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piperidine
Sign in to saveAlso known as cyclopentimine, cypentil, hexazane, pip, pentamethylenimine, pentamethyleneamine, pentamethyleneimine, azinane
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, human sperm-like, 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 naturally-occurring solenopsins.
Chemical data
- Formula
- C5H11N
- Molecular weight
- 85.15 g/mol
- IUPAC name
- piperidine
- SMILES
- C1CCNCC1
- InChIKey
- NQRYJNQNLNOLGT-UHFFFAOYSA-N
- XLogP
- 0.8
- Polar surface area
- 12 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
158,377 papersvia PubMed
Wikidata facts
- Mass
- 85.089
Show 10 more facts
- boiling point
- 106.22
- melting point
- -11.03
- refractive index
- 1.453
- dynamic viscosity
- 1.573
- density
- 0.862
- chemical formula
- C₅H₁₁N
- Commons category
- Piperidine
- pKa
- 11.22
- canonical SMILES
- C1CCNCC1
- ionization energy
- 8.05
via Wikidata · CC0
~5 min read
Article
9 sectionsContents
- Production
- Natural occurrence of piperidine and derivatives
- Conformation
- Reactions
- NMR chemical control
- Uses
- List of piperidine medications
- References
- External links
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, human sperm-like, 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 naturally-occurring solenopsins.
== Production == Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid.