Trans,cis-2,6-Nonadienal

trans,cis-2,6-Nonadienal is an organic compound that is classified as a doubly unsaturated derivative of nonanal. The molecule consists of a α,β-unsaturated aldehyde with an isolated alkene group. The compound has attracted attention as the essence of cucumbers,^[1][2] but it is also found in bread crust^[3] and freshly cut watermelon.

trans,cis-2,6-Nonadienal

Names
Preferred IUPAC name (2E,6Z)-Nona-2,6-dienal
Other names (E,Z)-2,6-Nonadienal Violet leaf aldehyde Cucumber aldehyde
Identifiers
CAS Number	557-48-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:7610
ChemSpider	558840
ECHA InfoCard	100.008.345
PubChem CID	643731
UNII	93E895X03C
CompTox Dashboard (EPA)	DTXSID1047104
InChI InChI=1S/C9H14O/c1-2-3-4-5-6-7-8-9-10/h3-4,7-9H,2,5-6H2,1H3/b4-3-,8-7+ Key: HZYHMHHBBBSGHB-ODYTWBPASA-N
SMILES CC/C=C\CC/C=C/C=O
Properties
Chemical formula	C9H14O
Molar mass	138.210 g·mol−1
Appearance	Colorless oil
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317
Precautionary statements	P261, P264, P272, P280, P302+P352, P321, P332+P313, P333+P313, P362, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Biosynthesis

Isotopic labeling has indicated that nonadienal is formed from α-linolenic acid.^[4] Such reactions are typically catalyzed by hydroperoxide lyases.

See also

• 2-Nonenal - another potent odorant in cucumber