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.)

Flash point:

>230 °F

solubility 

Very slightly soluble in water, soluble in alcohol and oils, 10% soluble in propylene glycol.

form 

oily liquid

color 

pale yellowish or almoti colorless

Specific Gravity

0.873

Odor

at 100.00 %. fresh green fruity waxy rose woody magnolia tropical

Odor Type

floral

Hydrolytic Sensitivity

4: no reaction with water under neutral conditions

JECFA Number

1122

BRN 

1722277

LogP

4.129 (est)

CAS DataBase Reference

3796-70-1(CAS DataBase Reference)

NIST Chemistry Reference

5,9-Undecadien-2-one, 6,10-dimethyl-, (E)-(3796-70-1)

EPA Substance Registry System

5,9-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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Geranylacetone Usage And Synthesis

Chemical Properties

6,10-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

Occurrence

Reported 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. This ketone, which was developed as an intermediate in the synthesis of Nerolidol, has been suggested for use in perfume compositions, particularly in soap perfumes, where its superior stability makes it a very reliable Itorahzer anct sweetener in floral compositions.

Definition

ChEBI: 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.

Preparation

By reaction of linalool and ethyl acetoacetate with an alkaline catalyst and subsequent rearrangement and decarboxylation.

Aroma threshold values

Detection: 60 ppb to 6.4 ppm

Taste threshold values

Taste characteristics at 12 ppm: floral, fruity, fatty, green, pear, apple and banana nuances

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