride; hydrogen; nickel In methanol; water Product distribution; catodically pretreated Raney-Ni-powder; hydrogenation in presence of pyridine or hydrogensulfide; change of potential during the hydrogenation; | |
With hydrazine hydrate; cobalt(II) chloride; sodium hydroxide In isopropyl alcohol at 60℃; for 6h; Reagent/catalyst; | |
With hydrogen; dimethyl sulfoxide In ethyl acetate at 20℃; under 760.051 Torr; for 1.25h; | A 91 %Spectr. B 9 %Spectr. |
2-methyl-1-oxaspiro[2.5]octane
A
1-ethylcyclohexanol
B
rac-1-cyclohexylethanol
Conditions | Yield |
---|---|
With bis(cyclopentadienyl)titanium (III) chloride; cyclohexa-1,4-diene In tetrahydrofuran Product distribution; Mechanism; Ambient temperature; other epoxides, reaction without cyclohexa-1,4-diene; | A 1.5% B 92% C 0.9% |
With bis(cyclopentadienyl)titanium (III) chloride; cyclohexa-1,4-diene In tetrahydrofuran Ambient temperature; | A 1.5% B 92% C 0.9% |
With bis(cyclopentadienyl)titanium (III) chloride; cyclohexa-1,4-diene In tetrahydrofuran for 0.666667h; Product distribution; Mechanism; other epoxides; other H-atom donors; var. temperature, var. time; | A 1.5% B 64% C 0.9% |
With bis(cyclopentadienyl)titanium (III) chloride; cyclohexa-1,4-diene In tetrahydrofuran for 0.25h; | A n/a B 64% C 0.9% |
With bis(cyclopentadienyl)titanium (III) chloride; cyclohexa-1,4-diene In tetrahydrofuran for 0.25h; Yields of byproduct given; | A n/a B n/a C 0.9% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; N,N-dimethyl-formamide for 8h; Ambient temperature; electrolysis with Pt/Cu electrodes; | 76% |
trifluoromethanesulfonic acid ethyl ester
cyclohexanone
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With naphthalene; lithium In tetrahydrofuran at -78 - 0℃; for 2h; | 75% |
Conditions | Yield |
---|---|
With ozone In neat (no solvent) at 20℃; for 5h; UV-irradiation; | A 67% B 10% |
Conditions | Yield |
---|---|
In toluene for 5h; Ambient temperature; | 61% |
1-vinylcyclohexanol
acrylic acid
A
1-oxaspiro[4.5]decan-2-one
B
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide; ruthenium In dichloromethane at 20℃; under 760.051 Torr; | A 57% B 6% |
ethyl phenyl sulfone
cyclohexanone
A
1-phenylcyclohexanol
B
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With naphthalene; boron trifluoride diethyl etherate; lithium In tetrahydrofuran at -78 - 20℃; for 5h; | A 11% B 32% |
Conditions | Yield |
---|---|
analog reagiert mit 1-Methyl-cyclohexanon-(2), 1-Methyl-cyclohexanon-(3), 1-Methyl-cyclohexanon-(4) und Nopinon; |
Conditions | Yield |
---|---|
In diethyl ether | |
With copper(l) iodide 1.) 0.5 h, -50 deg C, THF; 2.) THF, 1 h, -78 deg C; Yield given. Multistep reaction; |
1-ethyl-1-chloro-cyclohexane
A
1-ethylcyclohexene
B
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With water In ethanol at 30℃; Rate constant; solvolysis reaction; |
Conditions | Yield |
---|---|
With lithium; naphthalene 1) THF, -78 deg C, 1 h, 2) THF, -78 to 20 deg C, 5 h; Yield given. Multistep reaction; | |
With naphthalene; lithium 1) THF, -78 deg C, 75 min, 2) THF, -78 to 20 deg C, 5 h; Yield given. Multistep reaction; |
cyclohexanone
N-Eth-(Z)-ylidene-N'-trityl-hydrazine
1-ethylcyclohexanol
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
cyclohexanone
ethyl iodide
A
1,1'-bicyclohexane-1,1'-diol
B
1-ethylcyclohexanol
C
cyclohexanol
Conditions | Yield |
---|---|
With cerium; iodine 1) THF, -20 deg C, 2) THF, -20 deg C, 3 h; Yield given. Multistep reaction. Yields of byproduct given; |
6-bromo-hexanoic acid ethyl ester
ethylmagnesium bromide
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide In tetrahydrofuran a) -78 deg C, 15 min, b) RT, 2 h; | 7 % Chromat. |
1,4-dioxane
1-Ethynyl-1-cyclohexanol
A
1-vinylcyclohexanol
B
1-ethylcyclohexanol
Conditions | Yield |
---|---|
Heating; |
Conditions | Yield |
---|---|
In tetrahydrofuran |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (diacetoxy)iodobenzene; iodine / CH2Cl2 / 0.17 h / 20 °C / UV-irradiation 2: tetrahydrofuran View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: KOH / 85 °C / 14710.2 Torr 2: Raney nickel / 20 °C / 36775.4 Torr / Hydrogenation.zuletzt bei 80grad/200 at View Scheme | |
Multi-step reaction with 2 steps 1: KOH / 85 °C / 14710.2 Torr 2: Raney nickel / 20 °C / 36775.4 Torr / Hydrogenation.zuletzt bei 80grad/200 at View Scheme | |
Multi-step reaction with 2 steps 1: sodium methylate / tetrahydrofuran / 21 h / 0 - 10 °C / 1500.15 - 15001.5 Torr / Autoclave; Inert atmosphere 2: hydrogen; 12 % Pd/C / 1,4-dioxane / 23 h / 20 °C / 3750.38 - 15001.5 Torr / Autoclave; Cooling with ice View Scheme |
5-norbornene-endo-2-carboxylic acid
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With hydrogen; nickel; platinum In 4-nitro-aniline |
ethyl-cyclohexane
A
2-ethylcyclohexanone
B
4-ethylcyclohexanone
C
3-ethyl cyclohexanone
D
1-ethylcyclohexanol
E
Cyclohexyl methyl ketone
Conditions | Yield |
---|---|
With bis(1-methyl-1-phenylethyl)peroxide; oxygen In acetonitrile at 25℃; for 9h; Kinetics; Reagent/catalyst; Solvent; UV-irradiation; |
Conditions | Yield |
---|---|
With 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide In dichloromethane at 25℃; for 4h; | 98% |
With pyridine; thionyl chloride | |
With hydrogenchloride |
1-ethylcyclohexanol
Conditions | Yield |
---|---|
With trimethylsilylazide; boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 18h; | 97% |
With sodium azide; trifluoroacetic acid In chloroform at -5 - 0℃; Inert atmosphere; | 74% |
Conditions | Yield |
---|---|
With bromine; potassium carbonate In acetonitrile at 0℃; | 93% |
With bromine; potassium carbonate In chloroform at 0℃; for 10h; retro-Barbier fragmentation; | 80% |
With bromine; potassium carbonate In chloroform at 0℃; for 5h; Bromination; retro-Barbier fragmentation; | 80% |
With sodium hydroxide; bromine |
1-ethylcyclohexanol
potassium cyanide
N-(1-ethyl-cyclohexyl)-formamide
Conditions | Yield |
---|---|
Stage #1: 1-ethylcyclohexanol; potassium cyanide With sulfuric acid; acetic acid at 20℃; for 22.5h; Ritter Reaction; Stage #2: With sodium hydroxide; water at 0℃; pH=9; | 90% |
With sulfuric acid |
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 0 - 25℃; for 5h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With pyridine In benzene | 80% |
With pyridine In benzene | 80% |
With pyridine In benzene | 80% |
Conditions | Yield |
---|---|
With gallium(III) triflate In 1,2-dichloro-ethane at 75℃; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With sulfuric acid for 3h; Ambient temperature; | 58% |
With sulfuric acid at 20℃; for 3h; Friedel-Crafts alkylation; | 41% |
tetrafluorosuccinic acid
1-ethylcyclohexanol
1,1'-carbonyldiimidazole
C20H30F4O4
Conditions | Yield |
---|---|
Stage #1: tetrafluorosuccinic acid; 1,1'-carbonyldiimidazole In tetrahydrofuran at 23 - 30℃; for 3h; Stage #2: 1-ethylcyclohexanol With dmap In tetrahydrofuran for 23h; Reflux; | 56.6% |
1-ethylcyclohexanol
acetic anhydride
A
1-ethylcyclohexyl acetate
B
cyclohexanone
C
dimethylglyoxal
Conditions | Yield |
---|---|
With cobalt(II) chloride In acetonitrile at 70℃; for 8h; | A 33% B 19% C n/a |
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 10 - 27℃; Cooling with ice; | 12.6% |
Conditions | Yield |
---|---|
In perchloric acid byproducts: ethylbenzene, 1-ethyl-1-cyclohexene; Pd(II) teraaqua complex reacted with alcohol at 35 °C for 80 min,bipyridine added; | 1% |
With iron(III) sulfate In perchloric acid byproducts: ethylbenzene, 1-ethyl-1-cyclohexene, 2-ethyl-1-cyclohehanone; Pd(II) teraaqua complex reacted with alcohol in presense of Fe(III) ion at 35 °C for 220 min, bipyridine added; further by-products: 3-ethyl-1-cyclohexanone, 4-ethyl-1-cyclohexanone; repeated repptn. from CH2Cl2 with diethyl ether; elem. anal.; |
Conditions | Yield |
---|---|
With dibutyl ether; sulfuric acid Erhitzen des Reaktionsprodukts mit wss.HCl; |
Conditions | Yield |
---|---|
With sodium azide; ethanol; chloroform; sulfuric acid |
Conditions | Yield |
---|---|
With formic acid; sulfuric acid |
Conditions | Yield |
---|---|
With potassium hydrogensulfate | |
With aluminum oxide at 200 - 220℃; | |
With aluminum(III) sulfate |
1-ethylcyclohexanol
1-((Z)-1,2-dibromo-vinyl)-cyclohexanol
Conditions | Yield |
---|---|
With bromine; Petroleum ether; dibenzoyl peroxide Irradiation.UV-Licht; | |
With chloroform; bromine Irradiation.UV-Licht; |
1-ethylcyclohexanol
4-nitro-benzoic acid-(1-ethyl-cyclohexyl ester)
1-ethylcyclohexanol
1-ethyl-cyclohexyl hydroperoxide
Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide at 0℃; |
IUPAC Name: 1-Ethylcyclohexan-1-ol
The MF of 1-Ethylcyclohexanol (CAS NO.1940-18-7) is C8H16O.
The MW of 1-Ethylcyclohexanol (CAS NO.1940-18-7) is 128.21.
Synonyms of 1-Ethylcyclohexanol (CAS NO.1940-18-7): 1-Aethyl-cyclohexanol-(1) ; 1-Ethylcyclohexanol ; Cyclohexanol, 1-ethyl-
Index of Refraction: 1.464
Density: 0.919 g/ml
Flash Point: 68.2 °C
Boiling Point: 166 °C
Melting Point: 34.5 °C
1-Ethylcyclohexanol (CAS NO.1940-18-7) is used as chemical reagents, organic intermediates, fine chemicals, pharmaceutical research and development.
1. | orl-mus LD50:1300 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 4 (1954),477. | ||
2. | scu-mus LD50:840 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 5 (1955),161. |
Moderately toxic by ingestion and subcutaneous routes. When heated to decomposition it emits acrid smoke and irritating fumes.Safety information of 1-Ethylcyclohexanol (CAS NO.1940-18-7):
Risk Statements
36/37/38 Irritating to eyes, respiratory system and skin
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39 Wear suitable protective clothing, gloves and eye/face protection
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