2-Piperidone supplier | CasNO.675-20-7

Name
2-Piperidone
EINECS 211-622-9
CAS No. 675-20-7
Article Data240
CAS DataBase
Density 1.001 g/cm³
Solubility 291 g/L (25 °C) in water
Melting Point 38-40 °C(lit.)
Formula C₅H₉NO
Boiling Point 256 °C at 760 mmHg
Molecular Weight 99.1326
Flash Point 133.1 °C
Transport Information
Appearance white to yellowish low melting crystalline mass
Safety 22-24/25-37/39-26-36
Risk Codes 36/37-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Piperidone(8CI);2-Oxopiperidine;5-Pentanolactam;Delta-valerolactam;Pentanoic acid, 5-amino-, lactam;Valerolactim;a-Piperidone;d-Valerolactam;Piperidin-2-one;
PSA 29.10000
LogP 0.61530

Synthetic route

: 142-08-5
2-hydroxypyridin

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
Stage #1: 2-hydroxypyridin With palladium 10% on activated carbon; hydrogen; acetic acid at 24 - 28℃; for 15h; Stage #2: In methanol	100%
With nickel-copper at 200 - 235℃; under 29420.3 Torr; Hydrogenation;
With 1,4-dioxane; palladium at 55℃; Hydrogenation;
With ethanol; nickel under 36775.4 - 73550.8 Torr; Hydrogenation;
With C33H49ClNRh; hydrogen In 2,2,2-trifluoroethanol; water at 70℃; under 7500.75 Torr; for 24h; Autoclave;	99 %Chromat.

: 1192-28-5
Cyclopentanone oxime

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With aluminium trichloride at 40℃; for 0.5h; Rearrangement;	100%
With tin(II) chloride dihdyrate; tetra-(n-butyl)ammonium iodide In acetonitrile for 0.5h; Beckmann Rearrangement; Molecular sieve; Reflux;	96%
With silica gel; caesium carbonate; N-tosylimidazole In N,N-dimethyl-formamide for 2h; Beckmann rearrangement; Reflux;	88%

: 660-88-8
5-aminopentanoic acid

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With silica gel In toluene for 1.5h; Heating;	99%
With tris(2,2,2-trifluoroethyl) borate In acetonitrile at 80℃; for 5h; Reagent/catalyst;	99%
With 14C2H7N14H(1+)2H2O2O(2-)2Zr(4+)*O122P4W34(18-) In dimethyl sulfoxide at 70℃; for 24h;	99%

: C16H29NO3

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With acetic acid at 105℃; for 5h;	98%

: 85908-96-9
2-oxopiperidine-1-carboxylic acid tert-butyl ester

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With water at 100℃; for 0.5h;	97%
With silica gel; ytterbium(III) triflate In neat (no solvent) at 40℃; for 6h;	96%
In acetonitrile at 300℃; under 75007.5 Torr;	95%
With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 50℃; for 18h; Sealed tube;	94%

: 106412-35-5
N-benzyloxycarbonyl-2-piperidone

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
Stage #1: N-benzyloxycarbonyl-2-piperidone With diethylaluminium chloride In hexane; dichloromethane at -78℃; for 0.166667h; Stage #2: With methyl-phenyl-thioether In hexane; dichloromethane at 25℃; for 1h;	97%

: 1089312-85-5
N-cyclohexyl-2-thiazolinylsulfenamide

: 660-88-8
5-aminopentanoic acid

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With triphenylphosphine	96%

: 2508-29-4
5-hydroxypentylamine

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With Rh(trop2N)(PPh3); methacrylic acid methyl ester In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;	96%
With dichloro(benzene)ruthenium(II) dimer; sodium hydride; acetonitrile; 1,3-di(propan-2-yl)-1H-imidazol-3-ium bromide In toluene for 36h; Inert atmosphere; Reflux;	94%
With sodium hydride; dichloro(benzene)ruthenium(II) dimer; acetonitrile; 1,3-di(propan-2-yl)-1H-imidazol-3-ium bromide In toluene for 36h; Conversion of starting material; Inert atmosphere; Reflux;	94%

: 120-92-3
cyclopentanone

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With sodium azide; sulfuric acid; silica gel at 60℃; for 0.416667h; Schmidt reaction;	95%
With acetylhydroxamic acid; sulfuric acid In acetonitrile at 80℃; under 1292.9 Torr; for 0.133333h; Microwave irradiation;	87%
With hydroxylamine hydrochloride at 120℃; for 6h; Beckmann rearrangement; neat (no solvent);	80%

: 1-((R)-1-Phenyl-ethyl)-piperidin-2-one

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With methanesulfonic acid In toluene for 6h; Heating;	95%

: 2508-29-4
5-hydroxypentylamine

A: 110-89-4
piperidine

B: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With RuCl2[PPh2(CH2)4PPh2][2-(H2NCH2)C5H4N]; potassium hydroxide In toluene for 16h; Inert atmosphere; Reflux;	A 7% B 93%
With dodecacarbonyl-triangulo-triruthenium; N–phenyl–2–(dicyclohexylphosphino)pyrrole In cyclohexane at 140℃; for 21h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Autoclave;

: δ-aminovaleric acid potassium salt

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; bis(trichloromethyl) carbonate; potassium hydroxide In water; acetonitrile at 60℃; for 0.00277778h; Inert atmosphere;	93%

: 142-08-5
2-Pyridone

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 24h;	92%

: 76944-94-0
N-benzyloxycarbonyl-5-aminovaleric acid succinimide ester

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethyl acetate	91%

: 1360453-32-2
5-azidopentanamide

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
Stage #1: 5-azidopentanamide With triphenylphosphine In tetrahydrofuran at 20℃; for 1h; Stage #2: With water In tetrahydrofuran for 24h; Reflux;	91%
With tri-n-butyl-tin hydride In toluene for 24h; Reflux;	84%

: 1-Azido-1-methylsulfanyl-cyclopentane

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With trifluoroacetic acid In chloroform at 25℃; for 2h;	88%

: 1119-46-6
5-chloro-valeric acid

A: 110-89-4
piperidine

B: 675-20-7
piperidin-2-one

C: 110-58-7
1-pentanamine

D: 109-73-9
N-butylamine

Conditions

Conditions	Yield
Stage #1: 5-chloro-valeric acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry;	A 85% B 9% C 2% D 2%

...Expand

: 110-89-4
piperidine

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With 5.4 wt% Au/CeO2; water; oxygen In diethylene glycol dimethyl ether at 160℃; under 760.051 Torr; for 2.5h; Catalytic behavior; Schlenk technique;	83%
With water; oxygen at 100℃; under 760.051 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Time; Green chemistry;	80%
With oxygen; gold on silica dioxide In toluene at 100℃; for 100h;	60%

: Co{(N4C19H6(CH3)8)(CH2CH2COOC3H7)4(CH2COOC3H7)3}(CH2CHC(O)NHCH2CH2)(1+)

A: 2555-05-7
3-methyl-2-pyrrolidinone

B: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
In methanol Irradiation (UV/VIS); anaerobic irradiation 1h with visible light at 20°C; analyzing products by GLC;	A 83% B 3%
In benzene Irradiation (UV/VIS); anaerobic irradiation 1h with visible light at 20°C; analyzing products by GLC;	A 76% B 2%
In water Irradiation (UV/VIS); anaerobic irradiation 1h with visible light in single-compartment vesicle of N,N-dihexadecyl-Nα-(6-(trimethylammonio)hexanoyl)-L-alaninamide bromide at 20°C; phosphate-borate buffer; analyzing products by GLC;	A 63% B 24%

: 3-phenylpropyl 4-cyanobutanoate

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With platinum(IV) oxide; carbon monoxide; hydrogen In methanol at 25℃; for 72h; Autoclave; Inert atmosphere;	80%

: 89896-39-9
ethyl 5-azidovalerate

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With water; triphenylphosphine In tetrahydrofuran for 12h; Ambient temperature;	77%

: 120-92-3
cyclopentanone

A: 675-20-7
piperidin-2-one

B: 1192-28-5
Cyclopentanone oxime

Conditions

Conditions	Yield
With acetylhydroxamic acid; sulfuric acid In acetonitrile for 8h; Reflux;	A 75% B 6%
With ammonium hydroxide; molecular sieve; dihydrogen peroxide at 79.9℃; for 5h; other catalyst; further ketones;

: 4-cyanobutanoic acid ammonium salt

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With ammonium hydroxide; hydrogen; nickel In water at 70℃; under 25857.4 Torr; for 3.5h;	74%

: 90048-89-8
Cyclopentylmethylketoxim

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With sulfonated polymeric solid acid H-PDVB-SO3H In benzonitrile at 130℃; for 1h; Beckmann Rearrangement;	74%

: 3553-93-3
1-(trimethylsilyl)piperidin-2-one

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

A: 675-20-7
piperidin-2-one

B: 2857-97-8
trimethylsilyl bromide

C: 2-(2-Oxo-piperidin-1-yl)-propionic acid ethyl ester

D: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
at 155 - 180℃; for 3h; Yields of byproduct given;	A n/a B n/a C 73% D n/a

...Expand

: 2577-48-2
methyl (2S)-pyrrolidine carboxylate

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; Trimethylacetic acid In tetrahydrofuran at 0 - 20℃; for 0.166667h; Deamination;	73%

: 642093-74-1
((E)-1-Propenyl)-piperidin-2-one

: 675-20-7
piperidin-2-one

Conditions

Conditions	Yield
Stage #1: ((E)-1-Propenyl)-piperidin-2-one With ruthenium trichloride; sodium periodate In water; 1,2-dichloro-ethane Stage #2: With sodium hydrogencarbonate; sodium carbonate In water; 1,2-dichloro-ethane	70%
Multi-step reaction with 2 steps 1: NaIO4; aq. RuCl3 / 1,2-dichloro-ethane / 20 °C 2: 100 mg / aq. NaHCO3; Na2CO3 / acetone View Scheme

: 67-56-1
methanol

: 54468-04-1
N-chloro-δ-valerolactam

A: 675-20-7
piperidin-2-one

B: 63853-82-7
6-methoxypiperidin-2-one

Conditions

Conditions	Yield
for 0.25h; Irradiation;	A 5 % Chromat. B 69%

...Expand

: 675-20-7
piperidin-2-one

: 50550-65-7
1-nitrosopiperidin-2-one

Conditions

Conditions	Yield
With sodium acetate; dinitrogen tetraoxide In dichloromethane at -10℃; for 1h;	100%
With 3,3-dimethyl-2-nitroso-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide In 1,2-dichloro-ethane at 80℃; Sealed tube;	93%
With diethyl ether; nitrous anhydride unter Kuehlung;

: 675-20-7
piperidin-2-one

: 75-87-6
chloral

: 65101-81-7
1-(2,2,2-Trichloro-1-hydroxy-ethyl)-piperidin-2-one

Conditions

Conditions	Yield
In benzene for 2h; Heating;	100%

: 675-20-7
piperidin-2-one

: 824-94-2
p-methoxybenzyl chloride

: 128773-73-9
N-(4-Methoxybenzyl)-δ-valerolactam

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Reflux; Inert atmosphere;	100%
With sodium hydride In tetrahydrofuran for 23h; Heating;	94%
With sodium t-butanolate In dimethyl sulfoxide at 20℃; for 3h;	78%
With potassium hydroxide; tetrabutylammomium bromide In toluene for 8h; Heating;	52%
With tetrabutylammomium bromide; potassium hydroxide In toluene for 8h; Dean-Stark;	28.8 g

: 675-20-7
piperidin-2-one

: 98-09-9
benzenesulfonyl chloride

: 7744-25-4
1-Benzenesulfonyl-3,4,5,6-tetrahydropyridin-2-one

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: benzenesulfonyl chloride In tetrahydrofuran; hexane at -78℃; for 4h; Inert atmosphere;	100%
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 3h;	94%
With n-butyllithium 1.) THF, hexane, -60 deg C, 20 min, 2.) THF, hexane, from -60 deg C to 0 deg C, 2.5 h; Yield given. Multistep reaction;

: 675-20-7
piperidin-2-one

: 140-88-5
ethyl acrylate

: 88948-40-7
1-(2-ethoxycarbonylethyl)-2-piperidinone

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran Michael addition reaction;	100%
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 0.166667h; Product distribution; Mechanism; variation of reaction time and amount of CsF; further α,β-unsaturated esters; further amides; presence of different solvents;	98%
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 0.166667h;	98%

: 675-20-7
piperidin-2-one

: 5292-43-3
bromoacetic acid tert-butyl ester

: 216252-69-6
1-t-Butoxycarbonylmethyl-2-piperidone

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With sodium hydride In toluene at 0℃; for 1h; Metallation; Stage #2: bromoacetic acid tert-butyl ester at 20℃; for 10h; Alkylation;	100%
With P-tris(dimethylamino)-C-dimethylphosphonium ylide In tetrahydrofuran at -78 - 20℃; for 3h; Alkylation;	71%

: 675-20-7
piperidin-2-one

: 3355-28-0
1-Bromo-2-butyne

: 1-but-2-ynyl-piperidin-2-one

Conditions

Conditions	Yield
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In tetrahydrofuran for 4h; Heating;	100%

: 675-20-7
piperidin-2-one

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 1039889-84-3
4-(2-oxopiperidinomethyl)benzoate

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: Methyl 4-(bromomethyl)benzoate In N,N-dimethyl-formamide at 20℃; for 3h;	100%

: 675-20-7
piperidin-2-one

: 24424-99-5
di-tert-butyl dicarbonate

: 85908-96-9
2-oxopiperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at -78℃; for 0.5h; Further stages.;	99%
Stage #1: piperidin-2-one With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	98%
Stage #1: piperidin-2-one With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane at -78℃; for 0.75h; Inert atmosphere;	97%

: 675-20-7
piperidin-2-one

: 1121-89-7
piperidine-2,6-dione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at 0 - 25℃; for 48h;	99%
With manganese(II) triflate; 4,4'-diamino-2,2'-bipyridyl; dihydrogen peroxide In acetone at 20℃; for 1h; Reagent/catalyst;	98%
With potassium peroxymonosulphate; water; potassium bromide In dichloromethane at 20℃; for 7h; Sealed tube; Irradiation;	95%
With oxygen; titanium(IV) oxide In water for 48h; Irradiation;	0.9 mmol

: 675-20-7
piperidin-2-one

: 106-95-6
allyl bromide

: 28737-46-4
1-allyl-2-piperidinone

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With sodium hydride In tetrahydrofuran Stage #2: allyl bromide In tetrahydrofuran	99%
With sodium hydride In tetrahydrofuran at 20℃;	92%
With potassium hydride In tetrahydrofuran at 0 - 20℃; for 20h;	89%

: 675-20-7
piperidin-2-one

: 5798-75-4
Ethyl 4-bromobenzoate

: N-(4-ethoxycarbonylphenyl)-2-piperidone

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In toluene at 110℃; for 23h;	99%

: 675-20-7
piperidin-2-one

: 591-50-4
iodobenzene

: 4789-09-7
1-phenylpiperidin-2-one

Conditions

Conditions	Yield
With aluminum oxide; potassium fluoride; copper(l) iodide; 1,10-Phenanthroline In toluene at 110℃; for 8h;	99%
With potassium phosphate; copper(l) iodide; N-Methyl-L-proline Methyl Ester In dimethyl sulfoxide at 110℃; for 5h; Goldberg reaction; Inert atmosphere;	81%
With potassium carbonate In neat (no solvent) at 120℃; for 20h; Catalytic behavior; Green chemistry;	75%

: 675-20-7
piperidin-2-one

: 106-96-7
propargyl bromide

A: 18327-29-2
N-propargyl δ-valerolactam

B: 214219-69-9
N-(1,2-propadienyl)valerolactam

Conditions

Conditions	Yield
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In tetrahydrofuran for 4h; Heating;	A n/a B 99%

...Expand

: 675-20-7
piperidin-2-one

: 19810-31-2
Benzyloxyacetyl chloride

: 840-11-9
1-(2-(benzyloxy)acetyl)piperidin-2-one

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With pyridine; dmap In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: Benzyloxyacetyl chloride In dichloromethane at 50℃; for 16h; Inert atmosphere;	99%
With pyridine In toluene for 12h; Heating;	2.95 g

: 675-20-7
piperidin-2-one

: 192702-01-5
3-chloro-4-fluorobenzyl bromide

: 865300-49-8
1-(3-chloro-4-fluorobenzyl)piperidin-2-one

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In tert-butyl methyl ether; water at 20 - 30℃; for 0.5h; Inert atmosphere; Large scale; Stage #2: 3-chloro-4-fluorobenzyl bromide In tert-butyl methyl ether; water at 20 - 30℃; for 0.5h; Inert atmosphere; Large scale;	99%
Stage #1: piperidin-2-one With tert-butyl methyl ether; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water at 20 - 30℃; for 0.5h; Inert atmosphere; Large scale; Stage #2: 3-chloro-4-fluorobenzyl bromide In water at 20 - 30℃; Inert atmosphere; Large scale;	99%
Stage #1: piperidin-2-one; tetrabutylammonium sulfate In tert-butyl methyl ether at 20℃; for 0.0833333h; Stage #2: 3-chloro-4-fluorobenzyl bromide With sodium hydroxide In tert-butyl methyl ether; water at 20 - 30℃; for 4h;
Stage #1: piperidin-2-one With sodium hydride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0℃; for 0.583333h; Stage #2: 3-chloro-4-fluorobenzyl bromide In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0 - 20℃;
Stage #1: piperidin-2-one With sodium hydride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0℃; for 0.583333h; Stage #2: 3-chloro-4-fluorobenzyl bromide In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0 - 20℃;

: 675-20-7
piperidin-2-one

: 929910-27-0
4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylaniline

: 4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethyl-N-[piperidin-2-ylidene]aniline

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With trichlorophosphate In toluene at 20℃; for 2h; Stage #2: 4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylaniline In toluene for 5h; Heating / reflux; Stage #3: With sodium hydroxide In water; toluene	99%

: 675-20-7
piperidin-2-one

: 627-95-2
5-amino-valeric acid ; hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; water at 90℃; for 24h;	98%
With water; hydrogen cation

: 675-20-7
piperidin-2-one

: 14371-10-9
(E)-3-phenylpropenal

: 60437-57-2
1-(3-phenylpropionyl)-2-piperidone

Conditions

Conditions	Yield
Stage #1: piperidin-2-one; (E)-3-phenylpropenal With Shvo's Catalyst In toluene at 100℃; for 24h; Inert atmosphere; Stage #2: With hydrogen In toluene at 100℃; under 760.051 Torr; for 5h;	98%

: 675-20-7
piperidin-2-one

: C11H5BrF3N3S

: 2-(2-oxo-1-piperidinyl)-6-(4-trifluoromethylphenyl)imidazo[2,1-b]-[1,3,4]thiadiazole

Conditions

Conditions	Yield
With potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 130℃; for 0.25h; Buchwald-Hartwig Coupling; Inert atmosphere; Microwave irradiation;	98%

: 675-20-7
piperidin-2-one

: 100-44-7
benzyl chloride

: 75-03-6
ethyl iodide

: 95936-18-8
3-ethyl-1-(phenylmethyl)-2-piperidinone

Conditions

Conditions	Yield
Stage #1: piperidin-2-one With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: ethyl iodide In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere; Stage #3: benzyl chloride In tetrahydrofuran; hexane at -78 - 20℃; for 3h; Inert atmosphere;	98%

...Expand

: 675-20-7
piperidin-2-one

: 1462-37-9
bromoethyl-2-benzyl ether

: 157399-43-4
1-(2-(benzyloxy)ethyl)piperidin-2-one

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran 1.) 0 deg C; 2.) heating;	97%

: 675-20-7
piperidin-2-one

: 100-39-0
benzyl bromide

: 4783-65-7
N-benzyl-2-piperidinone

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78 - 20℃;	97%
Stage #1: piperidin-2-one With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: benzyl bromide In tetrahydrofuran; hexane at -78 - 20℃;	97%
With n-butyllithium In tetrahydrofuran at -78 - 20℃;	97%

: 675-20-7
piperidin-2-one

: 54256-37-0
2-(ethylthio)acetyl chloride

: 221444-84-4
1-ethylsulfenylacetylpiperidin-2-one

Conditions

Conditions	Yield
In benzene for 12h; Heating;	97%
Heating;
In benzene

2-Piperidone Chemical Properties

Molecular Structure of 2-Piperidone (CAS NO.675-20-7):

IUPAC Name: piperidin-2-one
Molecular Formula: C₅H₉NO
Molecular Weight: 99.13
EINECS: 211-622-9
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 20.31 Å²
Index of Refraction: 1.448
Molar Refractivity: 26.53 cm³
Molar Volume: 98.9 cm³
Surface Tension: 31.2 dyne/cm
Density: 1.001 g/cm³
Flash Point: 133.1 °C
Enthalpy of Vaporization: 49.35 kJ/mol
Boiling Point: 256 °C at 760 mmHg
Vapour Pressure: 0.0158 mmHg at 25°C
Melting point: 38-40 °C(lit.)
Water Solubility: 291 g/L (25 °C)
Sensitive: Hygroscopic
BRN: 106434
InChI
InChI=1/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
Smiles
C1(CCCCN1)=O
Product Categories: Pharmaceutical Intermediates; Piperidine

2-Piperidone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
frog	LDLo	subcutaneous	3gm/kg (3000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) CARDIAC: OTHER CHANGES	Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 50, Pg. 199, 1903.
mouse	LD50	intraperitoneal	> 1gm/kg (1000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Journal of Pharmaceutical Sciences. Vol. 60, Pg. 1058, 1971.
mouse	LD50	intravenous	600mg/kg (600mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 93, Pg. 143, 1953.
rat	LD50	intravenous	> 3gm/kg (3000mg/kg)		United States Patent Document. Vol. #3380887,
rat	LDLo	oral	11gm/kg (11000mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS	National Technical Information Service. Vol. OTS0571235,

2-Piperidone Consensus Reports

Reported in EPA TSCA Inventory.

2-Piperidone Safety Profile

Moderately toxic by subcutaneous and intravenous routes. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Irritant Xi
Risk Statements: 36/37-36/37/38
R36/37:Irritating to eyes and respiratory system.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 3-10
HS Code: 29337900

2-Piperidone Specification

2-Piperidone , with CAS number of 675-20-7, can be called a-Piperidone ; Piperidin-2-on ; 5-Pentanolactam ; Pentanoic acid, 5-amino-, lactam ; Piperidon ; Piperidone-2 ; Valerolactim ; delta-Valerolactam . It is a white to yellowish low melting crystalline mass, 2-Piperidone (CAS NO.675-20-7) is commonly used as organic reagents and pharmaceutical intermediates,etc.

Product Name

2-Piperidone

Synthetic route

2-Piperidone Chemical Properties

2-Piperidone Toxicity Data With Reference

2-Piperidone Consensus Reports

2-Piperidone Safety Profile

2-Piperidone Specification

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