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HCID 8163Erstellt: 27. Oktober 2026

2-Undecanone

METHYL NONYL KETONE · Undecan-2-one · FEMA 3093 · METHYL N-NONYL KETONE · undecan-2- · 2-Undecanon · 2-UNDECANONE · Undecan-2-on

https://huagongshe.com/de/chemical/8163

Molekülstruktur von 2-Undecanone

Identifikatoren & physikalische Daten

CAS No.112-12-9
SummenformelC11H22O
Durchschnittliche Molmasse170,29 g/mol
Monoisotopische Masse170,16706532 g/mol
SMILESCCCCCCCCCC(C)=O
InChIKeyKYWIYKKSMDLRDC-UHFFFAOYSA-N
PubChem CID8163
ChEMBLCHEMBL1236582
ChEBICHEBI:17700
EC No.203-937-5
DTXSIDDTXSID2021943

Chemische & physikalische Eigenschaften

XLogP4,1
Polarare Oberfläche (TPSA)17,1
H-Brücken-Donoren0
H-Brücken-Akzeptoren1
Frei drehbare Bindungen8
Schwere Atome12
Formalladung0
Komplexität108
ArzneimittelPharmaceuticals -> Listed in ZINC15
LipideFatty Acyls [FA] -> Oxygenated hydrocarbons [FA12]
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesBoiling point
DuftstoffeFragrance Ingredient (2-Undecanone) -> IFRA transparency List
PestizideRepellantsActive substance -> EU Pesticides database: Not approved
LogP (Verteilungskoeffizient)log Kow = 4.09
GeruchStrong odor
LebensmittelzusatzstoffeFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Dichte0.8260 to 0.8263 at 20 °C/4 °C0.822 -0.8260.829 @ 30°C0.825 g/mL at 25 °C(lit.)
AromastoffeEU Flavoring substances
Color/FormOily liquidColorless liquid
Schmelzpunkt11-13 °C(lit.)
Siedepunkt231-232 °C(lit.)
Dampfdichte5.9 (vs air)
Dampfdruck<1 mm Hg ( 20 °C)
Brechungsindexn20/D 1.43(lit.)
FEMA3093 | 2-UNDECANONE
Flammpunkt192 °F
LagerbedingungenStore below +30°C.
AggregatzustandLiquid
FarbeClear colorless to light yellow
Geruchat 100.00 %. waxy fruity creamy fatty orris floral
Geruchsartfruity
Biologische Quellesynthetic
LöslichkeitINSOLUBLE
Merck14,6104
JECFA Number296
BRN1749573
Henry-Konstante1.9×10-2 mol/(m3Pa) at 25℃, Plyasunov and Shock (2001)
Dielektrizitätskonstante8.4000000000000004
StabilitätStable. Combustible. Incompatible with strong oxidizing agents, strong bases.
Hauptanwendungencleaning productscosmeticsfood and beveragespersonal care
Kosmetik-Inhaltsstoffe FunktionenPERFUMING
InChI1S/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3
InChIKeyKYWIYKKSMDLRDC-UHFFFAOYSA-N
SMILESCCCCCCCCCC(C)=O
LogP (Verteilungskoeffizient)3.69 at 25℃
CAS Datenbank112-12-9(CAS DataBase Reference)
NIST chemische Informationen2-Undecanone(112-12-9)
EPA chemische InformationenMethyl nonyl ketone (112-12-9)

Sicherheit & Vorschriften

GHS-EinstufungThis chemical does not meet GHS hazard criteria for 15.2% (271 of 1781) of reports.WarningH400 (84.3%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]P273, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1781 reports by companies from 16 notifications to the ECHA C&L Inventory.
Regulatorische InformationenChemical: 2-UndecanoneRegulation (EC) No 1831/2003 (amended)2-Undecanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Undecanone are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)2008/127, Reg. (EU) 2017/781, Reg. (EU) No 540/2011, Reg. (EU) No 608/2012, Reg. (EU) No 629/2014Status: Active Update: 14-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/229062-Undecanone: Does not have an individual approval but may be used under an appropriate group standard
GefahrenübersichtSlightly toxic in animal studiesNOEL = 300 mg/kg/day[Reference #1] Causes coma in inhalation studies of guinea pigs with a TCLo = 6900 mg/m3/12H[RTECS] May cause irritation[MSDSonline]
FDA-AnforderungenMethyl nonyl ketone is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
Special ReportsThe U.S. high production volume (HPV) chemicals are those which are manufactured in or imported into the United States in amounts equal to or greater than one million pounds per year. Robust Summaries include health effects, ecotoxicity data, and environment fate information for selected chemicals. EPA/Office of Pollution Prevention and Toxics

Anwendungen & Verwendung

Occurrence

Originally reported found in the essential oils of Ruta graveolens; subsequently was identified in the essential oils of Citrus limetta Risso., Fagara xanthoxyloides Lamm. and Litsea odorifera Val. (leaves); a method for the determination of methyl nonyl ketone in various rue species (Ruta montana, Ruta bracteosa) was devised; it is also present in the essential oils of Jaborandi (leaves), Hottuynia cordata, Phellodendron anaurense, Schizandar nigra Maxim., and in coconut and palm oils; also identified as the main constituent of the essential oil of Boronia ledifolia Gai; a 92% content level was reported in the essential oil of Ruta chalepensis. Also reported found in rabbiteye, blueberry, feijoa fruit, feijoa peel, peach, raspberry, fresh black berry, heated blackberry, strawberry jam, guava, allium, cloves, raw asparagus, shallot, roasted onion, ginger, Curcuma aeruginosa Roxb., Curcuma heyneana Val., banana, grapefruit, currants, peach, asparagus, shallot, onion, leek, chive, peas, potato, clove, ginger, pepper, many cheeses, wheaten bread, butter, milk, cream, yogurt, milk powder, goat and sheep milk, caviar, raw and smoked fatty fish, roast chicken, cooked beef, beef, chicken and pork fat, hop oil, beer, cognac, rum, sparkling wine, coffee, tea, roasted filberts and peanuts, coconut meat, milk and oil, passion fruit, mushroom, wild marjoram, starfruit, Brazil nut, cardamom, rice, buckwheat, corn oil, wort, elder flower, shrimp, crayfish, clam, maté and mastic gum leaf and fruit oil.

Verwenden

2-Undecanone may be used as an analytical reference standard for the quantification of the analyte in milk samples and Houttuynia cordata Thunb using gas chromatography (GC) technique.

Herstellung & Synthese

synthetische

Can be isolated from natural oils by fractional distillation; also by dry distillation of calcium acetate and calcium caprylate, or by boiling octylacetoacetic acid ethyl ester with and alcoholic KOH solution.

High Production Volume (HPV) Challenge Program's Robust Summaries and Test Plans. Available from: http://www.epa.gov/chemrtk/viewsrch.htm on methyl nonyl ketone as of January 19, 2006.
USEPA/Office of Pesticide Programs
Reregistration Eligibility Decision Document - Methyl nonyl ketone. EPA 738-R-95-038 July 1995. The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of February 23, 2006: http://www.epa.gov/pesticides/reregistration/status.htm]
FIFRA-AnforderungenSection 4(g)(2)(A) of FIFRA calls for the Agency to determine, after submission of relevant data concerning an active ingredient, whether products containing the active ingredients are eligible for reregistration. The Agency has previously identified and required the submission of the generic (i.e. active ingredient specific) data required to support reregistration of products containing methyl nonyl ketone active ingredients. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing methyl nonyl ketone.As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Methyl nonyl ketone is found on List C. Case No: 3094Pesticide type: insecticide, rodenticideCase Status:RED Approved 06/95OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document...Active ingredient (AI): methyl nonyl ketoneData Call-in (DCI) Date(s): 09/15/92AI Status: OPP has completed a Reregistration Eligibility Decision (RED) for the case/AI.
NFPA Hazard Classification1 - Materials that, under emergency conditions, can cause significant irritation.2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.0 - Materials that in themselves are normally stable, even under fire conditions.
Hazard Classes and CategoriesAquatic Acute 1 (84.3%)
Hazardous Reactivities and Incompatibilities... Can react with oxidizing materials.
BrandbekämpfungsverfahrenTo fight fire, use carbon dioxide or dry chemical.
EntsorgungsverfahrenSRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.
Protective Action Criteria (PAC)15 [mg/m3]170 [mg/m3]990 [mg/m3]
ÖkotoxizitätswerteLC50 Anas platyrhynchos (Mallard duck, 10 days old) dietary >5620 ppm/8 daysLD50 Anas platyrhynchos (Mallard duck, 19 weeks old) oral >2250 mg/kgLD50 Colinus virginianus (Bobwhite, 20 weeks old) oral >2250 mg/kgLC50 Colinus virginianus (Bobwhite, 10 days old) dietary >5620 ppm/8 daysFor more Ecotoxicity Values (Complete) data for 2-UNDECANONE (10 total), please visit the HSDB record page.
UmweltverhaltenTERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 280(SRC), determined from a structure estimation method(2), indicates that 2-undecanone is expected to have moderate mobility in soil(SRC). Volatilization of 2-undecanone from moist soil surfaces may be expected to be an important fate process(SRC) given a Henry's Law constant of 6.36X10-5 atm-cu m/mole(3). 2-Undecanone is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 4.1X10-2 mm Hg(4). 2-Undecanone had a theoretical biological oxygen demand (BOD) of 1%, 6.5% and 21.8% after 6, 12 and 24 hr, respectively, when incubated with an activated sludge seed at an initial concentration of 500 ppm(5) suggesting that biodegradation in the soil may be fast(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-undecanone, which has a vapor pressure of 4.1X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-undecanone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 1.2 days(SRC), calculated from its rate constant of 1.38X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).
Lebensmitteluntersuchungswerte2-Undecanone is present, at unreported concentrations, as a volatile component of aroma of cooked beef, mutton, and pork(1). 2-Undecanone was identified in the volatile components of short necked clams(2), raw beef(3), and distilled oils of welsh onions (Allium fistulosum L. variety Maichuon) and scallions (Allium fistulosum L. variety Caespitosum)(4). 2-Undecanone was identified in Beaufort cheese(5), blue cheese(6), roasted filberts(7), and fresh ginger rhizomes (Zingiber officinale Roscoe)(8), at unreported concentrations. 2-Undecanone was identified in pineapple guava at 0.41 ug/g(9). 2-Undecanone was measured at 281 ng/g, 887 ng/g and 49.1 ng/g in anchovy paste, big eyed herring paste and shrimp paste, respectively(10).
Unerwünschte WirkungenNeurotoxin - Acute solvent syndrome
Ökotoxizitätsauszüge/AQUATIC SPECIES/ /In the Fathead minnow (Pimephales promelas) 96 hr LC50 test,/ ...affected fish lost schooling behavior, swam near tank bottom, and were hypoactive. Fish were darkly colored, had increased respiration, and lost equilibrium prior to death. Mortalities at 96 hrs: 3.87 mg/L 18/205.95 mg/L, 20/20. No mortalities at lower concentrations.
Effluent Concentrations2-Undecanone was identified in effluents from US-based soap and detergent manufacture at a concentration range of 336-453 ng/ul(1). 2-Undecanone emissions were measured at 1.7 mg/kg when frying beef and 4.7 mg/kg when charbroiling extralean beef and 6.5 mg/kg when charbroiling regular beef(2). Charbroiling meat emissions of 2-undecanone were measured at 107 mg/kg(3).
Soil Adsorption/MobilityUsing a structure estimation method based on molecular connectivity indices(1), the Koc of 2-undecanone can be estimated to be 278(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-undecanone is expected to have moderate mobility in soil.
Natural Pollution Sources2-Undecanone is a volatile component of foods(1).
Fish/Seafood Concentrations2-Undecanone was found in the legs of Charybdis feriatus crabs at 0.6 ug/kg(1). 2-Undecanone was detected not quantified in lake trout (Salvelinus namycush) from Lake Michigan at Saugatuck and from Lake Ontario at Oswego(2). 2-Undecanone was identified in short-necked clams(3).
Artificial Pollution Sources2-Undecanone's production and use as a solvent in the production of vinyl resins, nitrocellulose and synthetic rubber(1), a dog and cat repellent(2) and as a fragrance additive to soaps, detergents, creams, lotions and perfume(2) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: 2-Undecanone had a theoretical biological oxygen demand (BOD) of 1%, 6.5% and 21.8% after 6, 12 and 24 hr, respectively, when incubated with a activated sludge seed at an initial concentration of 500 ppm(1). The available data on biodegradaton of ketones in general suggest that n-alkyl ketones are susceptible to biodegradation, with methyl branching tending to decrease the rate of biodegradation(2).
Environmental BioconcentrationAn estimated BCF of 28 was calculated for 2-undecanone(SRC), using a log Kow of 4.09(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Wassergefährdungsklasse (WGK)2
TSCA-Inventar-StatusTSCA listed
UN-TransportnummerUN3082
Zollcode29141990
RTECS-Nr.YQ2820000
R-Sätze (R)51/53-50/53
ToxizitätLD50 dermally in rabbits: >5 g/kgLD50 orally in rats, mice: >5, 3.88 g/kg (Opdyke)
GefahrensymboleN
Sicherheitshinweise (S)23-24/25-61-60
Gefahrenklasse9Aquatic Acute 1Aquatic Chronic 1
VerpackungsgruppeIII
Lagerklasse10 - Combustible liquids
Gefahrstoffdaten112-12-9(Hazardous Substances Data)