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| CAS No.: | 675-20-7 |
|---|---|
| Name: | 2-Piperidone |
| Molecular Structure: | |
|
|
|
| Formula: | C5H9NO |
| Molecular Weight: | 99.1326 |
| Synonyms: | 2-Piperidone(8CI);2-Oxopiperidine;5-Pentanolactam;Delta-valerolactam;Pentanoic acid, 5-amino-, lactam;Valerolactim;a-Piperidone;d-Valerolactam;Piperidin-2-one; |
| EINECS: | 211-622-9 |
| Density: | 1.001 g/cm3 |
| Melting Point: | 38-40 °C(lit.) |
| Boiling Point: | 256 °C at 760 mmHg |
| Flash Point: | 133.1 °C |
| Solubility: | 291 g/L (25 °C) in water |
| Appearance: | white to yellowish low melting crystalline mass |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37-36/37/38 |
| Safety: | 22-24/25-37/39-26-36 |
| PSA: | 29.10000 |
| LogP: | 0.61530 |
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| 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. |
| 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% |
| 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 14C2H7N*14H(1+)*2H2O*2O(2-)*2Zr(4+)*O122P4W34(18-) In dimethyl sulfoxide at 70℃; for 24h; | 99% |
- 675-20-7
piperidin-2-one
| 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 | 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 | 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 | Yield |
|---|---|
| With triphenylphosphine | 96% |
| 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% |
| 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% |
- 675-20-7
piperidin-2-one
| Conditions | Yield |
|---|---|
| With methanesulfonic acid In toluene for 6h; Heating; | 95% |
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Chemistry
Molecular Structure of 2-Piperidone (CAS NO.675-20-7):
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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
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, |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by subcutaneous and intravenous routes. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: 
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
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.