(Z)-9-Tricosene

(Z)-9-Tricosene

Names
Preferred IUPAC name (9Z)-Tricos-9-ene
Other names (Z)-Tricos-9-ene Muscalure
Identifiers
CAS Number	27519-02-4
3D model (JSmol)	Interactive image
ChemSpider	4517167
ECHA InfoCard	100.044.081
PubChem CID	5365075
InChI InChI=1S/C23H46/c1-3-5-7-9-11-13-15-17-19-21-23-22-20-18-16-14-12-10-8-6-4-2/h17,19H,3-16,18,20-23H2,1-2H3/b19-17- Key: IGOWHGRNPLFNDJ-ZPHPHTNESA-N InChI=1/C23H46/c1-3-5-7-9-11-13-15-17-19-21-23-22-20-18-16-14-12-10-8-6-4-2/h17,19H,3-16,18,20-23H2,1-2H3/b19-17- Key: IGOWHGRNPLFNDJ-ZPHPHTNEBA
SMILES C(=C\CCCCCCCCCCCCC)\CCCCCCCC
Properties
Chemical formula	C23H46
Molar mass	322.62 g·mol−1
Density	0.806 g/mL
Boiling point	300 °C (572 °F; 573 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

(Z)-9-Tricosene (muscalure) is an insect pheromone used as a pesticide.

(Z)-9-Tricosene is a sex pheromone produced by female house flies (Musca domestica) to attract males. In bees, it is one of the communication pheromones released during the waggle dance.

As a pesticide, (Z)-9-tricosene is used in fly paper and other traps to lure male flies, trap them, and prevent them from reproducing.

(Z)-9-Tricosene is biosynthesized in house flies from nervonic acid. The acid is converted into the acyl-CoA derivative and then reduced to the aldehyde (Z)-15-tetracosenal. Through a decarboxylation reaction, the aldehyde is converted to (Z)-9-tricosene. The process is mediated by a enzyme and requires oxygen (O₂) and nicotinamide adenine dinucleotide phosphate (NADPH).

Products containing (Z)-9-tricosene are considered safe for humans, wildlife, and the environment.