2-Piperidinone

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, The compound, a colorless solid, is classified as a lactam.

2-Piperidinone
Names
Preferred IUPAC name
Piperidin-2-one
Other names
  • δ-Valerolactam
  • 2-Piperidinone
  • 2-Piperidone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.010.567
PubChem CID
UNII
  • InChI=1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
    Key: XUWHAWMETYGRKB-UHFFFAOYSA-N
  • InChI=1/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
    Key: XUWHAWMETYGRKB-UHFFFAOYAE
SMILES
  • O=C1NCCCC1
Properties
C5H9NO
Molar mass 99.133 g·mol−1
Density 1.073 g/cm3
Melting point 38 to 40 °C (100 to 104 °F; 311 to 313 K)
Boiling point 256 °C (493 °F; 529 K)
291 g/L
Hazards
Flash point > 110 °C (230 °F; 383 K)
Safety data sheet (SDS) MSDS
Related compounds
Related compounds
4-Piperidinone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is the monomer of nylon 5, a polyamide:

n (CH2)4CONH → [HN(CH2)4CO)]n
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