Linalyl acetate

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Linalyl acetate[1]
Linalyl acetate.svg
Names
IUPAC name
3,7-Dimethylocta-1,6-dien-3-yl acetate
Other names
Bergamiol
Bergamol
Linalool acetate
Identifiers
115-95-7 YesY
ChEBI CHEBI:6469 YesY
ChEMBL ChEMBL502773 YesY
ChemSpider 13850082 YesY
Jmol 3D model Interactive image
PubChem 8294
  • InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3 YesY
    Key: UWKAYLJWKGQEPM-UHFFFAOYSA-N YesY
  • 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
  • C\C(C)=C\CCC(C)(C=C)OC(=O)C
Properties
C12H20O2
Molar mass 196.29 g·mol−1
Appearance Colorless liquid
Density 0.895 g/cm3
Melting point 85 °C (185 °F; 358 K)
Boiling point 220 °C (428 °F; 493 K)
Insoluble
Solubility in ethanol and diethyl ether Soluble
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

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.

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 Mentha citrata and is mildly toxic to humans, toxic to fish, and extremely toxic to daphnia. Linalyl acetate is also combustible.

See also

References

  1. 1.0 1.1 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