Nitropentadecene

Nitropentadecene
Names
	Preferred IUPAC name (1E)-1-Nitropentadec-1-ene
	Other names (E)-1-nitropentadec-1-ene
Identifiers
CAS Number	53520-53-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	26949125 ;
PubChem CID	14753110;
UNII	2CGJ6VS9HW ;
CompTox Dashboard (EPA)	DTXSID301028183 ;
	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/[N+](=O)[O-];
Properties
Chemical formula	C15H29NO2
Molar mass	255.402 g·mol−1
log P	6.911
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.^{[citation needed]} It is produced by termite soldiers of genus Prorhinotermes (Isoptera, Rhinotermitidae) as a defensive chemical.^[1]^[2] 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.

^ 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.
^ 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.^{[dead link]}

[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.^{[dead link]}

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