Wikipedia

Geranyl acetate

Geranyl acetate is a terpenoid. It is a colorless liquid with a pleasant floral or fruity rose aroma. It is a colorless liquid but commercial samples can appear yellowish. Geranyl acetate is insoluble in water but soluble in organic solvents. Several hundred tons are produced annually.[2]

Geranyl acetate
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
(2E)-3,7-Dimethylocta-2,6-dien-1-yl acetate
Other names
Geraniol acetate; Geranyl ethanoate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.038 Edit this at Wikidata
UNII
  • InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8+ checkY
    Key: HIGQPQRQIQDZMP-DHZHZOJOSA-N checkY
  • InChI=1/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8+
    Key: HIGQPQRQIQDZMP-DHZHZOJOBM
  • O=C(OC/C=C(/CC/C=C(\C)C)C)C
Properties
C12H20O2
Molar mass 196.290 g·mol−1
Density 0.916 g/cm3 at 15 °C
Melting point < 25 °C (77 °F; 298 K)
Boiling point 240 to 245 °C (464 to 473 °F; 513 to 518 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Occurrence and production

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Geranyl acetate is a constituent of many essential oils, including Ceylon citronella, palmarosa, lemon grass, petit grain, neroli, geranium, coriander, carrot, Camden woollybutt, and sassafras. It can be obtained by fractional distillation of the essential oils obtained from these sources, but more commonly it is prepared by the esterification of geraniol with acetic acid.

Uses

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Geranyl acetate is used primarily as a component of perfumes for creams and soaps and as a flavoring ingredient. It is used particularly in rose, lavender and geranium formulations where a sweet fruity or citrus aroma is desired. It is designated by the U.S. Food and Drug Administration as generally recognized as safe (GRAS).

See also

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References

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  1. ^ Geranyl acetate, Good Scents Company
  2. ^ Sell, Charles S. (2006). "Terpenoids". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.2005181602120504.a01.pub2. ISBN 0471238961.
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