6-Nonenal

6-Nonenal is an organic compound with the formula C2H5CH=CH(CH2)4CHO. Other isomeric nonenal compounds are also known to exist naturally, e.g. 2-nonenal. The cis-isomer of 6-nonenal is often listed as the principal component in the aromas of muskmelon fruits. The trans-isomer is listed as an off-flavor aroma of milk foams, and thought to be a possible polypropylene odorant.

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Vinony's link graph records 4 inbound references to 6-Nonenal, and connects out to water, mass density and digital object identifier.

It sits within the topics Alkenals, Chemical articles with multiple CAS registry numbers and Chemical articles with multiple compound IDs.

Vinony links it to 5 Wikipedia language editions.

Chemical data

Formula: C9H16O
Molecular weight: 140.22 g/mol
IUPAC name: non-6-enal
SMILES: CCC=CCCCCC=O
InChIKey: RTNPCOBSXBGDMO-UHFFFAOYSA-N
XLogP: 2.3
Polar surface area: 17.1 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

via PubChem

Wikidata facts

Mass: 140.120115

Show 3 more facts

chemical formula: C₉H₁₆O
canonical SMILES: CCC=CCCCCC=O
Commons category: 6-Nonenal

Sources (2)

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Encyclopedic overview

4 sections

Contents

Biosynthesis
Laboratory synthesis
See also
References

==Biosynthesis== 6-Nonenal is thought to be biosynthesized from γ-lineolenic acid catalyzed by a lipoxygenase. The lipoxygenase converts alkene groups into hydroperoxides, which cleave by hydroperoxide lyase into the corresponding cis-aldehydes. Consistent with this mechanism, the odor of muskmelons requires exposure to air. In the ripe, unmodified muskmelon, cis-6-nonenal exists in only low concentration. A steep increase in the concentration of 6-nonenal is noticed when the cells are lysed and exposed to air. This increase is attributed to rapid formation of hydroperoxides. Trans,cis-2,6-nonadienal is a related fragrance that arises via a similar pathway.

Excerpted from Wikipedia’s “6-Nonenal” article, available under the CC BY-SA 4.0 licence.