Linalyl acetate

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Linalyl acetate[1]
linalyl acetate 2D skeletal
linalyl acetate 3D BS
Names
IUPAC name
3,7-Dimethylocta-1,6-dien-3-yl acetate
Other names
Bergamiol
Bergamol
Linalool acetate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.743 Edit this at Wikidata
UNII
  • InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3 checkY
    Key: UWKAYLJWKGQEPM-UHFFFAOYSA-N checkY
  • 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 196.290 g·mol−1
Appearance Colorless liquid
Density 0.895 g/cm3
Boiling point 220 °C (428 °F; 493 K)
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 checkY☒N ?)

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 Eau de Cologne mint and is mildly toxic to humans, toxic to fish, and extremely toxic to daphnia. Linalyl acetate is also combustible.

Linalyl acetate is found safe as a fragrance material under current levels of use.[2]

See also[edit]

References[edit]

  1. ^ a b 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
  2. ^ "RIFM fragrance ingredient safety assessment, Linalyl acetate, CAS Registry Number 115-95-7" (PDF). Food and Chemical Toxicology. 82: S39–S48. 2015.