Geranyl acetate

Geranyl acetate Basic information
Description Reference
Product Name:Geranyl acetate
Synonyms:(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)-;trans-3,7-dimethyl-2,6-octadien-1-ol,acetate;GERANYL ACETATE;GERANYL ACETATE 60
CAS:105-87-3
MF:C12H20O2
MW:196.29
EINECS:203-341-5
Product Categories:API | pharmaceutical intermediates;Acyclic Monoterpenes;Biochemistry;Terpenes
Mol File:105-87-3.mol
Geranyl acetate Structure
Geranyl acetate Chemical Properties
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 | GERANYL ACETATE
refractive index n20/D 1.462
Fp 220 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form neat
Specific Gravity0.916
color Colourless
Odorat 100.00 %. floral rose lavender green waxy
Odor Typefloral
Water Solubility <0.1 g/100 mL at 20 ºC
JECFA Number58
LogP4.04 at 20℃
CAS DataBase Reference105-87-3(CAS DataBase Reference)
NIST Chemistry Reference2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (E)-(105-87-3)
EPA Substance Registry Systemtrans-Geraniol acetate (105-87-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 3
RTECS RG5920000
10-23
Hazard Note Irritant
TSCA Yes
HS Code 29153900
Hazardous Substances Data105-87-3(Hazardous Substances Data)
toxicityThe acute oral UD 50 value in rats was reported as 6.33 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964).
MSDS Information
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Geranyl acetate English
SigmaAldrich English
ACROS English
ALFA English
Geranyl acetate Usage And Synthesis
DescriptionGeranyl 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.
Referencehttp://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



DescriptionGeranyl acetate is a monoterpene that has been found in C. sativa with diverse biological activities. It reduces compound action potential (CAP) peak amplitude in isolated frog sciatic nerves (IC50 = 0.51 mM). Geranyl acetate inhibits the radial growth of M. gypsum, T. vercossum, and C. tropicalis on solid media. It is sporicidal against B. subtilis when used at a concentration of 1% in an agar diffusion assay. Geranyl acetate inhibits growth of COLO 205 cells (IC50 = 30 μM) via induction of DNA damage, cell cycle arrest at the G2/M phase, and mitochondrial apoptosis.
DescriptionGeranyl acetate has a pleasant, flowery odor reminiscent of rose lavender. It has a burning taste, initially somewhat bitter and then sweet. It is produced from geraniol by acetylation or by fractional distillation of essential oils in which it is present.
Chemical PropertiesGeranyl acetate has a pleasant, fowery odor reminiscent of rose lavender It has a burning taste, initially somewhat bitter and then sweet.
Chemical PropertiesGeranyl 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.
Chemical PropertiesClear, colorless liquid; odor of lavender. Soluble in alcohol and ether; insoluble in water and glycerol. Combustible.
OccurrenceReported 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
Usesβ-Geranyl Acetate is found in essential oils such as Moroccan commercial essential oils which has anti-oxidant, anti-inflammatory and anti-proliferative activities; and in Salvia scabiosifolia from Bulgaria.
UsesPerfumery, flavoring
DefinitionChEBI: A monoterpenoid that is the acetate ester derivative of geraniol.
PreparationFrom geraniol by acetylation or by fractional distillation of essential oils in which it is present.
Aroma threshold valuesDetection: 9 to 460 ppb.
Taste threshold valuesTaste characteristics at 20 ppm: green, foral, fruity with a citrus nuance.
General DescriptionClear colorless liquid with an odor of lavender.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileGeranyl acetate should be protected from light. Geranyl acetate reacts with strong oxidizing agents.
Fire HazardGeranyl acetate is probably combustible.
Flammability and ExplosibilityNonflammable
Safety ProfileMildly 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.
Purification MethodsPurify 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.]
Linalyl acetate Geranyl tiglate Tocopheryl acetate Dacthal Longifoly acetate ETHANE Geranyl acetate cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate ACETATE Amyl acetate Ethyl acetate Glatiramer acetate Triacetin Dimethyl sulfoxide Dimethyl disulfide Benzyl acetate Dimethyl phthalate Dimethyl sulfate

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