Piperidine
Piperidine
Piperidine (pronounced: pie-per-i-deen) 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, and typical of amines. The name comes from the genus name Piper, which is the Latin word for pepper.
Etymology
The term "piperidine" comes from the genus Piper, derived from the Latin word for pepper (piper). The alkaloid piperine, found in plants in the Piper genus, was the source of piperidine.
Chemical Structure and Properties
Piperidine is a cyclic amine with a nitrogen atom in the ring. It is a base with a pKa of 11.22, which is stronger than that of pyridine. Piperidine is also a nucleophile, and it can react with halogenoalkanes to form secondary amines.
Uses
Piperidine is used as a building block in the synthesis of many pharmaceuticals, including piperidine alkaloids, quinolines, and piperazines. It is also used as a solvent and a base in organic synthesis.
Health Effects
Exposure to piperidine can cause skin and eye irritation, respiratory tract irritation, and central nervous system depression. It is also considered a potential occupational carcinogen.
See Also
External links
- Medical encyclopedia article on Piperidine
- Wikipedia's article - Piperidine
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