| Identification | More | [Name]
2-Piperidone | [CAS]
675-20-7 | [Synonyms]
2-AZACYCLOHEXANONE
2-KETOPIPERIDINE
2-PIPERIDINONE
2-PIPERIDONE
6-VALEROLACTAM
ALPHA-PIPERIDONE
DELTA-VALEROLACTAM
D-VALEROLACTAM
piperidin-2-one
VALEROLACTAM
5-pentanelactam
5-Pentanolactam
Pentanoic acid, 5-amino-, lactam
Piperidon
Piperidone-2
valerolactim
delta-Valerolactame
delta-Valerolactam,97%
i-valerolactam
δ-Valerolactam, 98+% | [EINECS(EC#)]
211-622-9 | [Molecular Formula]
C5H9NO | [MDL Number]
MFCD00006037 | [Molecular Weight]
99.13 | [MOL File]
675-20-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to yellowish low melting crystalline mass | [Melting point ]
38-40 °C (lit.) | [Boiling point ]
256 °C (lit.)
81-82 °C/0.1 mmHg (lit.) | [density ]
1.073
| [refractive index ]
1.4431 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Low Melting Crystalline Mass | [color ]
White to yellow to brown | [PH]
4.8 (200g/l, H2O, 20℃) | [explosive limit]
1.5-8.7%(V) | [Water Solubility ]
291 g/L (25 ºC) | [Sensitive ]
Hygroscopic | [BRN ]
106434 | [Stability:]
Stable under recommended storage conditions., Stable Under Recommended Storage C | [InChI]
1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7) | [InChIKey]
XUWHAWMETYGRKB-UHFFFAOYSA-N | [SMILES]
O=C1CCCCN1 | [CAS DataBase Reference]
675-20-7(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Piperidinone(675-20-7) | [EPA Substance Registry System]
2-Piperidone (675-20-7) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H319 | [Precautionary statements ]
P264-P280-P305+P351+P338-P337+P313 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37:Irritating to eyes and respiratory system .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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
| [RTECS ]
TO0110000
| [F ]
3-10 | [TSCA ]
Yes | [HS Code ]
29337900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
white to yellowish low melting crystalline mass | [Uses]
δ-Valerolactam is a useful synthetic intermediate. It is an intermediate used to synthesize Cenicriviroc (C256550), an experimental drug candidate for the treatment of HIV infection. It is also a starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition. | [Definition]
ChEBI: 2-Piperidone is a delta-lactam that is piperidine which is substituted by an oxo group at position 2. It has a role as an EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor. It is a member of piperidones and a delta-lactam. | [Preparation]
2-Piperidone can be obtained from cyclopentanone as raw material by a two-step reaction. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 102, p. 7629, 1980 DOI: 10.1021/ja00546a001
Tetrahedron Letters, 28, p. 2829, 1987 DOI: 10.1016/S0040-4039(00)96220-8
The Journal of Organic Chemistry, 21, p. 965, 1956 DOI: 10.1021/jo01115a010 | [storage]
Store at -20°C | [Purification Methods]
Purify it by repeated fractional distillation.[Cowley J Org Chem 23 1330 1958, Reppe et al. Justus Liebigs Ann Chem 596 198 1955, IR: Huisgen et al. Chem Ber 90 1437 1957.] The hydrochloride has m 183-184o (from isoPrOH or EtOH/Et2O) [Hurd et al. J Org Chem 17 865 1952], and the oxime has m 122.5o (from pet ether) [Behringer & Meier Justus Liebigs Ann Chem 607 67 1957]. The picrate has m 92-93o. [Beilstein 21 H 239, 21 III/IV 3170, 21/6 V 396.] |
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