2-tridecanone

methyl undecyl ketone

CAS: 593-08-8 C13 H26 O MW: 198.34942000 waxy fatty

Identification

Name2-tridecanone
IUPACtridecan-2-one
CAS Number593-08-8
EINECS209-784-0
FDA UNII5Q35VHX26K
Molecular FormulaC13 H26 O
Molecular Weight198.34942000
MDL NumberMFCD00008968
Nikkaji NumberJ94.924H
Beilstein1757402
CoE Number11194
XlogP35.20 (est)

Regulatory

JECFA Food Flavoring298 2-tridecanone
DG SANTE Food Flavourings07.103 tridecan-2-one
FEMA Number3388
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)593-08-8 ; 2-TRIDECANONE

Physical Properties

Appearance white crystalline solid (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.82200 @ 25.00 °C.
Refractive Index 1.43500 @ 20.00 °C.
Melting Point 29.00 to 31.00 °C. @ 760.00 mm Hg
Boiling Point 134.00 °C. @ 10.00 mm Hg, 195.00 °C. @ 110.00 mm Hg
Vapor Pressure 0.016000 mmHg @ 25.00 °C. (est)
Flash Point 225.00 °F. TCC ( 107.22 °C. )
logP (o/w) 5.053 (est)
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength medium ,
Substantivity > 8 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
Fatty, waxy, mushroom, coconut and earthy with a mild chicken fat nuance
A fatty, herbaceous, earthy aroma
Taste Description
fatty
at 10.00 ppm.
Fatty, waxy
Powerful fatty, milky and herbaceous notes

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for 2-tridecanone usage levels up to0.5000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)62.00 (μg/capita/day)
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
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-

Advanced Biotech. Inc.

Inspired by Nature

A diverse range of products, all meeting our stringent commitment to quality.

View All Website 973-339-6242 info@adv-bio.com

Alfrebro LLC/ Archer Daniels Midland Company

Let's get reacquainted

Building great taste with aroma chemicals, extracts, and distillates

View All Website 513-539-7373 sforbis@alfrebro.com

Augustus Oils Ltd

The Premier Supplier

Augustus Oils Ltd, in harmony with nature - to present it at its best...

View All Website +44 (0)1420 590555 essentials@augustus-oils.ltd.uk

Bedoukian Research, Inc.

Perfecting the Art of Chemistry

Working closely with our customers to meet their requirements.

View All Website 1-203-830-4000 customerservice@bedoukian.com

Beijing Lys Chemicals Co, LTD.

From Grams to Tons

Fine chemical high-tech company which contains R&D, production, and sales.

View All Website 86-10-68418738 jiayanyong@lyschem.com

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

Charkit Chemical Corporation

The Specialty Chemical Specialists

Explore this website to discover the products and services that Charkit provides for your industry and please contact us directly to find out how we can be of service to you.

View All Website 203-299-3220 sales@charkit.com

CJ Latta & Associates, LLC

Extensive Line

Aromatic Chemicals and Organic Acids.

View All Website (630) 240-8079 chiplatta@msn.com

Firmenich Inc.

We Create

We create perfumes and flavors for the World's most desirable brands.

View All Website +1 609 452 1000 Frederick.Keifer@firmenich.com

Lluch Essence S.L.

A family company dedicated to sales and distribution

Flexibility, availability, price and quality.

View All Website 34 93 379 38 49 web@lluche.com

M&U International LLC

Steady supply & demand

Meeting customers increasing demands at home as well as abroad.

View All Website 908-359-9000 sales@mu-intel.com

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

Sigma-Aldrich

Complete Supply Chain

The perfect blend of products and services that bring your creativity to life.

View All Website 800-244-1173 ff@sial.com

SRS Aromatics Ltd

For over 25 years

Bringing flavour and fragrance into your world.

View All Website +44 (0) 1284 704076 info@srsaromatics.co.uk

Synerzine, Inc.

Innovation. Customization. Aroma Ingredients.

Synerzine is a leading supplier of flavor and fragrance ingredients.

View All Website (404) 524-6744 info@synerzine.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

Tianjin Danjun International Trade Co., LTD.

Quality Products

We know the Chinese chemical market well.

View All Website +86-15822601686 songshasha@danjunchem.com

R C Treatt and Co Ltd

Innovative ingredient solutions

World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.

View All Website +1 863 668 9500 enquiries@treatt.com

Ernesto Ventós S.A.

Leaders in essence

We employ our five senses to do our job well.

View All Website +1 856 226 7501 info@ventos.com

Vigon International

Passion for Simplicity

Manufacturer and supplier of high quality flavor and fragrance ingredients.

View All Website 570-476-6300 sales@vigon.com

WholeChem, LLC

Connecting Innovators To the Building Blocks Of the Universe

Custom manufacturer and distributor of specialty ingredients. We make global local.

View All Website +1 (262) 995.8668 info@wholechem.com

Potential Uses

FL bacon FR butter FL cheese FL chicken FR coconut FL dairy FL fat FL fruit tropical fruit FR fungus FR herbal FL milk FL nut FR orris FR pineapple

Natural Occurrence

blood orange oil italy @ 1.10% Data butter PMC cascarilla bark oil @ trace% Data champaca concrete @ 0.02% Data cheese cheddar cheese PMC cochlospermum planchonii oil @ 0.40% Data cochlospermum tinctorium oil @ 1.00% Data coconut oil croton flavens l. (welensali) leaf oil curacao @ 0.30% Data cymbopogon citratus (dc.) stapf. oil cuba @ 0.40% Data genet absolute @ 0.50% Data glycosmis pentaphylla (cor.) bark oil india @ 28.10% Data glycosmis pentaphylla (cor.) leaf oil india @ 35.00% Data laurel leaf oil turkey @ 0.10% Data lemongrass oil rwanda @ 0.32% Data lemongrass oil yunnan @ 0.19% Data mango fruit meat cooked meat PMC onion bulb palm oil PMC rue flower oil colombia @ 1.39% Data rue oil china @ 0.80% Data rue oil cuba @ 3.72% Data tomato leaf witch hazel leaf oil @ 0.04% Data zanthoxylum nitidum l. leaf oil australia @ 7.70% Data

Synonyms

hendecyl methyl ketone hexadecylmethyl ketone ketone, methyl undecyl methyl N-undecyl ketone methyl undecyl ketone methyl undecyl ketone, natural tridecan-2-one 2- tridecanone natural tridecanone-2 US Patents: 3,952,024 - Furfurylthioacetone PubMed: North American Invasion of the Tawny Crazy Ant (Nylanderia fulva) Is Enabled by Pheromonal Synergism from Two Separate Glands. US Patents: Certain 2,5-dimethyl-3-thiopyrazines PubMed: Insecticidal Constituents of Essential Oil Derived from Zanthoxylum armatum against Two Stored-Product Insects. PubMed: Repellency and oviposition deterrence of wild tomato leaf extracts to spider mites, Tetranychus urticae Koch. PubMed: Chemical composition and larvicidal activity of Zanthoxylum armatum against diamondback moth, Plutella xylostella. PubMed: Odorant-binding proteins display high affinities for behavioral attractants and repellents in the natural predator Chrysopa pallens. PubMed: Larvicidal activity of the essential oil from Tetradium glabrifolium fruits and its constituents against Aedes albopictus. PubMed: A transferrin gene associated with development and 2-tridecanone tolerance in Helicoverpa armigera. PubMed: Cytochrome P450s from the fall armyworm (Spodoptera frugiperda): responses to plant allelochemicals and pesticides. PubMed: Identification of the 2-tridecanone responsive region in the promoter of cytochrome P450 CYP6B6 of the cotton bollworm, Helicoverpa armigera (Lepidoptera: Noctuidae). PubMed: A facile synthesis of 5,5-dideutero-4-dimethyl(phenyl)silyl-6-undecyl-tetrahydropyran-2-one as a deuterium labeled synthon for (-)-tetrahydrolipstatin and (+)-δ-hexadecanolide. PubMed: Wild tomato leaf extracts for spider mite and cowpea aphid control. PubMed: Structure elucidation and characterization of microbial 2-tridecyl sophorosides (biosurfactants). PubMed: Characterization of novel single-variety oxygenated sesquiterpenoid hop oil fractions via headspace solid-phase microextraction and gas chromatography-mass spectrometry/olfactometry. PubMed: Defensive chemicals of tawny crazy ants, Nylanderia fulva (Hymenoptera: Formicidae) and their toxicity to red imported fire ants, Solenopsis invicta (Hymenoptera: Formicidae). PubMed: Antioxidant and antimicrobial properties of the essential oil and extracts of Zanthoxylum alatum grown in north-western Himalaya. PubMed: 2-undecanone and 2-tridecanone in field-grown onion. PubMed: The potential impact of washing machines on laundry malodour generation. PubMed: Molecular cloning and recombinant expression of cytochrome P450 CYP6B6 from Helicoverpa armigera in Escherichia coli. PubMed: Synthesis of methyl ketones by metabolically engineered Escherichia coli. PubMed: Metathesis-mediated synthesis of (R)-10-methyl-2-tridecanone, the southern corn rootworm pheromone. PubMed: Engineering of bacterial methyl ketone synthesis for biofuels. PubMed: 2-undecanone rich leaf essential oil from Zanthoxylum armatum. PubMed: Synthesis and antimicrobial activity of long-chain 3,4-Epoxy-2-alkanones. PubMed: First report of the repellency of 2-tridecanone against ticks. PubMed: Enzymatic functions of wild tomato methylketone synthases 1 and 2. PubMed: HPLC assay for characterizing alpha-cyano-3-phenoxybenzyl pyrethroids hydrolytic metabolism by Helicoverpa armigera (Hubner) based on the quantitative analysis of 3-phenoxybenzoic acid. PubMed: Multiple biochemical and morphological factors underlie the production of methylketones in tomato trichomes. PubMed: Chemical composition and antimicrobial activity of the essential oils of leaves, roots and bark of Glossocalyx staudtii. PubMed: Mandibular gland secretions of meliponine worker bees: further evidence for their role in interspecific and intraspecific defence and aggression and against their role in food source signalling. PubMed: Repellency property of long chain aliphatic methyl ketones against Anopheles gambiae s.s. PubMed: A cut-off in ocular chemesthesis from vapors of homologous alkylbenzenes and 2-ketones as revealed by concentration-detection functions. PubMed: Insecticidal activity of 2-tridecanone against the cowpea weevil Callosobruchus maculatus (Coleoptera: Bruchidae). PubMed: Seasonal variation in volatile compound profiles of preen gland secretions of the dark-eyed junco (Junco hyemalis). PubMed: Chemical boundaries for detection of eye irritation in humans from homologous vapors. PubMed: Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch. PubMed: Chemical profiles of scent gland secretions in the cyphophthalmid opilionid harvestmen, Siro duricorius and S. exilis. PubMed: Natural products: seasonal variation in trichome counts and contents in Lycopersicum hirsutum f. glabratum. PubMed: 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. PubMed: Persistence of 2-tridecanone on the leaves of seven vegetables. PubMed: Janus kinase 3: a novel target for selective transplant immunosupression. PubMed: Responses of female orange wheat Blossom midge, Sitodiplosis mosellana, to wheat panicle volatiles. PubMed: Identification of the female-produced sex pheromone of the scarab beetle, Hoplia equina. PubMed: Seasonal variation in the essential oil of Pilocarpus microphyllus Stapf. PubMed: Resistance to 2-tridecanone in Tetranychus urticae: effects of induced resistance, cross-resistance and heritability. PubMed: Production and quantification of methyl ketones in wild tomato accessions. PubMed: Inducible P450s of the CYP9 family from larval Manduca sexta midgut. PubMed: Accumulation and turnover of 2-tridecanone in Tetranychus urticae and its consequences for resistance of wild and cultivated tomatoes. PubMed: Volatile compounds from Escherichia coli O157:H7 and their absorption by strawberry fruit. PubMed: Electroantennogram and oviposition bioassay responses of Culex quinquefasciatus and Culex tarsalis (Diptera: Culicidae) to chemicals in odors from Bermuda grass infusions. PubMed: A fatty acid alpha-ketol, a product of the plant lipoxygenase pathway, is oxidized to 3(Z)-dodecendioic acid by a bacterial monooxygenase. PubMed: Volatile ketones from interdigital glands of black-tailed deer,Odocileus hemionus columbianus. PubMed: Expression of cytochrome P450 genes of the CYP4 family in midgut and fat body of the tobacco hornworm, Manduca sexta. PubMed: Glutathione S-transferases from larval Manduca sexta midgut: sequence of two cDNAs and enzyme induction. PubMed: Ketone EC50 values in the Microtox test. PubMed: Fatty acid elongation in the biosynthesis of (Z)-10-heptadecen-2-one and 2-tridecanone in ejaculatory bulb microsomes of Drosophila buzzatii. PubMed: 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. PubMed: (Z)-10-Heptadecen-2-one and other 2-ketones in the aggregation pheromone blend ofDrosophila martensis, D. buzzatii, andD. serido. PubMed: Mandibular gland secretions of the male beewolvesPhilanthus crabroniformis, P. barbatus, andP. pulcher (Hymenoptera: Sphecidae). PubMed: 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. PubMed: Behavioral response ofTrichogramma pretiosum riley andTelenomus sphingis (Ashmead) to trichome/methyl ketone mediated resistance in tomato. PubMed: Chemistry of mandibular and Dufour's gland secretions of ants in genusMyrmecocystus. PubMed: Toxicity of allelochemicals from wild insect-resistant tomatoLycopersicon hirsutum f.glabratum toCampoletis sonorensis, a parasitoid ofHeliothis zea. PubMed: Inhibition ofCampoletis sonorensis parasitism ofHeliothis zea and of parasitoid development by 2-tridecanone-mediated insect resistance of wild tomato. PubMed: Activity of volatile compounds in glandular trichomes ofLycopersicon species against two insect herbivores. PubMed: Ester and ketone components of aggregation pheromone ofDrosophila hydei (Diptera: Drosophilidae). PubMed: [Produktion von 2-Tridecanon durch verschiedene Kultur- und Wildtomatenpflanzen (Lycopersicon spp.).] PubMed: Identification of a female-produced sex pheromone from the southern corn rootworm,Diabrotica undecimpunctata howardi Barber. PubMed: Toxicity studies of analogs of 2-tridecanone, a naturally occurring toxicant from a wild tomato. PubMed: Effect of day length and light intensity on 2-tridecanone levels and resistance inLycopersicon hirsutum f.glabratum toManduca sexta. PubMed: Soldier-specific chemicals of the termiteCurvitermes strictinasus Mathews (Isoptera, Nasutitermitinae). PubMed: 2-Tridecanone: A Naturally Occurring Insecticide from the Wild Tomato Lycopersicon hirsutum f.glabratum. PubMed: Resistance plasmids in Pseudomonas cepacia 4G9. PubMed: A novel ketone monooxygenase from Pseudomonas cepacia. Purification and properties. PubMed: Source of oxygen in the conversion of 2-tridecanone to undecyl acetate by Pseudomonas cepacia and Nocardia sp. PubMed: Purification and properties of undecyl acetate esterase from Pseudomonas cepacia grown on 2-tridecanone. PubMed: Specificity and induction of undecyl acetate esterase from Pseudomonas cepacia grown on 2-tridecanone. PubMed: Oxidative degradation of methyl ketones. II. Chemical pathway for degradation of 2-tridecanone by Pseudomonas multivorans and Pseudomonas aeruginosa. PubMed: Bacterial oxidation of 2-tridecanone to 1-undecanol.