Misplaced Pages

Nitropentadecene

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Nitropentadecene
Names
Preferred IUPAC name (1E)-1-Nitropentadec-1-ene
Other names (E)-1-nitropentadec-1-ene
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H29NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h14-15H,2-13H2,1H3/b15-14+Key: VXUKZOXLZJQOHU-CCEZHUSRSA-N
SMILES
  • CCCCCCCCCCCCC/C=C/(=O)
Properties
Chemical formula C15H29NO2
Molar mass 255.402 g·mol
log P 6.911
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Nitropentadecene, or more precisely (E)-1-nitropentadec-1-ene, is a highly toxic unsaturated nitroalkene, the only aliphatic nitro compound known to be synthesized by insects. It is produced by termite soldiers of genus Prorhinotermes (Isoptera, Rhinotermitidae) as a defensive chemical. Nitropentadecene is biosynthesized and stored in one of the exocrine glands, a frontal gland, of termite soldiers, and it is released upon attack of enemy.

References

  1. Piskorski R, Hanus R, Vašíčková S, Cvačka J, Šobotník J, Svatoš A, Valterová I (2007). "Nitroalkenes and sesquiterpene hydrocarbons from the frontal gland of three Prorhinotermes termite species". Journal of Chemical Ecology. 33 (9): 1787–94. Bibcode:2007JCEco..33.1787P. doi:10.1007/s10886-007-9341-y. PMID 17665266.
  2. Vrkoč J, Ubik K (1974). "1-Nitro-trans-1-pentadecene as the defensive compound of termites". Tetrahedron Letters. 15 (15): 1463–1464. doi:10.1016/S0040-4039(01)82519-3.
Category: