Citral

Citral
Compound Structure:
Synonyms: Citral;trans-Citral;(2E)-3,7-dimethylocta-2,6-dienal;3,7-dimethylocta-2,6-dienal;141-27-5;geranialdehyde;(E)-Citral;Geranaldehyde;alpha-Citral;Lemsyn GB;Genanial;(E)-Geranial;beta-Geranial;2,6-Octadienal, 3,7-dimethyl-;(E)-3,7-Dimethylocta-2,6-dienal
Compound ID: NMPC-041
PubChem ID:

638011
Molecular Formula: C10H16O
Canonical SMILES: CC(=CCCC(=CC=O)C)C
InChIKey: WTEVQBCEXWBHNA-JXMROGBWSA-N
About the compound:

Citral is a natural product found in Nepetanepetella, Curcuma amada, and other organisms. Citral, also known as 3,7-dimethyl-2,6-octadienal, is a prominent aroma compound that can be found in several essential oils. The highest concentrations can be found in lemongrass (Cymbopogoncitratus), lemon myrtle, lemon tea-tree oils, and lemon verbena. It's also found, but in smaller amounts, in the oils of citrus fruits. Due to its strong lemon aroma, citral is widely used in the fragrance industry to give perfumes a citrusy note. It's also used in the flavor industry to add lemon flavoring to food products, beverages, and candies. Certain studies have shown that citral can be effective as a natural insect repellent. Citral is an acyclic monoterpene aldehyde. Being a monoterpene, it is made of two isoprene units. Citral is used in the synthesis of vitamin A, lycopene, ionone and methylionone, and to mask the smell of smoke.

https://en.wikipedia.org/wiki/Citral

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

1

Undefined Bond Stereocenter Count

0

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: Dalbergia saxatilis
Pachira glabra
Zingiber officinale
Piliostigma thonningii.
Hirsute Palisota
Morinda lucida
Plumeria alba
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