Linalyl acetate

Linalyl acetate is a naturally occurring phytochemical found in many flowers and spice plants. It is one of the principal components of the essential oils of bergamot and lavender.[1] Chemically, it is the acetate ester of linalool, and the two often occur in conjunction.

Linalyl acetate[1]

Names
IUPAC name 3,7-Dimethylocta-1,6-dien-3-yl acetate
Other names Bergamiol Bergamol Linalool acetate
Identifiers
CAS Number	115-95-7^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:6469^N
ChEMBL	ChEMBL502773^Y
ChemSpider	13850082^Y
ECHA InfoCard	100.003.743
PubChem CID	8294
UNII	5K47SSQ51G^Y
CompTox Dashboard (EPA)	DTXSID7026946
InChI InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3^Y Key: UWKAYLJWKGQEPM-UHFFFAOYSA-N^Y InChI=1/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3 Key: UWKAYLJWKGQEPM-UHFFFAOYAM
SMILES C\C(C)=C\CCC(C)(C=C)OC(=O)C
Properties
Chemical formula	C12H20O2
Molar mass	196.290 g·mol^−1
Appearance	Colorless liquid
Density	0.895 g/cm^3
Boiling point	220 °C (428 °F; 493 K)
Solubility in water	Insoluble
Solubility in ethanol and diethyl ether	Soluble
Hazards
Flash point	69.6 °C (157.3 °F; 342.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Synthetic linalyl acetate is sometimes used as an adulterant in essential oils to make them more marketable. For example, it may be added to lavandin oil which is then sold as more desirable lavender oil.

The chemical tastes similar to how it smells with a pleasant fruity odor reminiscent of bergamot mint oil. It is found in Eau de Cologne mint and is mildly toxic to humans, toxic to fish, and extremely toxic to daphnia. Linalyl acetate is also combustible.

See also

• Bergamot essential oil

References

1. The Merck Index, 15th Ed. (2013), p. 1022, Monograph 5551, O'Neil: The Royal Society of Chemistry. Available online at: http://www.rsc.org/Merck-Index/monograph/mono1500005551