|Preferred IUPAC name
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||98.145 g·mol−1|
|Boiling point||126 °C (259 °F; 399 K)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
cis-3-Hexenal, also known as (Z)-3-hexenal and leaf aldehyde, is an organic compound with the formula CH3CH2CH=CHCH2CHO. It is classified as an unsaturated aldehyde. It is a colorless liquid and an aroma compound with an intense odor of freshly cut grass and leaves.
It is one of the major volatile compounds in ripe tomatoes, although it tends to isomerize into the conjugated trans-2-hexenal. It is produced in small amounts by most plants and it acts as an attractant to many predatory insects. It is also a pheromone in many insect species.
- cis-3-hexen-1-ol has a similar but weaker odor and is used in flavors and perfumes.
- 1-Hexanol, another volatile organic compound, also considered responsible for the freshly mowed grass odor
- "Molecule of the Month: Hexenal". Chm.bris.ac.uk. doi:10.6084/m9.figshare.5245834. Retrieved 2018-07-26.
- Hexenal / Chemistry World, Royal Society of Chemistry, 27 November 2013
- Buttery, Ron G.; Teranishi, Roy; Ling, Louisa C. (1987). "Fresh tomato aroma volatiles: A quantitative study". Journal of Agricultural and Food Chemistry. 35 (4): 540–544. doi:10.1021/jf00076a025.
- Ashraf El-Sayed. "Pheromone database". Pherobase.com. Retrieved 2018-07-26.
- KenjiMatsui (2006). "Green leaf volatiles: hydroperoxide lyase pathway of oxylipin metabolism". Current Opinion in Plant Biology. 9: 274–280. doi:10.1016/j.pbi.2006.03.002. PMID 16595187.