Geranyl acetate

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
CAS Number	105-87-3 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:5331 N
ChemSpider	1266019 Y
ECHA InfoCard
E number
PubChem CID	1549026
UNII	3W81YG7P9R Y
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI 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+ Y Key: HIGQPQRQIQDZMP-DHZHZOJOSA-N Y 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
SMILES O=C(OC/C=C(/CC/C=C(\C)C)C)C
Properties
Chemical formula	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)
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

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.

Occurrence and production

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

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

• Neryl acetate

External links

• Carcinogenesis Studies of Food Grade Geranyl Acetate