(E)-2-Nonenal

(E)-2-Nonenal
Compound Structure:
Synonyms: 2-Nonenal
Compound ID: NMPC-037
PubChem ID:

5283335

Molecular Formula: C9H16O
Canonical SMILES: CCCCCCC=CC=O
InChIKey: BSAIUMLZVGUGKX-BQYQJAHWSA-N
About the compound:

(E)-non-2-enal is a monounsaturated fatty aldehyde consisting of (2E)-non-2-ene with an oxo group at position 1. Its primary role is as a plant metabolite, and it falls under the categories of a monounsaturated fatty aldehyde, an enal, and a medium-chain fatty aldehyde. 2-Nonenal is a natural compound found in various sources, including Fuscopostia leucomallella, Vaccinium macrocarpon, and it is also a metabolite produced by Saccharomyces cerevisiae. This organic compound is an unsaturated aldehyde. It is a colorless liquid with specific characteristics that make it notable: 2-Nonenal consists of a nine-carbon carbon chain with a double bond between the 2nd and 3rd carbons (counting from the aldehyde end), and it features an aldehyde functional group (CHO) at one end. Aldehydes, including 2-Nonenal, are known for their distinctive odors, and the presence of the double bond can make them reactive under certain conditions. 2-Nonenal is found in various foods and beverages, with a notable association with the aroma of aged beer and specific fried foods. Due to its unique aroma profile, 2-Nonenal finds applications in the flavor and fragrance industry. Interestingly, 2-Nonenal has been identified as one of the components contributing to the distinct "aging odor" associated with elderly individuals. It results from changes in skin oil composition and the oxidation of these oils during aging.

GHS Hazard Statements

H315 (99.93%): Causes skin irritation [Warning Skin corrosion/irritation]


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

140.22 g/mol

XLogP3-AA

3.1

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

6

Exact Mass

140.120115130 g/mol

Monoisotopic Mass

140.120115130 g/mol

Topological Polar Surface Area

17.1²

Heavy Atom Count

10

Formal Charge

0

Complexity

94.9

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Liquid; [Merck Index] Colorless liquid; [Alfa Aesar MSDS]

Density

0.855-0.865

Solubility 

Soluble in most fixed oils; Insoluble in water

Source: PubChem

Source Species: Bryophyllum pinnatum
Hirsute Palisota
Acalypha segetalis
Plumeria alba
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