4-Piperidinone

4-Piperidinone


IUPAC name Piperidin-4-one
Other names 4-Piperidone Azinanone Azinan-4-one
Identifiers
CAS number	41661-47-6
ChemSpider	31091^Y
Jmol-3D images	Image 1
SMILES O=C1CCNCC1
InChI InChI=1S/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2^Y Key: VRJHQPZVIGNGMX-UHFFFAOYSA-N^Y InChI=1/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2 Key: VRJHQPZVIGNGMX-UHFFFAOYAC
Properties
Molecular formula	C₅H₉NO
Molar mass	99.13 g/mol
Density	? g/cm³
Boiling point	78-79°C
Hazards
EU classification	Flammable (F) Harmful (Xn) Dangerous for the environment (N)
NFPA 704	3 1 0
Flash point	91°C
Related compounds
Related compounds	Piperidine
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

4-Piperidinone is a derivative of piperidine with the molecular formula C₅H₉N O. 4-Piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs (e.g., fentanyl).

Piperidones

Piperidones are a class of chemical compounds sharing the piperidone skeleton. A classic named reaction for the synthesis of piperidones is the Petrenko-Kritschenko piperidone synthesis which involves combining a alkyl-1,3-acetonedicarboxylate with benzaldehyde and an amine ^[1]. This multicomponent reaction is related to the Hantzsch pyridine synthesis.

References

^ Ueber die Condensation von Aceton-dicarbonsäureestern mit Benzaldehyd unter Anwendung von Ammoniak P. Petrenko-Kritschenko, N. Zoneff Berichte der deutschen chemischen Gesellschaft Volume 39 Issue 2, Pages 1358 - 1361 1906 doi:10.1002/cber.19060390234