Pyrrolines, also known under the name dihydropyrroles, are three heterocyclic organic chemical compounds that differ in the position of the double bond. Pyrrolines are formally derived from the aromate pyrrole by hydrogenation. 1-Pyrroline is a cyclic imine, and 3-pyrroline is a symmetrical cyclic amine. 2-Pyrroline, an NH-containing enamine, is labile with respect to trimerization.

The three parent pyrrolines are colorless, volatile liquids. + Pyrroline Isomers Property 1-Pyrroline 2-Pyrroline 3-Pyrroline Structure CAS Registry Number5724-81-2638-31-3109-96-6 PubChem CID 79803 94395 66059 Melting Point (°C) — — −57 Boiling Point (°C) 87 90–91 Notable examples 1-pyrroline (parent)1-pyrroline-5-carboxylic acidmyosminepyrrolysine2-acetyl-1-pyrroline 2-acetyl-2-pyrroline3-pyrroline (parent)

N-substituted pyrrolines can be generated by ring-closing metathesis.

See also Pyrrole, the aromatic analog with two double bonds Pyrrolidine, the fully saturated analog without double bonds Indoles and isoindoles, pyrrolines fused to a benzene ring

References

External links Pyrroline, 1-pyrroline, 2-pyrroline, and 3-pyrroline at EMBL-EBI