3, 7-dimethyl-2, 6-octadienal

3, 7-dimethyl-2, 6-octadienal
Compound Structure:
Synonyms: 3,7-Dimethyl-2,6-octadienal;CHEBI:23316;cis,trans-Citral;Dehydrogeraniol;3,7-dimethyl-2,6-octandienal;CHEMBL2297541;3,7-dimethyl-octa-2,6-dienal;3,7-dimethyl-2,6-octadien-1-al
Compound ID: NMPC-300
PubChem ID:

8843
Molecular Formula: C10H16O
Canonical SMILES: CC(=CCCC(=CC=O)C)C
InChIKey: WTEVQBCEXWBHNA-UHFFFAOYSA-N
About the compound:

Citral is a clear yellow liquid with a lemon-like odor. It is less dense than water and insoluble in water. Citral is toxic if ingested and is used as a precursor to make other chemicals. Citral is an enal compound consisting of octa-2,6-dienal with methyl substituents at positions 3 and 7. It exists as a mixture of two geometric isomers, geranial and neral. It is a major component (75-85%) of oil of lemongrass, which is the volatile oil of Cymbopogon citratus and C. flexuosus. Citral is also found in oils of verbena, lemon, and orange. It serves as a flavoring agent, a fragrance, an insecticide, and has other applications. Additionally, it can act as an inhibitor of aldehyde oxidase (EC 1.2.3.1).3,7-Dimethyl-2,6-octadienal is a natural product found in various organisms, including Curcuma amada and Lantana camara.

GHS Hazard Statements

• H315: Causes skin irritation [Warning Skin corrosion/irritation]

• H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

152.23 g/mol

XLogP3-AA

3

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

4

Exact Mass

152.120115130 g/mol

Monoisotopic Mass

152.120115130 g/mol

Topological Polar Surface Area

17.1Ų

Heavy Atom Count

11

Formal Charge

0

Complexity

171

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

1

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Citral appears as a clear yellow colored liquid with a lemon-like odor. Less dense than water and insoluble in water. Toxic by ingestion. Used to make other chemicals.

Boiling Point

444 °F at 760 mmHg (Decomposes) (NTP, 1992)

Melting Point

Melting point <-10 °C.

Density

0.891 to 0.897 at 59 °F (NTP, 1992)

Solubility 

0.1 to 1 mg/mL at 64 °F (NTP, 1992)

Vapor Pressure

5 mmHg at 194 °F ; 1 mmHg at 143.1 °F; 760 mmHg at 442 °F (NTP, 1992)

Source: PubChem
Source Species: Artocarpus altilis.
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