We have found 46587 results matching your criteria.
Please wait while we search...
  1. 1.
    General Material Information
  2. 2.
    PhysChem Properties
  3. 3.
    Occurrences
  4. 4.
    Organoleptic Properties
  5. 5.
    Suppliers
  6. 6.
    Potential Uses
  7. 7.
    Regulatory & Documentation
  8. 8.
    Safety Information
  9. 9.
    Other Information
  10. 10.
    Blenders & Components
  11. 11.
    Literature & References

2-undecanone

Chemical Structure

General Material Information

Preferred name 2-undecanone
Trivial Name 2-Undecanone
Short Description nonyl methyl ketone
Formula C11 H22 O
CAS Number 112-12-9
FEMA Number 3093
Flavis Number 7.016
ECHA Number 203-937-5
FDA UNII YV5DSO8CY9
Nikkaji Number J5.119E
Beilstein Number 1749573
MDL MFCD00009583
COE Number 150
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 296 2-undecanone
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 112-12-9 ; 2-UNDECANONE
Synonyms
  • 2-hendecanone
  • ketone, methyl nonyl
  • MNK
  • methyl N-nonyl ketone
  • methyl nonyl ketone
  • methyl nonyl ketone (2-undecanone)
  • methyl nonyl ketone (2-undecanone), natural
  • methyl nonyl ketone natural
  • methyl nonyl ketone redistilled
  • methyl nonylketone
  • methyl-N-nonylketone
  • methylnonylketone
  • nonyl methyl ketone
  • N- nonyl methyl ketone
  • rue ketone
  • undecan-2-one
  • 2-oxo undecane
  • undecane-2-one
  • 2-undecanone
  • 2-undecanone (methyl nonyl ketone) natural
  • 2-undecanone (natural)
  • 2-undecanone natural
  • 2-Hendecanone
  • NSC 4028
  • BioUD 30
  • BioUD
  • BioUD 8
  • Mostique EGX 101

US / EU / FDA / JECFA / FEMA / Scholar / Patents

Google Scholar Start search
Google Books Start search
Google Patents Start search
Perfumer & Flavorists Start search
EU Patents Start search
PubMeb Start search
NCBI Start search

Literature & References

undecan-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:112-12-9
Pubchem (cid):8163
Pubchem (sid):134975693
Flavornet:112-12-9
Pherobase:View
Publications by Info
HEPTAN-2-ONE
Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
Publications by Perfumer & Flavorist
Organolpetic Characteristics of Flavor Materials
Publications by US Patents
3,952,024 - Furfurylthioacetone
3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines
Publications by PubMed
Biting deterrence, repellency, and larvicidal activity of Ruta chalepensis (Sapindales: Rutaceae) essential oil and its major individual constituents against mosquitoes.
Wild tomato leaf extracts for spider mite and cowpea aphid control.
Monodimensional (GC-FID and GC-MS) and Comprehensive Two-dimensional Gas Chromatography for the Assessment of Volatiles and Fatty Acids from Ruta chalepensis Aerial Parts.
Characterization of novel single-variety oxygenated sesquiterpenoid hop oil fractions via headspace solid-phase microextraction and gas chromatography-mass spectrometry/olfactometry.
Production of bioactive volatiles by different Burkholderia ambifaria strains.
Bioactivity against Bursaphelenchus xylophilus: Nematotoxics from essential oils, essential oils fractions and decoction waters.
Sensitive low-pressure dielectric barrier discharge ion source.
2-undecanone and 2-tridecanone in field-grown onion.
Repellents and acaricides as personal protection measures in the prevention of tick-borne diseases.
Efficacy of methyl nonyl ketone as an in-soil repellent for common voles (Microtus arvalis).
The repelling effect of plant secondary metabolites on water voles, Arvicola amphibius.
Characterization of novel varietal floral hop aromas by headspace solid phase microextraction and gas chromatography-mass spectrometry/olfactometry.
Synthesis of methyl ketones by metabolically engineered Escherichia coli.
Substrate mass transport in two-phase partitioning bioreactors employing liquid and solid non-aqueous phases.
Altered behavioral responses of Sindbis virus-infected Aedes aegypti (Diptera: Culicidae) to DEET and non-DEET based insect repellents.
Field evaluation of commercial repellents against the floodwater mosquito Psorophora columbiae (Diptera: Culicidae) in St. Johns County, Florida.
[Study on network compatibility of metabolisms in vivo rat for volatile oil in houttuyniae herba and 2-undecanone].
Engineering of bacterial methyl ketone synthesis for biofuels.
Phytochemical investigation and antifeedant activity of Premna latifolia leaves.
Evaluation of antileishmanial, cytotoxic and antioxidant activities of essential oils extracted from plants issued from the leishmaniasis-endemic region of Sned (Tunisia).
Functional characterization of the octenol receptor neuron on the maxillary palps of the yellow fever mosquito, Aedes aegypti.
Aliphatic ketones from Ruta chalepensis (Rutaceae) induce paralysis on root knot nematodes.
2-undecanone rich leaf essential oil from Zanthoxylum armatum.
Novel field assays and the comparative repellency of BioUD(®) , DEET and permethrin against Amblyomma americanum.
The effect of undecanones and their derivatives on tumor angiogenesis and VEGF content.
First report of the repellency of 2-tridecanone against ticks.
Odorant-binding proteins of the malaria mosquito Anopheles funestus sensu stricto.
[Determination of methyl nonyl ketone in volatile oil from herbs of Houttuynia cordata by GC-MS].
Two-phase reactors applied to the removal of substituted phenols: comparison between liquid-liquid and liquid-solid systems.
Insect repellents: modulators of mosquito odorant receptor activity.
Enzymatic functions of wild tomato methylketone synthases 1 and 2.
[Comparison of volatile oils of cultivated Houttaynia cordata populations with wild].
Olfactory response of Haematobia irritans (Diptera: Muscidae) to cattle-derived volatile compounds.
Comparative efficacy of BioUD to other commercially available arthropod repellents against the ticks Amblyomma americanum and Dermacentor variabilis on cotton cloth.
Multiple biochemical and morphological factors underlie the production of methylketones in tomato trichomes.
(S)-2-acetoxy-5-undecanone, female sex pheromone of the raspberry cane midge, Resseliella theobaldi (Barnes).
Efficacy of the new repellent BioUD against three species of ixodid ticks.
Novel arthropod repellent, BioUD, is an efficacious alternative to deet.
Biodegradation of 4-nitrophenol in a two-phase sequencing batch reactor: concept demonstration, kinetics and modelling.
Repellency property of long chain aliphatic methyl ketones against Anopheles gambiae s.s.
[Studies on expectorant compounds in volatile oil from root and rhizome of Aster tataricus].
[Tissue distribution on methyl nonyl ketone of the volatile oil from Houttyunia cordata in mice].
[Effects of fertilizer application on contents of 2-undecanone and soluble carbonhydrate in Houttuynia cordata with different fertilizers].
Bioactivity and chemical composition of the leaf essential oils of Zanthoxylum rhoifolium and Zanthoxylum setulosum from Monteverde, Costa Rica.
Kinetic analysis of volatile formation in milk subjected to pressure-assisted thermal treatments.
Gas chromatographic/mass spectrometric analysis of the essential oil of Houttuynia cordata Thunb by using on-column methylation with tetramethylammonium acetate.
Analysis of leaf volatiles of Zanthoxylum gillettii used in folk medicine of Cameroon.
Studies on the alkaloid constituents of Evodia rutaecarpa (Juss) Benth var. bodinaieri (Dode) Huang and their acute toxicity in mice.
Variation in chemical composition and antibacterial activities of essential oils from two species of Houttuynia THUNB.
Biodegradation of phenol at low temperature using two-phase partitioning bioreactors.
Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch.
Quantitative determination of thermally derived off-flavor compounds in milk using solid-phase microextraction and gas chromatography.
Natural products: seasonal variation in trichome counts and contents in Lycopersicum hirsutum f. glabratum.
Main compounds responsible for off-odour of strawberries infected by Phytophthora cactorum.
Test of the Binding Threshold Hypothesis for olfactory receptors: explanation of the differential binding of ketones to the mouse and human orthologs of olfactory receptor 912-93.
Aroma extract dilution analysis of cv. Meeker (Rubus idaeus L.) red raspberries from Oregon and Washington.
[Analysis on yield and quality of different Houttuynia cordata].
Analysis of ketones by selected ion flow tube mass spectrometry.
The use of Enterobacter cloacae ATCC 43560 in the development of a two-phase partitioning bioreactor for the destruction of hexahydro-1,3,5-trinitro-1,3,5-s-triazine (RDX).
Production and quantification of methyl ketones in wild tomato accessions.
High-resolution gas-chromatographic analysis of the secondary metabolites obtained by subcritical-fluid extraction from Colombian rue (Ruta graveolens L.).
Inducible P450s of the CYP9 family from larval Manduca sexta midgut.
Volatile compounds from Escherichia coli O157:H7 and their absorption by strawberry fruit.
Production of flavour ketones in aqueous-organic two-phase systems by using free and microencapsulated fungal spores as biocatalysts.
Electroantennogram and oviposition bioassay responses of Culex quinquefasciatus and Culex tarsalis (Diptera: Culicidae) to chemicals in odors from Bermuda grass infusions.
Biodegradation of phenol at high initial concentrations in two-phase partitioning batch and fed-batch bioreactors.
Characterization and optimization of a two-phase partitioning bioreactor for the biodegradation of phenol.
Expression of cytochrome P450 genes of the CYP4 family in midgut and fat body of the tobacco hornworm, Manduca sexta.
Glutathione S-transferases from larval Manduca sexta midgut: sequence of two cDNAs and enzyme induction.
Influence of life history differences of two tachinid parasitoids ofHelicoverpa zea (Boddie) (Lepidoptera: Noctuidae) on their interactions with glandular trichome/methyl ketone-based insect resistance in tomato.
Mortality and inhibition ofHelicoverpa zea Egg parasitism rates byTrichogramma in relation to trichome/methyl ketone-mediated insect resistance ofLycopersicon hirsutum f. glabratum, accession PI 134417.
Behavioral response ofTrichogramma pretiosum riley andTelenomus sphingis (Ashmead) to trichome/methyl ketone mediated resistance in tomato.
Toxicity of allelochemicals from wild insect-resistant tomatoLycopersicon hirsutum f.glabratum toCampoletis sonorensis, a parasitoid ofHeliothis zea.
Inhibition ofCampoletis sonorensis parasitism ofHeliothis zea and of parasitoid development by 2-tridecanone-mediated insect resistance of wild tomato.
Volatile methyl ketone seed-germination inhibitors fromAmaranthus palmeri S. Wats. Residues.
Activity of volatile compounds in glandular trichomes ofLycopersicon species against two insect herbivores.
Conversion of nitroheptane to dihydrojasmone.
Volatiles of Pseudomonas aeruginosa and related species by automated headspace concentration--gas chromatography.
Headspace analysis of volatile metabolites of Pseudomonas aeruginosa and related species by gas chromatography-mass spectrometry.
METHYL KETONE METABOLISM IN HYDROCARBON-UTILIZING MYCOBACTERIA.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C01875
HMDB (The Human Metabolome Database):HMDB33713
FooDB:FDB011831
Export Tariff Code:2914.19.0000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•formulation types registered: pressurized liquid: 1.9% methyl nonyl ketone +0.1% related compounds; 2.0% methyl nonyl ketone; granular: 1.9% methyl nonyl ketone +0.1% related compounds; 0.08% methyl nonyl ketone +0.42% cinnamaldehyde; 6.25% thiram, 6.25% methyl nonyl ketone and 5.50% castor oil (usp); liquid ready-to-use (pumpsprayer): 1.8-1.9% methyl nonyl ketone +0.1% related compounds; 2.0% methyl nonyl ketone; solid (crystalline): 1.8% methyl nonyl ketone +0.1% related compounds; liquid for reformulating use only: 63.33% methyl nonyl ketone and 3.34% related compounds. •major componentabout 90% in algerian rue oil

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 170.29554748535
Specific gravity @ 25 °C
Pounds per Gallon 6.84 to 6.873
Refractive Index 1.428 to 1.432 @ 20 °C
Melting Point 11 to 14°C @ 760 mm Hg
Boiling Point 231 to 232°C @ 760 mm Hg
Boiling Point 140 to 141°C @ 50 mm Hg
Acid Value 5 max KOH/g
Vapor Pressure 0.098 mmHg @ 25 °C
Vapor Density 5.9
Flash Point TCC Value 88.89 °C TCC
logP (o/w) 4.09
Shelf life 12 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
alcohol Yes
water, 19.71 mg/L @ 25 °C (est) Yes
Stability
hair spray Unspecified
lotion Unspecified
non-discoloring in most media Unspecified
powder Unspecified
shampoo Unspecified

Organoleptic Properties

Odor Type: Fruity
waxy, fruity, creamy, fatty, orris, floral, ketonic, pineapple
Odor strength medium
Substantivity 128 hour(s) at 100.00 %
Luebke, William tgsc, (1983) At 100.00 %. waxy fruity creamy fatty orris floral
Mosciano, Gerard P&F 16, No. 3, 79, (1991) Waxy, fruity, ketonic with fatty pineapple nuances
Flavor Type: Waxy
fruity, fatty, waxy, creamy, cheesy
General comment Fruity, fatty
Mosciano, Gerard P&F 16, No. 3, 79, (1991) At 30.00 ppm. Waxy, fruity with creamy cheese like notes
Notes for Blue Cheese, wine, brandy. Blue cheese, winey
2-UNDECANONE has a unique floral and fatty pineapple profile which works perfectly in fruit, cheese, butter, nut and mushroom flavors. Blue cheese character with fatty and waxy nuances

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
5% in petrolatum produced no irritation or sensitization in humans.
Oral/Parenteral Toxicity:
oral-mouse LD50 950 mg/kg
(Schafer & Bowles, 1985)

oral-mouse LD50 [sex: M] 5460 mg/kg
(Tanii et al., 1986)

oral-mouse LD50 3880 mg/kg
Acta Pharmaceutica Jugoslavica. Vol. 12, Pg. 79, 1962.

oral-rat LD50 5000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C201, 1991.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 13, Pg. 869, 1975.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for 2-undecanone usage levels up to:
5.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 330.00 (μg/capita/day)
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -3.10000
beverages(nonalcoholic): -2.80000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -0.54000
fruit ices: -0.54000
gelatins / puddings: -5.00000
granulated sugar: --
gravies: --
hard candy: -2.60000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 7 (FGE.07): Saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids from chemical group 5
View page or View pdf

Flavouring Group Evaluation 7, Revision 1 (FGE.07Rev1): Saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids from chemical group 5 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Scientific opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission
View page or View pdf

Flavouring Group Evaluation 7, Revision 2 (FGE.07Rev2) : Saturated and unsaturated aliphatic secondary alcohols, ketones and esters of secondary alcohols and saturated linear or branched-chain carboxylic acids from chemical group 5
View page or View pdf

Conclusion on the peer review of the pesticide risk assessment of the active substance methyl nonyl ketone
View page or View pdf

Safety and efficacy of saturated and unsaturated aliphatic secondary alcohols, ketones and esters with esters containing secondary alcohols belonging to chemical group 5 when used as flavourings for all animal species
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):112-12-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8163
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
undecan-2-one
Chemidplus:0000112129
RTECS:YQ2820000 for cas# 112-12-9