Monomorine I is a bicyclic amine that is the trail pheromone of Monomorium pharaonis. Its structure was first elucidated 1973.[1] Synthetic monomorine might be used to lure ants to their doom.[2]

Monomorine I
Names
Preferred IUPAC name
(3R,5S,8aS)-3-Butyl-5-methyloctahydroindolizine
Other names
5-Methyl-3-butyloctahydroindolizine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C13H25N/c1-3-4-7-12-9-10-13-8-5-6-11(2)14(12)13/h11-13H,3-10H2,1-2H3/t11-,12+,13-/m0/s1
    Key: HFUFMWLNHRIKMV-XQQFMLRXSA-N
  • InChI=1/C13H25N/c1-3-4-7-12-9-10-13-8-5-6-11(2)14(12)13/h11-13H,3-10H2,1-2H3/t11-,12+,13-/m0/s1
    Key: HFUFMWLNHRIKMV-XQQFMLRXBR
  • CCCC[C@@H]1CC[C@H]2N1[C@H](CCC2)C
Properties
C13H25N
Molar mass 195.350 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

edit
  1. ^ Ritter, F. J.; Rotgans, I. E. M.; Talman, E.; Verwiel, P. E. J.; Stein, F. (1 May 1973). "5-methyl-3-butyl-octahydroindolizine, a novel type of pheromone attractive to Pharaoh's ants (Monomorium pharaonis (L.)". Experientia. 29 (5): 530–531. doi:10.1007/BF01926645. S2CID 37818885.
  2. ^ Wyatt, Stuart Warren, Paul (2008). Organic synthesis : the disconnection approach (2nd ed.). Oxford: Wiley-Blackwell. ISBN 978-0470712368.{{cite book}}: CS1 maint: multiple names: authors list (link)