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W354201

Sigma-Aldrich

6,10-Dimethyl-5,9-undecadien-2-one

≥97%, stabilized, FG

Synonym(s):

6,10-Dimethyl-5,9-undecadien-2-one, mixture of isomers, Geranylacetone

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2COCH3
CAS Number:
Molecular Weight:
194.31
FEMA Number:
3542
Beilstein:
1722277
EC Number:
Council of Europe no.:
11088
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.123
Organoleptic:
fresh; green; floral; rose
grade:
FG
Fragrance grade
Halal
Kosher
biological source:
synthetic
Agency:
follows IFRA guidelines
food allergen:
no known allergens

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 172.515

Assay

≥97%

contains

α- Tocopherol, Synthetic as stabilizer

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

fresh; green; floral; rose

SMILES string

C\C(C)=C\CC\C(C)=C\CCC(C)=O

InChI

1S/C13H22O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h7,9H,5-6,8,10H2,1-4H3/b12-9+

InChI key

HNZUNIKWNYHEJJ-FMIVXFBMSA-N

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General description

6,10-Dimethyl-5,9-undecadien-2-one is one of the key volatile flavor compounds of tomato and certain species of mushroom.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Skin Irrit. 2

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Flavor of tomato and tomato products
Petro?Turza M.
Food Reviews International, 2(3), 309-351 (1986)
Investigation of some volatile components of seven fresh wild mushrooms (Basidiomycetes).
Rapior S, et al.
J. Essent. Oil Res., 8(2), 199-201 (1996)
Wolf Haberer et al.
Journal of chemical ecology, 34(1), 94-98 (2007-12-15)
Sexually mature male beetles of the genus Nicrophorus (Coleoptera: Silphidae) exhibit a conspicuous behavior, recognized as pheromone-releasing activity. Laboratory and field studies demonstrated that females are attracted to males that exhibit this behavior, both on or off reproductive resources. Here
Alexander Seifert et al.
Chembiochem : a European journal of chemical biology, 10(5), 853-861 (2009-02-18)
A minimal CYP102A1 mutant library of only 24 variants plus wild type was constructed by combining five hydrophobic amino acids (alanine, valine, phenylalanine, leucine and isoleucine) in two positions. Both positions are located close to the centre of the haem
Jesús F Arteaga et al.
Organic letters, 10(9), 1723-1726 (2008-04-03)
The first total synthesis of (-)-achilleol B was achieved using a convergent approach with a longest linear sequence of 14 steps. Three key steps were employed, including an enantioselective Robinson annelation for the construction of the bicyclic moiety. The monocyclic

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