Conditions | Yield |
---|---|
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; 1-(diacetoxyiodo)-4-methylbenzene In chloroform at 20℃; for 24h; | 100% |
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; copper(I) bromide dimethylsulfide complex In chlorobenzene at 80℃; for 8h; | 99% |
With sodium hydrogencarbonate; sodium bromide In dichloromethane at 20℃; Electrochemical reaction; | 99% |
Sodium; 1-oxa-spiro[2.5]octane-2-carboxylate
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With sulfuric acid stream of steam under a carbon dioxide atmosphere; | 100% |
Conditions | Yield |
---|---|
With hydrogen; (-)-(2-menthyl-4,7-dimethylindenyl)Rh(CO)2 at 120℃; under 30002.4 Torr; for 3h; | 100% |
With hydrogen In cyclohexane at 120℃; under 45004.5 Torr; for 5h; Autoclave; | 99% |
With hydrogen In water at 100℃; under 15001.5 Torr; for 12h; Autoclave; Green chemistry; | 99.5% |
Conditions | Yield |
---|---|
With hydrogen; β-cyclodextrin/Pd In water at 25℃; under 15001.2 Torr; for 2h; | 100% |
With glucose-6-phosphate dehydrogenase; D-glucose 6-phosphate; pentaerythritol tetranitrate reductase T26S mutant; NADPH In N,N-dimethyl-formamide at 30℃; for 24h; pH=7; aq. phosphate buffer; Enzymatic reaction; | 84 %Chromat. |
With progesterone 5β-reductase from Arabidopsis thaliana, thale cress; NADPH In aq. buffer at 30℃; for 24h; pH=7.5; Reagent/catalyst; Enzymatic reaction; | |
With D-glucose; glucose dehydrogenase (GDH; 10U); holo-(flavin free double bond reductase from Nicotiana tabacum); nicotinamide adenine dinucleotide phosphate In aq. phosphate buffer at 30℃; for 24h; pH=6.4; Enzymatic reaction; | 55 %Chromat. |
Conditions | Yield |
---|---|
With MCM-41 silicate; hydrogen; di(rhodium)tetracarbonyl dichloride at 100℃; under 21001.7 Torr; for 20h; | 99.4% |
With Rh; benzaldehyde In benzene Mechanism; Irradiation; other d8 metal carbonyls, other aromatic ketones and aldehydes; relative quantum yields; |
Conditions | Yield |
---|---|
With tri-n-butyl-tin hydride; triphenylphosphine; palladium dichloride In benzene for 10h; Ambient temperature; | 98% |
With sodium tris(tert-butoxo)aluminium hydride In tetrahydrofuran; diethylene glycol dimethyl ether at -78℃; for 3h; | 89% |
With polymer(resin Amberlyst A-26)-supported tetracarbonylhydridoferrate anion In tetrahydrofuran for 0.75h; Heating; | 85% |
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran at 20℃; for 2h; | 98% |
Cyclohexancarboxaldehyde dithioethyleneacetal
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 0.25h; Ambient temperature; | 97% |
With hydrogen bromide; dihydrogen peroxide In acetonitrile at 25℃; for 0.133333h; | 92% |
With t-butyl bromide; dimethyl sulfoxide at 70 - 75℃; for 4h; | 86% |
With trimethylsilyl iodide; dimethyl sulfoxide In tetrachloromethane at 75 - 80℃; for 6h; | 82% |
2-cyclohexyl-1,3-dithiane
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 0.416667h; Ambient temperature; | 97% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In neat (no solvent) at 20℃; for 0.75h; Milling; | 83% |
With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 144h; | 81% |
N-methoxy-N-methylcyclohexanecarboxamide
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With lithium diisobutyl-tert-butoxyaluminum hydride In tetrahydrofuran; hexane at 0℃; Reagent/catalyst; Inert atmosphere; chemoselective reaction; | 96% |
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.166667h; | 86% |
With diisobutylaluminium hydride In tetrahydrofuran at 0℃; for 0.5h; | 74% |
Stage #1: N-methoxy-N-methylcyclohexanecarboxamide With chloromagnesium dimethylaminoborohydride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: With acetaldehyde; acetic acid In tetrahydrofuran; pentane for 0.5h; Inert atmosphere; | 65% |
Conditions | Yield |
---|---|
With water; acetic acid at 20℃; for 0.666667h; Product distribution / selectivity; | 94% |
With chloral hydrate In hexane at 25℃; for 3.5h; Inert atmosphere; | 86% |
With lithium tetrafluoroborate In acetonitrile for 5h; Ambient temperature; | 40% |
With water; β‐cyclodextrin at 20℃; for 96h; | 33 % Chromat. |
N-(Benzylidene)cyclohexylidenemethylamine
A
benzaldehyde
B
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane for 1h; Heating; | A n/a B 94% |
Conditions | Yield |
---|---|
With iron(III) chloride In N,N-dimethyl-formamide at 25℃; for 0.25h; sonication; | 92% |
With Cr-MCM-41 zeolite on silica gel for 0.1h; microwave irradiation; | 88% |
With vanadium(III) chloride In tetrahydrofuran for 8h; Ambient temperature; | 77% |
Yield given; | |
With gold(III) tribromide; dimethylglyoxal In tetrahydrofuran; water at 60℃; for 15h; pH=7; | 100 %Spectr. |
cyclohexanecarboxylic acid Li-salt
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature; | 92% |
N′-(cyclohexylmethylene)-4-methylbenzenesulfonohydrazide
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 1.5h; Heating; | 92% |
With Cr-MCM-41 zeolite on silica gel for 0.133333h; microwave irradiation; | 86% |
Conditions | Yield |
---|---|
With thexylchloroborane-Me2SO4 In dichloromethane for 0.25h; Ambient temperature; | 91% |
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h; | 89% |
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 1h; Ambient temperature; | 88% |
2-cyclohexyl-1,3-benzodithiole
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With tetrafluoroboric acid; mercury(II) oxide In tetrahydrofuran for 0.166667h; Heating; | 90% |
(2R,5S)-2-cyclohexyl-5-<(phenylsulfonyl)methyl>-1,3-dioxolan-4-one
A
(2R)-2-cyclohexyl-5-methylene-1,3-dioxolan-4-one
B
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0℃; for 2h; Title compound not separated from byproducts; | A 90% B 10% |
Conditions | Yield |
---|---|
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature; | 90% |
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile at 20℃; | 90% |
cyclohexylmethyl trimethylsilyl ether
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate; HZSM-5 zeolite In water for 0.166667h; microwave irradiation; | 90% |
Conditions | Yield |
---|---|
Stage #1: Cyclohexyl iodide With iodine; triethylamine; triphenylphosphine In dichloromethane; toluene at 20℃; for 0.0833333h; Sealed tube; Green chemistry; Stage #2: formic acid In dichloromethane; toluene at 70℃; for 1.5h; Sealed tube; Green chemistry; | 89% |
Conditions | Yield |
---|---|
aluminum oxide; ammonium cerium(IV) nitrate for 0.00555556h; microwave irradiation; | 88% |
(dimethoxymethyl)cyclohexene
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
perchloric acid In methanol; water at 25 - 30℃; for 0.166667h; | 88% |
With water In methanol at 25 - 30℃; for 0.25h; | 88% |
With chloral hydrate In hexane at 25℃; for 1.5h; Inert atmosphere; | 83% |
With water; potassium carbonate; K12[Ga4(N,N'-bis(2,3-diOHbenzoyl)-1,5-diaminonaphthalene)6] at 50℃; for 6h; pH=10; |
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In diethyl ether at -78℃; | 86% |
With phenylsilane; cobalt(II) diacetate tetrahydrate; sodium triethylborohydride In 1,2-dimethoxyethane; toluene at 25℃; for 15h; Inert atmosphere; Schlenk technique; | 82% |
With naphthalene In tetrahydrofuran; hexane at 0℃; for 1h; | 81 % Chromat. |
2-cyclohexyl-2-hydroxyacetic acid
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide; sodium hypochlorite In diethyl ether 1.) 0 deg C -> room temperature, 2.) room temperature, 2 h; | 85% |
cyclohexylidene(N-methylanilino)methane
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran for 5h; Ambient temperature; | 85% |
Conditions | Yield |
---|---|
With (NH4)4[ZnMo6O18(OH)6]; oxygen In water; acetonitrile at 60℃; under 760.051 Torr; for 12h; | 85% |
(dimethylphenylsilyl)-1-cyclohexylmethanol
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With chromium(VI) oxide In dimethyl sulfoxide at 25℃; | 83% |
N-(4-Chlorobenzylidene)cyclohexylidenemethylamine
A
4-chlorobenzaldehyde
B
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane for 1h; Heating; | A n/a B 83% |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 0.5h; | 100% |
With (2,6-dichlorophenyl)bis(2,3,5,6-tetrafluorophenyl)borane; hydrogen In tetrahydrofuran at 100℃; under 15201 Torr; for 6h; Sealed tube; Molecular sieve; Autoclave; Green chemistry; | 97% |
With hydrogen In toluene at 110℃; under 7500.75 Torr; for 18h; | 95% |
nitromethane
cyclohexanecarbaldehyde
1-cyclohexyl-2-nitroethanol
Conditions | Yield |
---|---|
tris(bis(trimethylsilyl)amido)samarium(III) In tetrahydrofuran for 25h; Ambient temperature; | 100% |
With potassium fluoride In isopropyl alcohol at 0 - 20℃; for 24h; Inert atmosphere; | 100% |
With calcium oxide at 50℃; for 12h; | 99% |
Conditions | Yield |
---|---|
Stage #1: malonic acid; cyclohexanecarbaldehyde With piperidine; pyridine at 20 - 80℃; for 6h; Doebner reaction; Stage #2: With hydrogenchloride In water Cooling with ice; | 100% |
With piperidine; pyridine | 97% |
With piperidine; pyridine |
cyclohexanecarbaldehyde
1-bromocyclohexanecarbaldehyde
Conditions | Yield |
---|---|
With bromine; sodium hydrogencarbonate | 100% |
With 5,5-dibromobarbituric acid In diethyl ether for 10h; Ambient temperature; | 85% |
With bromine In 1,4-dioxane; diethyl ether at 0℃; Inert atmosphere; | 58% |
morpholine
cyclohexanecarbaldehyde
4-(cyclohexylidenemethyl)morpholine
Conditions | Yield |
---|---|
In benzene for 2h; Condensation; Heating; | 100% |
In benzene for 3h; Heating; | 89% |
lithium cyanide
benzoyl chloride
cyclohexanecarbaldehyde
benzoic acid cyano(cyclohexyl)methyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.5h; Ambient temperature; | 100% |
4-methoxy-aniline
cyclohexanecarbaldehyde
[2-Cyclohexyl-eth-(E)-ylidene]-(4-methoxy-phenyl)-amine
Conditions | Yield |
---|---|
With magnesium sulfate In toluene | 100% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 2h; Heating; | 100% |
ethane-1,2-dithiol
cyclohexanecarbaldehyde
Cyclohexancarboxaldehyde dithioethyleneacetal
Conditions | Yield |
---|---|
With zeolite HSZ-360 In dichloromethane for 15h; Ambient temperature; | 100% |
With cobalt(II) bromide In dichloromethane for 0.05h; Ambient temperature; | 99% |
With PPA; silica gel In 1,2-dichloro-ethane at 20℃; for 0.5h; | 96% |
carbon monoxide
2,2'-iminobis[ethanol]
cyclohexanecarbaldehyde
2-(2-cyclohexyl-oxazolidin-3-yl)-ethanol
Conditions | Yield |
---|---|
With 1-Methylpyrrolidine; water; 3>PF6 at 140℃; under 51714.8 Torr; for 6h; | 100% |
2-hydroxy-2-methylpropanenitrile
cyclohexanecarbaldehyde
2-cyclohexyl-2-hydroxyacetonitrile
Conditions | Yield |
---|---|
With titanium(IV) isopropylate for 44h; Ambient temperature; | 100% |
With titanium(IV) isopropylate; dl-3-(2-hydroxy-1-naphthylidene)-imino-ε-caprolactam (Nap-ACL) In dichloromethane for 2.5h; Ambient temperature; | 99% |
With ytterbium(III) isopropoxide In tetrahydrofuran for 0.5h; Ambient temperature; | 86% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 2h; Heating; | 100% |
benzylamine
cyclohexanecarbaldehyde
(E)-N-(2-cyclohexylethylidene)benzylamine
Conditions | Yield |
---|---|
With magnesium sulfate In toluene | 100% |
benzylamine
cyclohexanecarbaldehyde
N-(cyclohexylmethylidene)benzylamine
Conditions | Yield |
---|---|
In toluene for 24h; Heating; | 100% |
With magnesium sulfate In benzene for 1h; Ambient temperature; | |
In dichloromethane at 20℃; for 3h; |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 2h; Heating; | 100% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 2h; Heating; | 100% |
carbon tetrabromide
cyclohexanecarbaldehyde
1,1-dibromo-2-cyclohexylethene
Conditions | Yield |
---|---|
With triphenylphosphine In dichloromethane at 0℃; for 1.5h; | 100% |
With triphenylphosphine In dichloromethane for 16h; Heating; | 98% |
With triphenylphosphine | 92% |
Methyl phenyl sulfone
cyclohexanecarbaldehyde
1-cyclohexyl-2-(phenylsulfonyl)ethan-1-ol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; to r.t.; | 100% |
Stage #1: methylphenylsulfonate With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: cyclohexanecarbaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Further stages.; |
(S)-1-phenyl-ethylamine
cyclohexanecarbaldehyde
N-(2-cyclohexylethylidene)-(S)-α-methylbenzylamine
Conditions | Yield |
---|---|
With magnesium sulfate In toluene | 100% |
p,p'-dimethoxybenzhydrylamine
cyclohexanecarbaldehyde
[Bis-(4-methoxy-phenyl)-methyl]-[2-cyclohexyl-eth-(E)-ylidene]-amine
Conditions | Yield |
---|---|
With magnesium sulfate In benzene | 100% |
allyltributylstanane
cyclohexanecarbaldehyde
1-cyclohexyl-3-buten-1-ol
Conditions | Yield |
---|---|
With 4-nitro-benzoic acid In acetonitrile at 25℃; for 10h; | 100% |
With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 10h; Heating; | 99% |
bis(triphenylphosphine)platinum(II) dichloride In tetrahydrofuran for 10h; Heating; | 99% |
(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate
cyclohexanecarbaldehyde
(3S,4R)-4-cyclohexyl-3-methyl-1-buten-4-ol
Conditions | Yield |
---|---|
With 4 A molecular sieve In toluene at -95℃; for 4h; | 100% |
In tetrahydrofuran at -95℃; for 4h; Molecular sieve; stereoselective reaction; | 100% |
cyclohexanecarbaldehyde
trimethylsilylacetylene
(+/-)-1-cyclohexyl-3-(trimethylsilyl)-2-propynol
Conditions | Yield |
---|---|
With n-butyllithium Inert atmosphere; | 100% |
With ethylmagnesium bromide In tetrahydrofuran; diethyl ether at -15 - 20℃; for 3h; Inert atmosphere; | 100% |
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: cyclohexanecarbaldehyde In tetrahydrofuran; hexane at -78 - 24℃; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane | 92% |
cyclohexanecarbaldehyde
butyric acid
2-(Cyclohexyl-hydroxy-methyl)-butyric acid
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran | 100% |
Conditions | Yield |
---|---|
With [(ImDippN)Th{N(SiMe3)2}3] In benzene-d6 at 20℃; for 12h; Reagent/catalyst; | 100% |
(η5-C5Me5)2Sm(THF)2 In toluene 1.) 0 deg C, 0.5 h, 2.) 25 deg C, 2.5 h; | 99% |
With (2,7-dimethyl-1,8-biphenylenedioxy)-bis(diisopropoxyaluminum) In toluene at 21℃; for 0.25h; Dimerization; Tishchenko reaction; | 99% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0 - 25℃; for 2h; | 100% |
With isopropyl alcohol; zirconium(IV) oxide for 6h; Heating; | 99% |
With isopropyl alcohol; zirconium(IV) oxide for 6h; Rate constant; Heating; | 99% |
triethylsilylcyanide
cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
tri-n-butyltin cyanide at 20℃; for 1h; | 100% |
Formula : C7H12O
MW : 112.17
Boiling Point : 161 ° C
Chinese name : cyclohexane formaldehyde; Cyclohexyl - formaldehyde
English title :cyclohexanecarboxaldehyde;cxyclohexanal;
cyclohexanecarbaldehyde
Nature Description : colorless, transparent liquid
Refractive index : n20/D 1.452(lit.)
Fp : 105 °F
storage temp. : 2-8°C
Sensitive : Air Sensitive
MOL File: 2043-61-0.mol
Appearance:Colorless or slight yellow liquid
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