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Names | |
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Preferred IUPAC name
Piperidin-2-one | |
Other names
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.010.567 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C5H9NO | |
Molar mass | 99.133 g·mol−1 |
Density | 1.073 g/cm3[1] |
Melting point | 38 to 40 °C (100 to 104 °F; 311 to 313 K)[2] |
Boiling point | 256 °C (493 °F; 529 K)[2] |
291 g/L[1] | |
Hazards | |
Flash point | > 110 °C (230 °F; 383 K)[1] |
Safety data sheet (SDS) | MSDS |
Related compounds | |
Related compounds
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4-Piperidinone |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2-Piperidinone (2-piperidone or δ-valerolactam) is an organic compound with the formula (CH2)4CONH. Valerolactam is formed by dehydrogenation of 5-amino-1-pentanol, catalyzed by rhodium and ruthenium complexes, [3][4] The compound, a colorless solid, is classified as a lactam.
It is the monomer of nylon 5, a polyamide:
- n (CH2)4CONH → [HN(CH2)4CO)]n
References
[edit]- ^ a b c 2-Piperidone at Chemical Book
- ^ a b δ-Valerolactam at Sigma-Aldrich
- ^ M. Trincado; K. Kühlein; H. Grützmacher (2011), "Metal-Ligand Cooperation in the Catalytic Dehydrogenative Coupling (DHC) of Polyalcohols to Carboxylic Acid Derivatives", Chem. Eur. J., 17 (42): 11905–11913, doi:10.1002/chem.201101084, PMID 21901769
- ^ D. Pingen; D. Vogt (2014), "Amino-Alcohol Cyclization: Selective Synthesis of Lactams and Cyclic Amines from Amino-Alcohols", Catal. Sci. Technol., 4: 47–52, doi:10.1039/C3CY00513E, hdl:20.500.11820/6875ce86-a727-49b8-949f-f71a172043a3, S2CID 52265163