Pyrrolidine

Chembox new
ImageFileL1=Pyrrolidine.pngImageSizeL1=80px
ImageFileR1=Pyrrolidine3d.pngImageSizeR1=100px
IUPACName=Pyrrolidine
OtherNames=azolidine, azacyclopentane, tetrahydropyrrole
Section1= Chembox Identifiers
CASNo=123-75-1
PubChem=31268
SMILES=C1CCNC1
RTECS=UX9650000

Section2= Chembox Properties
Formula=C4H9N
MolarMass=71.11
Appearance=clear liquid
Density=0.866
MeltingPt=-63 °C
BoilingPt=87 °C
Solubility=miscible
pKa = 11.27
pKb = 2.74

Section3= Chembox Hazards
MainHazards=highly flammable, harmful, corrosive, mutagen
FlashPt=3 °C
Autoignition = 345 °C
NFPA-H = 3
NFPA-F = 3
NFPA-R = 1
RPhrases=11 20/21/22 35
SPhrases=16 26 28 36/37 45

Section8 = Chembox Related
OtherCpds = pyrrole piperidine

Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula C4H9N. It is a cyclic amine with a five-membered ring containing four carbon atoms and one nitrogen atom. It is a clear liquid with an unpleasant ammonia-like odor.

Pyrrolidine is found naturally in the leaves of tobacco and carrot. The pyrrolidine ring structure is present in numerous natural alkaloids such as nicotine and hygrine. It is found in many pharmaceutical drugs such as procyclidine and bepridil. It also forms the basis for the racetam compounds (e.g. piracetam, aniracetam).

A pyrrolidine ring is the central structure of the amino acids proline and hydroxyproline.

In organic chemistry, pyrrolidine is used to activate ketones toward nucleophilic addition by formation of the imine.

See also

* Pyrrole, the aromatic analog with two double bonds
* Pyrroline, an analog with one double bond

External links

* [https://fscimage.fishersci.com/msds/96268.htm Pyrrolidine MSDS]


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Look at other dictionaries:

  • Pyrrolidine —   Molécule de pyrrolidine Général …   Wikipédia en Français

  • pyrrolidine — ● pyrrolidine nom féminin Dénomination courante du tétrahydropyrrole C4H9N. (C est une base forte, employée en synthèse organique.) Nom générique des dérivés de ce composé …   Encyclopédie Universelle

  • pyrrolidine — pirolidinas statusas T sritis chemija apibrėžtis Heterociklinis junginys. formulė (CH₂)₄:NH atitikmenys: angl. azolidine; pyrrolidine rus. азолидин; пирролидин ryšiai: sinonimas – tetrahidropirolas …   Chemijos terminų aiškinamasis žodynas

  • pyrrolidine — /pi roh li deen , din, rol i /, n. Chem. a colorless, water soluble, unpleasant smelling, poisonous liquid, C4H9N, from which proline and certain alkaloids are derived, prepared by reducing pyrrole: used chiefly in organic synthesis. [1880 85;… …   Universalium

  • pyrrolidine — noun any of a class of heterocyclic amines having a saturated five membered ring; especially the parent compound of this class, CHN …   Wiktionary

  • pyrrolidine — 1. Tetrahydropyrrole; pyrrole to which four H atoms have been added; the structural basis of proline and hydroxyproline. 2. A class of alkaloids containing a p. (1) moiety or a p. derivative. * * * pyr·rol·idine pə räl ə .dēn n a liquid… …   Medical dictionary

  • pyrrolidine — pyr·rol·idine …   English syllables

  • pyrrolidine — /pəˈrɒlədin/ (say puh roluhdeen) noun a cyclic amine, C4H9N, derived from proline and some alkaloids. {pyrrol(e) + id3 + ine2} …   Australian English dictionary

  • pyrrolidine — pə̇ˈrōləˌdēn, räl , də̇n noun ( s) Etymology: International Scientific Vocabulary pyrrol + idine : a flammable fuming liquid heterocyclic secondary amine C4H9N obtained from pyrrole by reduction and also prepared synthetically; tetrahydro pyrrole …   Useful english dictionary

  • Pyrrolidine dithiocarbamate — IUPAC name Pyrrolidine 1 carbodithioic acid …   Wikipedia


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