4-Piperidinone

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4-Piperidinone
Piperidin-4-one-2D-skeletal.png
Piperidin-4-one-3D-balls.png
Names
Preferred IUPAC name
Piperidin-4-one
Other names
4-Piperidone
Azinanone
Azinan-4-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.050.420 Edit this at Wikidata
EC Number
  • 255-481-1
UNII
  • InChI=1S/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2 checkY
    Key: VRJHQPZVIGNGMX-UHFFFAOYSA-N checkY
  • InChI=1/C5H9NO/c7-5-1-3-6-4-2-5/h6H,1-4H2
    Key: VRJHQPZVIGNGMX-UHFFFAOYAC
  • O=C1CCNCC1
Properties
C5H9NO
Molar mass 99.133 g·mol−1
Boiling point 79 °C (174 °F; 352 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Signal word
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
1
3
Flash point 91 °C (196 °F; 364 K)
Related compounds
Related compounds
Piperidine; 2-Piperidinone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N  (what is checkY☒N ?)
Infobox references

4-Piperidinone is a derivative of piperidine with the molecular formula C5H9NO. 4-Piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs.

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 an alkyl-1,3-acetonedicarboxylate with benzaldehyde and an amine.[1] This multicomponent reaction is related to the Hantzsch pyridine synthesis.

See also[]

References[]

  1. ^ Petrenko-Kritschenko P, Zoneff N (March 1906). "Ueber die Condensation von Aceton‐dicarbonsäureestern mit Benzaldehyd unter Anwendung von Ammoniak". Berichte der Deutschen Chemischen Gesellschaft (in German). 39 (2): 1358–61. doi:10.1002/cber.19060390234.
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