Piperidine

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Piperidine
Image:Piperidine.png
General
Systematic name	Piperidine
Other names	Hexahydropyridine Azacyclohexane
Molecular formula	C₅H₁₁N
SMILES	C1CCCCN1
Molar mass	85.15 g/mol
Appearance	colorless liquid
CAS number	[110-89-4]
Properties
Density and phase	0.862 g/ml, liquid
Solubility in water	miscible
Melting point	-7 °C
Boiling point	106 °C
Basicity (pK_b)	?
Viscosity	? cP at ? °C
Hazards
MSDS	External MSDS
EU classification	Flammable (F) Toxic (T)
NFPA 704	Template:Nfpa
R-phrases	Template:R11, Template:R23/24, Template:R34
S-phrases	Template:S1/2, Template:S16, Template:S26, Template:S27, Template:S45
Flash point	16 °C
RTECS number	TM3500000
Related compounds
Related compounds	pyridine pyrrolidine piperazine
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Piperidine is an organic compound with the molecular formula C₅H₁₁N. It is a cyclic amine with a six-membered ring containing five carbon atoms and one nitrogen atom. It is a clear liquid with a pepper-like odor.

The piperidine skeleton is present in numerous natural alkaloids such as piperine, the main active chemical agent in black pepper and relatives (Piper sp.), hence the name. Piperidine is also a structural element of many pharmaceutical drugs such as raloxifene and minoxidil.

Piperidine is listed as a Table II precursor under the United Nations Convention Against Illicit Traffic in Narcotic Drugs and Psychotropic Substances [1] due to its use (peaking in the 1970s) in the clandestine manufacture of PCP. It is also a byproduct of burning phencyclidine (PCP, phenylcyclohexylpiperidine).

Piperidine is often used as a solvent for its mild basic properties, most notably in Fmoc-strategy solid phase peptide synthesis.

The major industrial application of piperidine is for the production of dipiperidinyl dithium tetrasulfide, which is used as a rubber vulcanization accelerator.

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