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Methyldecanoat
METHYL CAPRATE · METHYL CAPRINATE · DECANOIC ACID METHYL ESTER · CAPRIC ACID METHYL ESTER · Methyl GC · uniphata30 · Uniphat A30 · ESTASOL MD10
Identifikatoren & physikalische Daten
| CAS No. | 110-42-9 |
|---|---|
| Summenformel | C11H22O2 |
| Durchschnittliche Molmasse | 186,29 g/mol |
| Monoisotopische Masse | 186,16197994 g/mol |
| SMILES | CCCCCCCCCC(=O)OC |
| InChIKey | YRHYCMZPEVDGFQ-UHFFFAOYSA-N |
| PubChem CID | 8050 |
| ChEMBL | CHEMBL2137647 |
| ChEBI | CHEBI:143577 |
| EC No. | 203-766-6 |
| DTXSID | DTXSID4026842 |
| Lokaler Name | Methyldecanoat |
Chemische & physikalische Eigenschaften
| XLogP | 4,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 9 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 121 |
| Stoffklassen | Other Classes -> Esters, Other |
| Lipide | Fatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710] |
| SpringerMaterials Properties | Boiling point |
| Duftstoffe | Fragrance Ingredient (Methyl decanoate) -> IFRA transparency List |
| Pestizide | Agrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approved |
| LogP (Verteilungskoeffizient) | log Kow= 4.41 |
| Dichte | 0.8730 @ 20 °C/4 °C0.871 g/mL at 20 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | Insol in watervery sol in ethyl alc, etherslightly sol in chloroform, carbon tetrachloride0.0044 mg/mL at 20 °Cchloroform: soluble100mg/mL, clearSoluble in alcohol. Insoluble in water. |
| Siedepunkt | 224 °C @ 760 mm Hg108.00 °C. @ 10.00 mm Hg108 °C/10 mmHg 224 °C (lit.) |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating vapors. |
| Schmelzpunkt | -18 °C-14--11 °C (lit.) |
| Dampfdruck | 4.93Pa at 25℃ |
| Brechungsindex | n20/D 1.425(lit.) |
| Flammpunkt | 202 °F |
| Lagerbedingungen | room temp |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Geruch | at 100.00 %. oily wine fruity floral |
| Geruchsart | fermented |
| Biologische Quelle | synthetic |
| Explosionsgrenze | 0.7%(V) |
| BRN | 1759170 |
| Henry-Konstante | 1.1×10-2 mol/(m3Pa) at 25℃, Aprea et al. (2007) |
| Dielektrizitätskonstante | 3.8599999999999999 |
| Hauptanwendungen | cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care |
| InChI | 1S/C11H22O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h3-10H2,1-2H3 |
| InChIKey | YRHYCMZPEVDGFQ-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCC(=O)OC |
| LogP (Verteilungskoeffizient) | 4.42 at 36℃ |
| CAS Datenbank | 110-42-9(CAS DataBase Reference) |
| NIST chemische Informationen | Decanoic acid, methyl ester(110-42-9) |
| EPA chemische Informationen | Methyl decanoate (110-42-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 44.7% (118 of 264) of reports.H411 (53%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 264 reports by companies from 5 notifications to the ECHA C&L Inventory.WarningH227: Combustible liquid [Warning Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: Decanoic acid, methyl esterDecanoic acid, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Decanoic acid, methyl ester 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) 2017/195, Reg. (EU) 2020/1160, Reg. (EU) 2021/745, Reg. (EU) 2023/1446, Reg. (EU) 2024/1280, Reg. (EU) No 540/2011Status: Active Update: 06-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/16051Decanoic acid, methyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Decanoic acid, methyl ester: Human health tier I assessment |
| Gefahrenübersicht | Fatty acid C6-C10 methylester: Irritating to rabbit and human skin and mildly irritating to rabbit eyes[IUCLID] |
| Hazard Classes and Categories | Aquatic Chronic 2 (53%)Flammable liquids - Category 4 |
| Entsorgungsverfahren | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Körperbelastung | One of eight samples of mother's milk collected in 4 urban/industrial areas in the United States were positive for the presence of methyl decanoate(1,2). |
| Wechselwirkungen | Linear saturated fatty acid methyl esters were comitogenic with lectins for mouse lymphocytes, the degree of comitogenicity being strongly dependent on the length of the acyl group, and maximal for methyl tetradecanoate. Lesser effects were found for analogs with 10, 12, or 16 acyl carbon atoms, whereas those with fewer than 10 or more than 16 were inactive. /Methyl esters/ |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 470(SRC), determined from a structure estimation method(2), indicates that methyl decanoate is expected to be moderately mobile in soil(SRC). Volatilization of methyl decanoate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.0017 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Methyl decanoate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.037 mm Hg(4). Methyl decanoate is expected to rapidly biodegrade in aerobic soils as suggested by the rapid biodegradation of structurally similar long-chain fatty acid esters(5-7).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 470(SRC), determined from a structure estimation method(2), indicates that methyl decanoate is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.0017 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Volatilization half-lives for a model river and model lake are 5 hours and 6 days, respectively(SRC), using an estimation method(3). According to a classification scheme(5), an estimated BCF of 50(SRC) from its log Kow of 4.41(11) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate. Methyl decanoate is expected to rapidly biodegrade in aerobic waters as suggested by the rapid biodegradation of structurally similar long-chain fatty acid esters(7-9). An estimated base-catalyzed second-order hydrolysis rate constant of 0.030 L/mole-sec(10,SRC) corresponds to half-lives of 7 years and 270 days at pH values of 7 and 8, respectively(10).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl decanoate, which has a vapor pressure of 0.037 mm Hg at 25 °C(2), will exist solely as a vapor in the ambient atmosphere. Vapor-phase methyl decanoate 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 37 hours(SRC) from its estimated rate constant of 1.0X10-11 cu cm/molecule-sec at 25 °C(3). |
| Lebensmitteluntersuchungswerte | Methyl decanoate was identified as a component of the aroma fraction of blue cheese(1) and Beaufort cheese(2). It was detected as a natural flavoring constituent of cassava and farine(3). |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc for methyl decanoate can be estimated to be about 470(SRC). According to a classification scheme(2), this estimated Koc value suggests that methyl decanoate is expected to have moderate mobility in soil. |
| Natural Pollution Sources | Methyl decanoate was identified as a component of cassava and farine(1) and blue(2) and Beaufort cheese(3). |
| Atmospheric Concentrations | INDOOR AIR: Methyl decanoate was qualitatively detected in the kitchen of a Danish restaurant(1). |
| Artificial Pollution Sources | Methyl decanoate's production and use as a synthetic intermediate and flavoring(1) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | AEROBIC: By analogy to chemically similar long chain fatty acid esters that were rapidly degraded by mixed sewage sludge(1,2,3), methyl decanoate is expected to rapidly biodegrade under aerobic conditions(SRC). |
| Sediment/Soil Concentrations | SOIL: Methyl decanoate was qualitatively detected in soil samples from Southern Alberta, Canada, in strata associated with the Mazama volcano eruption which occurred approximately 7000 years ago(1). |
| Environmental Bioconcentration | An estimated BCF of 50 was calculated for methyl decanoate(SRC) using a log Kow of 4.41(1) and a regression-derived equation(2). According to a classification scheme(3), the estimated BCF suggests the potential for bioconcentration in aquatic organisms is moderate. However, bioconcentration studies on compounds which are structurally similar(4,5) suggest that bioconcentration may be lower than that indicated by the regression-derived equation due to the ability of aquatic organisms to readily metabolize this class of compounds. |
| Volatilization from Water/Soil | The Henry's Law constant for methyl decanoate is estimated as 0.0017 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that methyl decanoate is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as approximately 5 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as approximately 6 days(SRC). Methyl decanoate's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur but may be attenuated by adsorption to soil(SRC). Methyl decanoate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.037 mm Hg(3). |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3082 9 / PGIII |
| Zollcode | 29159000 |
| RTECS-Nr. | HD9830000 |
| Sicherheitshinweise (S) | 24/25 |
| Gefahrenklasse | 9Aquatic Acute 1Aquatic Chronic 2 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrstoffdaten | 110-42-9(Hazardous Substances Data) |
Herstellung & Synthese
synthetische
Methyl decanoate is prepared by esterification of capric acid with methanol or alcoholysis of coconut oil, purified by fractional vacuum distillation.