| Identification | More | [Name]
Geranyl acetate | [CAS]
105-87-3 | [Synonyms]
3,7-DIMETHYL-2,6-OCTADIEN-1-YL ACETATE
3,7-DIMETHYL-TRANS-2,6-OCTADIEN-1-YL-ACETATE
ACETIC ACID GERANYL ESTER
FEMA 2509
GERANIOL ACETATE
GERANYL ACETATE
GERANYL ACETATE 60
TRANS-3,7-DIMETHYL-2,6-OCTADIEN-1-YL ACETATE
TRANS-3,7-DIMETHYL-2,6-OCTADIENYL ACETATE
(2E)-3,7-Dimethyl-2,6-octadienyl acetate
(E)-3,7-Dimethyl-2,6-octadien-1-yl acetate
2,6-dimethyl-2,6-octadiene-8-ylacetate
2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, trans-
2,6-Octadien-1-ol,3,7-dimethyl-,acetate,(E)-
3,7-dimethyl-,acetate,(e)-6-octadien-1-ol
3,7-dimethyl-,acetate,trans-6-octadien-1-ol
3,7-Dimethyl-2-trans, 6-octadienyl acetate
3,7-dimethyl-2-trans,6-octadienylacetate
3,7-dimethyl-2-trans-6-octadienylacetate
3,7-dimethyl-trans-2,6-octadien-1-yl-acetate,mixtureofisomers | [EINECS(EC#)]
203-341-5 | [Molecular Formula]
C12H20O2 | [MDL Number]
MFCD00015037 | [Molecular Weight]
196.29 | [MOL File]
105-87-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear, colorless liquid; odor of lavender. Soluble in alcohol and ether; insoluble in water and
glycerol. Combustible. | [Melting point ]
25°C | [Boiling point ]
236-242 °C(lit.)
| [density ]
0.916 g/mL at 25 °C
| [vapor density ]
6.8 (vs air)
| [vapor pressure ]
0.07 mm Hg ( 20 °C)
| [FEMA ]
2509 | [refractive index ]
n20/D 1.462
| [Fp ]
220 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
neat | [color ]
Colourless | [Specific Gravity]
0.916 | [Odor]
at 100.00 %. floral rose lavender green waxy | [biological source]
synthetic | [Odor Type]
floral | [Water Solubility ]
<0.1 g/100 mL at 20 ºC | [JECFA Number]
58 | [Henry's Law Constant]
4.1×10-3 mol/(m3Pa) at 25℃, HSDB (2015) | [Cosmetics Ingredients Functions]
TONIC
PERFUMING | [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+ | [InChIKey]
HIGQPQRQIQDZMP-DHZHZOJOSA-N | [SMILES]
CC(=O)OC\C=C(/C)CC\C=C(/C)C | [LogP]
4.04 at 20℃ | [Uses]
Perfumery, flavoring | [CAS DataBase Reference]
105-87-3(CAS DataBase Reference) | [NIST Chemistry Reference]
2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (E)-(105-87-3) | [EPA Substance Registry System]
105-87-3(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H317-H412 | [Precautionary statements ]
P261-P264-P272-P273-P280-P302+P352 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol, solution | [WGK Germany ]
3
| [RTECS ]
RG5920000
| [F ]
10-23 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29153900 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Aquatic Chronic 3
Skin Irrit. 2
Skin Sens. 1 | [Safety Profile]
Mildly toxic by
ingestion. A human skin irritant. Mutation
data reported. Combustible liquid. When
heated to decomposition it emits acrid
smoke and irritating fumes. See also
ESTERS. | [Hazardous Substances Data]
105-87-3(Hazardous Substances Data) | [Toxicity]
The acute oral UD 50 value in rats was reported as 6.33 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964). |
| Hazard Information | Back Directory | [General Description]
Clear colorless liquid with an odor of lavender. | [Reactivity Profile]
GERANYL ACETATE(105-87-3) should be protected from light. This compound reacts with strong oxidizing agents. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
This chemical is probably combustible. | [Chemical Properties]
Clear, colorless liquid; odor of lavender. Soluble in alcohol and ether; insoluble in water and
glycerol. Combustible. | [Chemical Properties]
Geranyl acetate has a pleasant, fowery odor reminiscent of rose lavender It has a burning taste, initially somewhat bitter and then sweet. | [Chemical Properties]
Geranyl Acetate occurs in varying
amounts in many essential oils: up to 60% in oils from Callitris and Eucalyptus
species and up to 14% in palmarosa oil. A smaller amount occurs in, for example,
geranium, citronella, petitgrain, and lavender oils. Geranyl acetate is a liquid with
a fruity rose note, reminiscent of pear and slightly of lavender. It is used frequently
in perfumery not only to create floral, fruity nuances (e.g., rose) but also for citrus
and lavender notes. A small amount is added to fruit aromas for shading. | [Occurrence]
Reported found in a large number of essential oils; Ceylon citronella, palmarose, lemongrass, petitgrain, neroi bigarade, geranium, coriander, lavender, carrot, sassafras, in various Callitris species (C verrucosa, C robusta, and others) and Eucalyptus species (E acervula, E urnigera, etc ) A 60% level has been reported in the essential oil of Eucalyptus macar- thuri and up to 50% in the essential oil of Orthodon citraliferum; also identifed in bitter orange essential oil and Cymbopogon citratus oil Also reported found in citrus peel oils and juices, black currants, pineapple, celery seed, cinnamon, ginger, pepper- mint oil, corn mint oil, nutmeg, mace, thymus, hop oil, beer, rum, grape wines, coffee, tea, passion fruit, tomato, almond, muscal grape, cardamom, coriander leaf and seed, tarragon, lovage, Ocimum basilicum, laurel, myrtle leaf and berry, rosemary, clary sage and calabash nutmeg | [Definition]
ChEBI: A monoterpenoid that is the acetate ester derivative of geraniol. | [Preparation]
From geraniol by acetylation or by fractional distillation of essential oils in which it is present. | [Aroma threshold values]
Detection: 9 to 460 ppb. | [Taste threshold values]
Taste characteristics at 20 ppm: green, foral, fruity with a citrus nuance. | [Flammability and Explosibility]
Nonflammable | [Purification Methods]
Purify the fragrant smelling geranyl acetate by fractional distillation at as high a vacuum as possible. It is very soluble in EtOH but insoluble in H2O. [Beilstein 2 H 140, 2 I 65, 2 II 153, 2 III 299, 2 IV 204.] | [References]
[1] SENA OHTSUBO. Inhibition of the compound action potentials of frog sciatic nerves by aroma oil compounds having various chemical structures.[J]. Pharmacology Research & Perspectives, 2015, 3 2: e00127. DOI: 10.1002/prp2.127
[2] SUZAN A. KHAYYAT Manal Y S. Bioactive epoxides and hydroperoxides derived from naturally monoterpene geranyl acetate[J]. Saudi Pharmaceutical Journal, 2018, 26 1: Pages 14-19. DOI: 10.1016/j.jsps.2017.11.005
[3] WON-IL CHO . Sporicidal Activities of Various Surfactant Components against Bacillus subtilis Spores[J]. Journal of food protection, 2015, 78 6: Pages 1221-1225. DOI: 10.4315/0362-028x.jfp-14-401
[4] FEI QI. Geraniol and geranyl acetate induce potent anticancer effects in colon cancer Colo-205 cells by inducing apoptosis, DNA damage and cell cycle arrest.[J]. Journal of Buon, 2018, 23 2: 346-352.
|
| Questions And Answer | Back Directory | [Description]
Geranyl acetate, used in numerous essential oils, is one of the most important natural fragrances. It is a colorless organic liquid with a sweet fruity or citrus top-note aroma. It can be used in soaps, creams, and in food as a fragrant and flavoring agent, in over 60 flavors including rose, lavender, carrot, lemongrass, peach, citronella, and many more. It is a major constituent of lime oil, with great economic importance. In addition, its antifungal, anti-inflammatory, and antimicrobial effects have been investigated. It has been found safe for food use by the FDA.
| [Reference]
http://silverstripe.fkit.hr/cabeq/assets/Uploads/Cabeq-2016-01-2232.pdf
https://en.wikipedia.org/wiki/Note_(perfumery)#Top_notes
http://ayurvedicoils.com/tag/general-uses-of-geranyl-acetate
https://www.sciencedirect.com/topics/agricultural-and-biological-sciences/geranyl-acetate
https://en.wikipedia.org/wiki/Geranyl_acetate
|
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