Back بيبريدين Arabic Piperidin Azerbaijani Piperidina Catalan Piperidin Czech Piperidin German Πιπεριδίνη Greek Piperidino Esperanto Piperidina Spanish Piperidina Basque پیپریدین Persian
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| Names | |||
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| IUPAC name
Piperidine
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| Preferred IUPAC name
Piperidine[2] | |||
| Other names
Hexahydropyridine
Azacyclohexane Pentamethyleneamine Azinane | |||
| Identifiers | |||
3D model (JSmol)
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| ChEBI | |||
| ChEMBL | |||
| ChemSpider | |||
| ECHA InfoCard | 100.003.467 | ||
| EC Number |
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| KEGG | |||
PubChem CID
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| RTECS number |
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| UNII | |||
| UN number | 2401 | ||
CompTox Dashboard (EPA)
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| Properties | |||
| C5H11N | |||
| Molar mass | 85.150 g·mol−1 | ||
| Appearance | Colorless liquid | ||
| Odor | Semen-like,[3] 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)[4] | ||
| -64.2·10−6 cm3/mol | |||
| Viscosity | 1.573 cP at 25 °C | ||
| Hazards | |||
| GHS labelling: | |||
  
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| 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) | |||
| Safety data sheet (SDS) | MSDS1 | ||
| Legal status | |||
| Related compounds | |||
Related compounds
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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).
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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.[6] The name comes from the genus name Piper, which is the Latin word for pepper.[7] 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.[8]
- ^ "International Chemical Safety Card 0317". 28 January 2024.
- ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 142. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
- ^ Amoore, J. E. (1975). "Specific anosmia to 1-pyrroline: The spermous primary odor". J. Chem. Ecol. 1 (3): 299–310. Bibcode:1975JCEco...1..299A. doi:10.1007/BF00988831. S2CID 19318345.
- ^ Hall, H. K. (1957). "Correlation of the Base Strengths of Amines". J. Am. Chem. Soc. 79 (20): 5441–5444. doi:10.1021/ja01577a030.
- ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-15.
- ^ Frank Johnson Welcher (1947). Organic Analytical Reagents. D. Van Nostrand. p. 149.
- ^ Senning, Alexander (2006). Elsevier's Dictionary of Chemoetymology. Amsterdam: Elsevier. ISBN 978-0-444-52239-9.
- ^ Pianaro, Adriana; Fox, Eduardo G.P.; Bueno, Odair C.; Marsaioli, Anita J. (May 2012). "Rapid configuration analysis of the solenopsins". Tetrahedron: Asymmetry. 23 (9): 635–642. doi:10.1016/j.tetasy.2012.05.005.