Geranylacetone

Geranylacetone Basic information
Product Name:Geranylacetone
Synonyms:(E)-6,10-dimethyl-5,9- undecadien-2-one;TRANS-6,10-DIMETHYL-5,9-UNDECADIEN-2-ONE;6 10-DIMETHYL-5 9-UNDECADIEN-2-ONE 97+%;Geranylacetone,trans;geranylacetone,2,6-dimethyl-2,6-undecadien-10-one;5,9-Undecadien-2-one, 6,10-dimethyl-, (5E)-;Geranylaceton;5,9-Undecadien-2-one,6,10-dimethyl-,(E)-
CAS:3796-70-1
MF:C13H22O
MW:194.31
EINECS:223-269-8
Product Categories:
Mol File:3796-70-1.mol
Geranylacetone Structure
Geranylacetone Chemical Properties
Boiling point 254-258 °C(lit.)
density 0.873 g/mL at 25 °C(lit.)
FEMA 3542 | 6,10-DIMETHYL-5,9-UNDECADIEN-2-ONE
refractive index n20/D 1.467(lit.)
Fp >230 °F
Specific Gravity0.873
Odorat 100.00 %. fresh green fruity waxy rose woody magnolia tropical
Odor Typefloral
Hydrolytic Sensitivity4: no reaction with water under neutral conditions
JECFA Number1122
BRN 1722277
LogP4.129 (est)
CAS DataBase Reference3796-70-1(CAS DataBase Reference)
NIST Chemistry Reference5,9-Undecadien-2-one, 6,10-dimethyl-, (E)-(3796-70-1)
EPA Substance Registry System5,9-Undecadien-2-one, 6,10-dimethyl-, (5E)- (3796-70-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
Hazard Note Irritant
HS Code 29141900
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Geranylacetone Usage And Synthesis
Chemical Properties6,10-Dimethyl-5,9-undecadien-2-one has a green and rosy floral odor and fresh-floral, light, but rather penetrating sweet-rosy, slightly green, magnolia-like odor. It blends well in lavender and fruity notes, where it imparts a clean and natural character. It helps to round out floral bouquets
OccurrenceReported found in oil of citronella, yellow passion fruit, peppermint, Scotch spearmint oil, Japanese seafood, scallop, tomato, tomato paste, citrus peel oils, carrots, papaya, melon, Parmesan cheese, milk powder, cognac, tea, starfruit, figs, mango, red sage, nectarines, clams, pork, anise, and hyssop
Uses(E)-6,10-Dimethylundeca-5,9-dien-2-one is diastereoselective used in preparation of Geranyl Acetone by Carroll reaction of linalool with Acetoacetate.
DefinitionChEBI: A monoterpene ketone in which an (E)-geranyl group is bonded to one of the alpha-methyls of acetone. It is a component of essential oils from various plants including Nelumbo nucifera.
PreparationBy reaction of linalool and ethyl acetoacetate with an alkaline catalyst and subsequent rearrangement and decarboxylation.
Aroma threshold valuesDetection: 60 ppb to 6.4 ppm
Taste threshold valuesTaste characteristics at 12 ppm: floral, fruity, fatty, green, pear, apple and banana nuances
Geranylacetone Preparation Products And Raw materials
Preparation Products(5E,9E)-6,10,14-Trimethylpentadeca-5,9,13-trien-2-one-->Isophytol
Piperonyl acetone 3-Oxobutanenitrile Geraniol 1-[1,6-DIMETHYL-4-(4-METHYL-PENT-3-ENYL)-CYCLOHEX-3-ENYL]-ETHANONE SF2415(A3) Acetylacetone Zearalenone Clethodim Trenbolone 6-Methyl-5-hepten-2-one DIMETHYLGLYOXIME DISODIUM SALT Geranylacetone Acetone oxime Quinocetone Methoxyacetone 4-Ethyl-5-fluoropyrimidine FEMA 3829 GERANYL GERANYL ACETONE, [GERANYL-1-14C]

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