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4H-Quinolizine

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4H-Quinolizine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
InChI
  • InChI=1S/C9H9N/c1-3-7-10-8-4-2-6-9(10)5-1/h1-7H,8H2Key: GDRVFDDBLLKWRI-UHFFFAOYSA-N
SMILES
  • C1C=CC=C2N1C=CC=C2
Properties
Chemical formula C9H9N
Molar mass 131.178 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

4H-Quinolizine is a heterocyclic compound with the formula C9H9N. The location of the ninth hydrogen atom defines the isomer as 4H-. The 2H-, 3H- isomers are also theoretically possible. None have been isolated, so these compounds remain of theoretical interest. These compounds structurally resemble quinoline but with nitrogen at one of the two ring fusion sites. Quinolizines feature tertiary amine at the bridge site. Although quinolizines are elusive, their saturated derivatives quinolizidines C9H17N are well known, being found in several alkaloids. Another class of stable derivatives are the quinolizinium cations C9H8N, resulting from the formal removal of hydride from quinolizines.

References

  1. Julio Alvarez-Builla; Juan Jose Vaquero; José Barluenga, eds. (2011). Modern Heterocyclic Chemistry (First ed.). Wiley-VCH.
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