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Key Documents

W309311

Sigma-Aldrich

2-Undecanone

greener alternative

natural, FCC, FG

Synonym(s):

Methyl nonyl ketone

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About This Item

Linear Formula:
CH3(CH2)8COCH3
CAS Number:
Molecular Weight:
170.29
FEMA Number:
3093
Beilstein:
1749573
EC Number:
Council of Europe no.:
150c
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.016
NACRES:
NA.21

grade

FG
Halal
Kosher
natural

Quality Level

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 172.515

vapor density

5.9 (vs air)

vapor pressure

<1 mmHg ( 20 °C)

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.43 (lit.)

bp

231-232 °C (lit.)

mp

11-13 °C (lit.)

density

0.825 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

greener alternative category

Organoleptic

fatty; waxy; fruity

SMILES string

CCCCCCCCCC(C)=O

InChI

1S/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3

InChI key

KYWIYKKSMDLRDC-UHFFFAOYSA-N

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General description

2-Undecanone occurs naturally in wild tomato. It is also found in Ruta chalepensis essential oil and hop oil. Due to its insect repellant activity, 2-undecanone is being considered as a natural non-toxic alternative to N,N-diethyl-3-methylbenzamide or DEET.
We are committed to bringing you greener alternative products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is Biobased and thus aligns with "Less Hazardous Chemical Syntheses" and "Use of Renewable Feedstocks".

Application

  • Larvicididal Activity of Natural Repellents Against the Dengue Vector, Aedes aegypti: This paper details the use of natural compounds like 2-Undecanone as effective larvicidal agents against vectors of significant human diseases, showcasing their role in developing non-toxic, eco-friendly insect control solutions (Zhang et al., 2020).

  • Control of Filth Flies, Cochliomyia macellaria (Diptera: Calliphoridae), Musca domestica (Diptera: Muscidae), and Sarcophaga bullata (Diptera: Sarcophagidae), Using Novel Plant-Derived Methyl Ketones: Investigates the efficacy of 2-Undecanone in managing common pest flies, underlining its potential as a biopesticide and organic solvent in public health and safety applications (Deguenon et al., 2019).

Biochem/physiol Actions

Taste: @ 10 ppm.

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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2?Undecanone, a constituent of the glandular trichomes of Lycopersicon hirsutum f. glabratum: Effects on Heliothis zea and Manduca sexta growth and survival.
Farrar RR & Kennedy GG.
Entomologia Experimentalis et Applicata, 43(1), 17-23 (1987)
Constituents of the essential oil of Ruta chalepensis L. from Turkey.
Baser KHC, et al.
J. Essent. Oil Res., 8(4), 413-414 (1996)
Novel arthropod repellent, BioUD, is an efficacious alternative to deet.
Witting-Bissinger BE, et al.
Journal of Medical Entomology, 45(5), 891-898 (2008)
Release characteristics of the non-toxic insect repellant 2-undecanone from its crystalline inclusion compound with ?-cyclodextrin.
Whang HS & Tonelli A.
Journal of Inclusion Phenomena and Macrocyclic Chemistry, 62(1-2), 127-134 (2008)
J D Bohbot et al.
Medical and veterinary entomology, 25(4), 436-444 (2011-03-15)
Several lines of evidence suggest that insect repellent molecules reduce mosquito-host contacts by interacting with odorants and odorant receptors (ORs), thereby ultimately affecting olfactory-driven behaviours. We describe the molecular effects of 10 insect repellents and a pyrethroid insecticide with known

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