Piperidine

Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless liquid with an odor described as objectionable, typical of amines. The name comes from the genus name Piper, which is the Latin word for pepper. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring solenopsins.

Piperidine
Names
IUPAC name
Piperidine
Preferred IUPAC name
Piperidine
Other names
Hexahydropyridine
Azacyclohexane
Pentamethyleneamine
Azinane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.467
EC Number
  • 203-813-0
KEGG
RTECS number
  • TM3500000
UNII
UN number 2401
  • InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2 Y
    Key: NQRYJNQNLNOLGT-UHFFFAOYSA-N Y
  • InChI=1/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2
  • InChI=1/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2
    Key: NQRYJNQNLNOLGT-UHFFFAOYAY
  • C1CCNCC1
Properties
C5H11N
Molar mass 85.150 g·mol−1
Appearance Colorless liquid
Odor Semen-like, fishy-ammoniacal, pungent
Density 0.862 g/mL
Melting point −7 °C (19 °F; 266 K)
Boiling point 106 °C (223 °F; 379 K)
Miscible
Acidity (pKa) 11.22 (protonated)
-64.2·10−6 cm3/mol
Viscosity 1.573 cP at 25 °C
Hazards
GHS labelling:
Danger
H225, H311, H314, H331
P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P361, P363, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
3
3
0
Safety data sheet (SDS) MSDS1
Legal status
Related compounds
Related compounds
 Pyridine
Pyrrolidine
Piperazine
Phosphorinane
Arsinane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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