cis-3-Hexenal
Names | |
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Preferred IUPAC name
(3Z)-Hex-3-enal | |
Other names
(Z)-Hex-3-enal
cis-3-Hexenal Leaf aldehyde | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.027.141 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C6H10O | |
Molar mass | 98.145 g·mol−1 |
Density | 0.851 g/cm3 |
Boiling point | 126 °C (259 °F; 399 K) |
Related compounds | |
Related alkenals
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Acrolein |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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cis-3-Hexenal, also known as (Z)-3-hexenal and leaf aldehyde, is colorless liquid and an aroma compound with an intense grassy-green odor of freshly cut green grass and leaves.[1][2] It is one of the major volatile compounds in ripe tomatoes. 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.[3]
cis-3-Hexenal is an aldehyde. It is relatively unstable and isomerizes into the conjugated trans-2-hexenal. The related alcohol cis-3-hexen-1-ol is much more stable. It has a similar but weaker smell and is widely used in flavors and perfumes.
See also
- 1-Hexanol, another volatile organic compound, also considered responsible for the freshly mowed grass odor
References
- ^ Molecule of the Month: Hexenal
- ^ Hexenal / Chemistry World, Royal Society of Chemistry, 27 November 2013
- ^ Pheromone database