N-(4-Oxocyclohexyl)acetamide supplier

Name
N-(4-Oxocyclohexyl)acetamide
EINECS 608-106-4
CAS No. 27514-08-5
Article Data19
CAS DataBase
Density 1.071 g/cm³
Solubility
Melting Point 137 °C
Formula C₈H₁₃NO₂
Boiling Point 359.086 °C at 760 mmHg
Molecular Weight 155.197
Flash Point 168.906 °C
Transport Information
Appearance white crystalline powder
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 4-(Acetylamino)cyclohexanone;4-Acetamidocyclohexanone;
PSA 46.17000
LogP 1.02510

Synthetic route

: 23363-88-4
trans-N-acetyl-4-hydroxycyclohexylamine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
With Jones reagent In acetone at 0 - 30℃;	85%
With Jones Reagens In water at 20℃;	78%
With sodium dichromate; sulfuric acid In water for 0.333333h;	72%

: 27489-60-7
N-((trans)-4-hydroxycyclohexyl)acetamide

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid at 20℃; for 22h; Oxidation;	74%

: 142080-48-6
2-(4-Acetylamino-cyclohexylideneamino)-propionamide

A: 27514-08-5
N-(4-oxocyclohexyl)acetamide

B: 4726-84-5
alanine amide

Conditions

Conditions	Yield
With sodium hydroxide In acetonitrile at 20℃; Rate constant; Kinetics; var. temp.;

: 103-90-2
4-acetaminophenol

A: 1124-53-4
N-cyclohexylacetamide

B: 27489-60-7
N-((trans)-4-hydroxycyclohexyl)acetamide

C: 27489-61-8
cis-(N-4-hydroxycyclohexyl)acetamide

D: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
With hydrogen; RuC In ethanol at 119.85℃; under 37503 Torr; Product distribution; Further Variations:; Catalysts; Solvents;

...Expand

: 27489-62-9
trans-4-hydroxycyclohexylamine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 97 percent / 1 h / Heating 2: 97 percent / 1M aq. NaOH / 0.5 h / 20 °C 3: 74 percent / CrO3; aq. H2SO4 / 22 h / 20 °C View Scheme

: 90978-87-3
trans-4-(acetylamino)cyclohexyl acetate

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 97 percent / 1M aq. NaOH / 0.5 h / 20 °C 2: 74 percent / CrO3; aq. H2SO4 / 22 h / 20 °C View Scheme

: 103-90-2
4-acetaminophenol

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Raney nickel / ethanol / 3 h / 180 °C / 90500.9 Torr 2: 72 percent / sodium dichromate dihydrate, conc. H2SO4 / H2O / 0.33 h View Scheme
With borax; hydrogen In diethylene glycol dimethyl ether
With palladium on activated charcoal; hydrogen In aq. acetate buffer at 105℃; under 4500.45 Torr; pH=10;

: 75-36-5
acetyl chloride

: 4‐aminocyclohexanone

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 18h;

: 103-90-2
4-acetaminophenol

A: 23363-88-4
trans-N-acetyl-4-hydroxycyclohexylamine

B: 27514-08-5
N-(4-oxocyclohexyl)acetamide

Conditions

Conditions	Yield
With hydrogen In ethanol at 170℃; under 37503.8 Torr; for 0.333333h; Autoclave;
With hydrogen In ethanol at 170℃; under 37503.8 Torr; for 0.333333h; Autoclave;

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 4-aminocyclohexan-1-one hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride for 6h; Heating;	100%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 687639-03-8
2-bromo-4-acetamidocyclohexanone

Conditions

Conditions	Yield
With bromine In chloroform at 22℃; for 0.333333h;	100%
With bromine; acetic acid at 60℃; for 1h;
With bromine In water at 45℃;

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 109-77-3
malononitrile

: N-(4-(dicyanomethylene)cyclohexyl)acetamide

Conditions

Conditions	Yield
With ammonium acetate; acetic acid In benzene at 130℃; Knoevenagel Condensation; Dean-Stark;	97%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 3-amino-N,N'-dihydroxyfurazan-4-carboximidamide

: N-(3-(3-aminofurazan-4-yl)-4-hydroxy-1-oxo-2,4-diazaspiro[4,5]decane-2-en-8-yl)acetamide

Conditions

Conditions	Yield
In methanol at 20 - 25℃; for 3h;	94%
In methanol at 20℃; for 1h;	91%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: ethyl 2-(trans/cis)-(4-acetamidocyclohexyl)acetate

Conditions

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With potassium tert-butylate In tetrahydrofuran at 0 - 5℃; for 1h; Wittig-Horner Reaction; Stage #2: N-(4-oxocyclohexyl)acetamide In tetrahydrofuran at 0 - 20℃; for 2h; Stage #3: With palladium 10% on activated carbon; hydrogen at 20℃; under 760.051 Torr; for 24h;	92.6%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With potassium tert-butylate In tetrahydrofuran at 0 - 5℃; for 1h; Wittig-Horner Reaction; Stage #2: N-(4-oxocyclohexyl)acetamide In tetrahydrofuran at 0 - 20℃; for 2h; Wittig-Horner Reaction; Stage #3: With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; ethyl acetate at 20℃; under 760.051 Torr; for 24h;	90%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester; N-(4-oxocyclohexyl)acetamide With potassium tert-butylate In tetrahydrofuran at 0 - 5℃; Stage #2: With 5%-palladium/activated carbon; hydrogen In ethyl acetate at 20℃;

: 119-61-9
benzophenone

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

A: N-(4-benzhydrylidenecyclohexyl)acetamide

B: N-(4'-acetylamino-bicyclohexyliden-4-yl)-acetamide

C: 632-51-9
1,1,2,2-tetraphenylethylene

Conditions

Conditions	Yield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;	A 90.5% B 2% C 4%

...Expand

: 15793-79-0
quinolin-5-yl-hydrazine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 102745-87-9
N-[4-(Quinolin-5-yl-hydrazono)-cyclohexyl]-acetamide

Conditions

Conditions	Yield
In ethanol for 0.333333h; Heating;	89%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: methyl N-(4-acetamidophenyl)-L-phenylalaninate

Conditions

Conditions	Yield
With styrene In 1,4-dioxane; water at 140℃; under 3750.38 Torr; for 5h; Catalytic behavior; Flow reactor; enantioselective reaction;	88%

: 5308-25-8
4-ethylpiperazine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 1214265-83-4
N-(4-(4-ethylpiperazin-1-yl)cyclohexyl)acetamide

Conditions

Conditions	Yield
Stage #1: 4-ethylpiperazine; N-(4-oxocyclohexyl)acetamide With methanesulfonic acid In toluene for 5h; Reflux; Stage #2: With sodium tetrahydroborate; ethanol In toluene at 15 - 20℃; Inert atmosphere;	87%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: N-(4-(hydroxyimino)cyclohexyl)acetamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 100℃;	87%

: 123-75-1
pyrrolidine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 102745-76-6
N-(4-Pyrrolidinocyclohex-3-enyl)acetamid

Conditions

Conditions	Yield
In toluene for 3h; Heating;	85%
In benzene for 4.5h; Heating;
In toluene for 18h; Molecular sieve; Reflux;

: benzyl 2,2-dihydroxy-3-oxobutanoate

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: benzyl 2-(5-acetamido-2-oxocyclohexyl)-2-hydroxy-3-oxobutanoate

Conditions

Conditions	Yield
With L-proline In dichloromethane at 20℃; for 32h;	85%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 107-21-1
ethylene glycol

: 127686-18-4
N-(1,4-Dioxaspiro<4.5>dec-8-yl)acetamid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4h; Heating;	80%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 122-80-5
N-acetyl-p-phenylenediamine

Conditions

Conditions	Yield
With ethene; 5%-palladium/activated carbon; ammonium acetate; potassium carbonate In acetonitrile at 90℃; under 760.051 Torr; for 15h; Reagent/catalyst; Schlenk technique;	80%
With styrene; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 130℃; for 20h; Sealed tube; Inert atmosphere;	65%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 122-51-0
orthoformic acid triethyl ester

: 73625-13-5
4-acetamido-1-ethoxycyclohexene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 25℃; for 16h;	78%

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: C16H19NO4

Conditions

Conditions	Yield
With pyrrolidine In acetonitrile at 50℃; for 12h;	77.1%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 70-55-3
toluene-4-sulfonamide

: 27022-64-6
N-(4-(4-methylphenylsulfonamido)phenyl)acetamide

Conditions

Conditions	Yield
With 1,10-Phenanthroline; palladium(II) trifluoroacetate; oxygen In toluene at 140℃; for 40h;	76%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 95-55-6
2-amino-phenol

: N-((5aS*,11aS*,15S*)-6,12-dihydro-5a,11a-butanobenzo[b]benzo[5,6][1,4]oxazino[2,3-e][1,4]oxazin-15-yl)acetamide

Conditions

Conditions	Yield
With sulfur; acetic acid; dimethyl sulfoxide at 80℃; for 16h; Inert atmosphere; stereoselective reaction;	76%

: 4318-42-7
1-(1-methylethyl)piperazine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 1214265-87-8
N-(4-(4-i-propylpiperazin-1-yl)cyclohexyl)acetamide

Conditions

Conditions	Yield
Stage #1: 1-(1-methylethyl)piperazine; N-(4-oxocyclohexyl)acetamide With methanesulfonic acid In toluene for 5h; Reflux; Stage #2: With sodium tetrahydroborate; ethanol In toluene at 15 - 20℃; Inert atmosphere;	75.6%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 17356-08-0
thiourea

: 2-amino-6-acetylamino-4,5,6,7-tetrahydrobenzothiazole

Conditions

Conditions	Yield
With bromine In acetic acid at 20 - 30℃; for 5h; Reflux;	75%

: 21867-64-1
1-n-propylpiperazine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 1214265-85-6
N-(4-(4-propylpiperazin-1-yl)cyclohexyl)acetamide

Conditions

Conditions	Yield
Stage #1: 1-n-propylpiperazine; N-(4-oxocyclohexyl)acetamide With methanesulfonic acid In toluene for 5h; Reflux; Stage #2: With sodium tetrahydroborate; ethanol In toluene at 15 - 20℃; Inert atmosphere;	73%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: N-<3-<(dimethylamino)methylene>-4-oxocyclohexyl>acetamide

Conditions

Conditions	Yield
With triethylamine In benzene Condensation; Heating;	72%
With triethylamine In benzene for 5.25h; Heating;	57%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 98-95-3
nitrobenzene

: 38674-90-7
4-Acetamido-N-phenylaniline

Conditions

Conditions	Yield
With palladium diacetate; XPhos In 1-methyl-pyrrolidin-2-one at 150℃; for 24h; Inert atmosphere; Sealed vessel;	72%

: 109-01-3
1-methyl-piperazine

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 1214265-81-2
N-(4-(4-methylpiperazin-1-yl)cyclohexyl)acetamide

Conditions

Conditions	Yield
Stage #1: 1-methyl-piperazine; N-(4-oxocyclohexyl)acetamide With methanesulfonic acid In toluene for 5h; Reflux; Stage #2: With sodium tetrahydroborate; ethanol In toluene at 15 - 20℃; Inert atmosphere;	71%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 51-35-4
4R-4-hydroxyproline

: N-(cis-9-oxo-5,6,7,8,8a,9-hexahydro-4aH-pyrrolo[1,2-a]indol-7-yl)acetamide

Conditions

Conditions	Yield
With propionic acid In toluene at 140℃; for 12h; Inert atmosphere; Schlenk technique; stereoselective reaction;	70%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 95-54-5
1,2-diamino-benzene

: N-(quinoxalino[2,3-a]phenazin-6-yl)acetamide

Conditions

Conditions	Yield
With sulfur; dimethyl sulfoxide; trifluoroacetic acid at 100℃; for 16h; Inert atmosphere;	70%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 62-53-3
aniline

: 38674-90-7
4-Acetamido-N-phenylaniline

Conditions

Conditions	Yield
With 1,10-Phenanthroline; oxygen; palladium diacetate In toluene at 135℃; for 37h; Sealed tube;	65%

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 127099-85-8, 780722-26-1
N-Cyanoguanidine

: (+/-)-N-(2,4-diamino-5,6,7,8-tetrahydro-6-quinazolinyl)acetamide

Conditions

Conditions	Yield
at 180℃; for 1.5h; Condensation;	63%

N-(4-Oxocyclohexyl)acetamide Chemical Properties

Molecule structure of N-(4-Oxocyclohexyl)acetamide (CAS NO.27514-08-5):

IUPAC Name: N-(4-Oxocyclohexyl)acetamide
Molecular Weight: 155.19432 [g/mol]
Molecular Formula: C₈H₁₃NO₂
Index of Refraction: 1.476
Molar Refractivity: 40.901 cm³
Molar Volume: 144.957 cm³
Surface Tension: 36.949 dyne/cm
Density: 1.071 g/cm³
Melting Point: 137 °C
Flash Point: 168.906 °C
Enthalpy of Vaporization: 60.464 kJ/mol
Boiling Point: 359.086 °C at 760 mmHg
XLogP3-AA: -0.2
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Tautomer Count: 4
Exact Mass: 155.094629
MonoIsotopic Mass: 155.094629
Topological Polar Surface Area: 46.2
Heavy Atom Count: 11
Canonical SMILES: CC(=O)NC1CCC(=O)CC1
InChI: InChI=1S/C8H13NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h7H,2-5H2,1H3,(H,9,10)
InChIKey: WZEMYWNHKFIVKE-UHFFFAOYSA-N
Product Categories of N-(4-Oxocyclohexyl)acetamide (CAS NO.27514-08-5): (intermediate of pramipexole); organic intermediates

N-(4-Oxocyclohexyl)acetamide Safety Profile

Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

N-(4-Oxocyclohexyl)acetamide Specification

N-(4-Oxocyclohexyl)acetamide (CAS NO.27514-08-5) is also named as 4-N-acetyl-amino-cyclohexanone ; 4-acetamidocyclohexanone ; 4-acetamino- cyclohexanone ; N-4-acetylaminocyclohexanone ; (2-hydroxyphenyl)-(4-methylphenyl)methanone .

Product Name

N-(4-Oxocyclohexyl)acetamide

Synthetic route

N-(4-Oxocyclohexyl)acetamide Chemical Properties

N-(4-Oxocyclohexyl)acetamide Safety Profile

N-(4-Oxocyclohexyl)acetamide Specification

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