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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.
OverviewAI-generated
Piperidine is a chemical compound with the formula C₅H₁₁N. It has a mass of 85.089 and a density of 0.862. The substance exhibits a boiling point of 106.22 and melting points recorded as -9, -11, and -11.03. Its refractive index is 1.453, and its dynamic viscosity is 1.573.
The compound has a pKa of 11.22 and an ionization energy of 8.05. According to PubChem data, piperidine has an xlogp of 0.8 and a topological polar surface area of 12. It contains one hydrogen bond donor and one hydrogen bond acceptor, with a charge of 0. The IUPAC name for the compound is piperidine.
Synthesized by Vinony from 24 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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
~5 min read
Encyclopedic overview
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.
Excerpted from Wikipedia’s “piperidine” article, available under the CC BY-SA 4.0 licence.