1-pyrroline

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Structural formula
Structural formula of pyrroline
General
Surname 1-pyrroline
other names
  • 3,4-dihydro-2 H pyrrole
  • Δ 1 -pyrroline
Molecular formula C 4 H 7 N
Brief description

colorless liquid with a pungent ammonia-like odor, sperm-like

External identifiers / databases
CAS number 5724-81-2
EC number 227-230-6
ECHA InfoCard 100,024,755
PubChem 79803
Wikidata Q161680
properties
Molar mass 69.11 g · mol -1
Physical state

liquid

density

0.85 g cm −3

boiling point

87-89 ° C

Refractive index

1.440-1.446

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
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

1-pyrroline is a chemical compound from the group of pyrrolines , a cyclic imine consisting of a five-membered ring. Its structure is derived from that of pyrrole through the formal hydrogenation of a double bond .

presentation

1-pyrroline can be prepared by oxidation of pyrrolidine with sodium in the presence of sodium hydroxide and silver nitrate synthesized are. Other synthetic routes are the oxidative decarboxylation of proline with sodium periodate and the oxidative cyclization of 1,4-diaminobutane with an alkaline sodium hypochlorite solution.

Individual evidence

  1. ↑ a b c d JECFA Datasheet
  2. ↑ Amoore, JE, Forrester, LJ & Buttery, RG Specific anosmia to 1-pyrroline: The spermous primary odor. J Chem Ecol 1, 299-310 (1975).
  3. ↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of 3,4-dihydro-2H-pyrroles in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on July 29, 2019, is shown, which is derived from a self-classification by the distributor .
  4. ↑ PJ Parsons, B. Karadogan, JA Macritchie: A Rapid Synthesis of Racemic Brevioxime , in: Synlett 2001 , 13 , 257-259; doi : 10.1055 / s-2001-10769 .
  5. ↑ PD Bragg, L. Hough: The Oxidation of Proline, Hydroxyproline, and N-Methylglycine with Periodate , in: J. Chem. Soc. 1958 : 4050-4053; doi : 10.1039 / JR9580004050 .
  6. ↑ A. Lüttringhaus, J. Jander, R. Schneider: Cyclic hydrazines from α, ω-diamines , in: Chem. Ber. 1959 , 92 , 1756-1765; doi : 10.1002 / cber.19590920806 .