3-pyrroline

Structural formula
General
Surname	3-pyrroline
other names	2,5-dihydro-1 H -pyrrole 2,5-dihydropyrrole
Molecular formula	C 4 H 7 N
Brief description	colorless liquid
External identifiers / databases
CAS number 109-96-6 EC number 203-723-1 ECHA InfoCard 100.003.386 PubChem 66059 ChemSpider 13870958 Wikidata Q223113
properties
Molar mass	69.11 g · mol -1
Physical state	liquid
density	0.90 g cm −3
boiling point	90-91 ° C
solubility	miscible with water
Refractive index	1.46
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 225-302-314-332 P: 210-280-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

3-pyrroline is a chemical compound from the group of pyrrolines , a cyclic amine that consists of a five-membered ring that contains a double bond . Its structure is derived from that of pyrrole through the formal hydrogenation of a double bond.

presentation

3-pyrroline can be prepared by reduction of pyrrole with zinc dust in acetic acid are shown. Another possibility, which only gives a low yield, is the metathesis reaction of diallylamine with the Schrock catalyst .

properties

3-Pyrroline is a colorless, clear liquid at room temperature that boils at 90–91 ° C. The flash point is −18 ° C.

See also

• 1-pyrroline
• 2-pyrroline

Individual evidence

1. ↑ ^{a b c d} data sheet 3-pyrroline from AlfaAesar, accessed on February 20, 2010 ( PDF )(JavaScript required) . .
2. ↑ ^{a b c d} data sheet 3-Pyrroline from Sigma-Aldrich , accessed on March 18, 2011 ( PDF ).
3. ↑ GL Ciamician, M. Dennstedt: Influence of nascent hydrogen on pyrrole , in: Ber. German Chem. Ges. , 1883 , 16 , pp. 1536-1544; doi : 10.1002 / cber.18830160206 .
4. ↑ Y.-S. Shon, TR Lee: Catalytic ring-closing olefin metathesis of sulfur-containing species: Heteroatom and other effects , in: Tetrahedron Lett. , 1997 , 38 , pp. 1283-1286; doi : 10.1016 / S0040-4039 (97) 00072-5 .