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HCID 31284Erstellt: 27. Oktober 2026

Methylmyristat

METHYL TETRADECANOATE · FEMA 2722 · Tetradecanoic · MYRISTIC ACID METHYL ESTER · Myristic acid methyl · Uniphat A50 · Methyl tetradecanoat · Myristicin acid methylester

https://huagongshe.com/de/chemical/31284

Molekülstruktur von Methylmyristat

Identifikatoren & physikalische Daten

CAS No.124-10-7
SummenformelC15H30O2
Durchschnittliche Molmasse242,4 g/mol
Monoisotopische Masse242,2245802 g/mol
SMILESCCCCCCCCCCCCCC(=O)OC
InChIKeyZAZKJZBWRNNLDS-UHFFFAOYSA-N
PubChem CID31284
ChEMBLCHEMBL207549
ChEBICHEBI:89199
EC No.204-680-1
DTXSIDDTXSID5027019
Lokaler NameMethylmyristat

Chemische & physikalische Eigenschaften

XLogP6,8
Polarare Oberfläche (TPSA)26,3
H-Brücken-Donoren0
H-Brücken-Akzeptoren2
Frei drehbare Bindungen13
Schwere Atome17
Formalladung0
Komplexität166
StoffklassenOther Uses -> Emulsifiers/Surfactants
LipideFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
KosmetikaCosmetic ingredients (Methyl Myristate) -> CIR (Cosmetic Ingredient Review)EmollientSkin conditioning
SpringerMaterials PropertiesBoiling point
DuftstoffeFragrance Ingredient (Methyl myristate) -> IFRA transparency List
LogP (Verteilungskoeffizient)log Kow= 6.41
GeruchHoney & orris-like (Iris florentina) odorFATTY COCONUT, COGNAC ODOR
GeschmackHONEY & ORRIS-LIKE FLAVOR AT TRACE LEVELSCOCONUT TASTE
LebensmittelzusatzstoffeFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Dichte0.8671 @ 20 °C0.870(15.5 °C)0.855 g/mL at 25 °C(lit.)
AromastoffeEU Flavoring substances
Color/FormCOLORLESS, OILY LIQ OR WHITE, WAXY SOLID
Schmelzpunkt18 °C(lit.)
Siedepunkt323 °C(lit.)
Dampfdruck0.065 Pa (25 °C)
FEMA2722 | METHYL MYRISTATE
Brechungsindexn20/D 1.436(lit.)
Flammpunkt>230 °F
Lagerbedingungen2-8°C
LöslichkeitChloroform (Sparingly), Methanol (Slightly)Insoluble in water, soluble in alcohol and oils. React with water.
AggregatzustandLiquid
FarbeClear colorless to yellow
Geruchat 100.00 %. fatty waxy petal
Geruchsartwaxy
Biologische Quellesynthetic (organic)
JECFA Number183
BRN1773739
Henry-Konstante5.0×10-3 mol/(m3Pa) at 25℃, Krop and Velzen (1997)
Kosmetik-Inhaltsstoffe FunktionenSKIN CONDITIONINGSKIN CONDITIONING - EMOLLIENT
InChI1S/C15H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h3-14H2,1-2H3
InChIKeyZAZKJZBWRNNLDS-UHFFFAOYSA-N
SMILESCCCCCCCCCCCCCC(=O)OC
LogP (Verteilungskoeffizient)6.41 at 36℃
CAS Datenbank124-10-7(CAS DataBase Reference)
EPA chemische InformationenMethyl myristate (124-10-7)

Sicherheit & Vorschriften

GHS-EinstufungThis chemical does not meet GHS hazard criteria for 99.9% (1614 of 1616) of all reports.Not ClassifiedAggregated GHS information provided per 1616 reports by companies from 3 notifications to the ECHA C&L Inventory.
Regulatorische InformationenChemical: Tetradecanoic acid, methyl esterTetradecanoic acid, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Tetradecanoic 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)Status: Active Update: 30-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21958Methyl myristate: Does not have an individual approval but may be used under an appropriate group standard
Weitere SicherheitsinformationenIMAP assessments - Tetradecanoic acid, methyl ester: Human health tier I assessment
GefahrenübersichtMay cause irritation[MSDSonline]
FDA-AnforderungenMethyl myristate 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.
EPA Safer ChemicalChemical: Methyl myristate
Hazard Classes and CategoriesNot Classified
EntsorgungsverfahrenSRP: 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.

Anwendungen & Verwendung

Beschreibung

Methyl myristate has a honey and orris-like odor with a corresponding flavor at trace levels. May be prepared by direct esterification of methanol with myristic acid in the presence of gaseous HCL.

Verwenden

Methyl myristate may be used as an intermediate polarity oil component of oil-in-water, especially “Pickering-type”, emulsions.

Verwenden

Methyl myristate finds limited use in perfume compositions, not only in Orris bases with Ionones, but also in Mimosa, Cassie, Tuberose, Honey-suckle, etc. It performs well in powder perfumes with musks and Methylionones. The ester finds some use in flavor compositions, mainly in Honey and a few types of fruit flavor. The concentration is normally only traces, or from 0.2 to 2 ppm.

Herstellung & Synthese

synthetische

By direct esterification of methanol with myristic acid in the presence of gaseous HCl.

Körperbelastung
Methyl myristate was detected in thrombogenic coronary plaques in 1 of 2 human aortas samples at 10 ppb(1).
WechselwirkungenLINEAR ALKANES OF SPECIFIC CHAIN LENGTH ENHANCED DIFFERENTIALLY THE MITOGENIC RESPONSE OF MURINE SPLEEN LYMPHOCYTES TO THE LECTIN PHYTOHEMAGGLUTININ. WITHIN THE HOMOLOGOUS SERIES OF COMPOUNDS HAVING C6-18, A BIPHASIC STRUCTURE-FUNCTION RELATIONSHIP WAS FOUND, WITH MAXIMUM COMITOGENIC ACTIVITY OCCURRING FOR TETRADECANE. THE CONCN OF TETRADECANE HAVING EQUIVALENT COMITOGENIC ACTIVITY WAS SIMILAR TO THAT OF METHYL MYRISTATE.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/
UmweltverhaltenTERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5,400(SRC), determined from a structure estimation method(2), indicates that methyl myristate is expected to be immobile in soil(SRC). Volatilization of methyl myristate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.005 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Methyl myristate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.00049 mm Hg(4). Methyl myristate is expected to rapidly biodegrade in aerobic soils by analogy to structurally similar long-chain fatty acid esters(5-7).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5400(SRC), determined from a structure estimation method(2), indicates that methyl myristate 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 0.005 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 6.2 days, respectively(SRC), using an estimation method(3). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The volatilization half-life from a model pond is estimated to be about 57 hours ignoring adsorptionwhen considering maximum adsorption the volatilization half-life increases to 45 days(5). According to a classification scheme(6), an estimated BCF of 540(SRC) from its log Kow of 6.41(12) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high although it may be lower than that indicated due to the expected rapid metabolism rate for long-chain fatty acid esters(10). Methyl myristate is expected to rapidly biodegrade in aerobic soils by analogy to structurally similar long-chain fatty acid esters(8-10). An estimated base-catalyzed second-order hydrolysis rate constant of 0.030 L/mole-sec(9,SRC) corresponds to half-lives of 7.3 years and 270 days at pH values of 7 and 8, respectively(11).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl myristate, which has a vapor pressure of 0.00049 mm Hg at 25 °C(2), will exist solely in the vapor phase in the ambient atmosphere. Vapor-phase methyl myristate 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 24 hours(SRC) from its estimated rate constant of 1.6X10-11 cu cm/molecule-sec at 25 °C(3).
LebensmitteluntersuchungswerteMethyl myristate was identified as a volatile component of clams, short neck clams, and corbicula(1).
ToxizitätsübersichtSafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Soil Adsorption/MobilityUsing a structure estimation method based on molecular connectivity indices(1), the Koc for methyl myristate can be estimated to be about 5400(SRC). According to a classification scheme(2), this estimated Koc value suggests that methyl myristate is expected to be immobile in soil.
Natural Pollution SourcesREPORTED FOUND IN VIOLET ROOTS.Methyl myristate has been identified as a component of the rhizome of the decorative perennial iris (Pallida lam)(1). It has also been identified as a component of clams, short neck clams, and corbicula(2).
Atmospheric ConcentrationsSOURCE DOMINATED: Methyl myristate was qualitatively detected in samples taken in the Allegheny Mountain Tunnel of the Pennsylvania Turnpike, in 1979(1).
Artificial Pollution SourcesMethyl myristate's production and use as a synthetic intermediate and flavoring(1) may result in its release to the environment through various waste streams.
Environmental BiodegradationAEROBIC: By analogy to chemically similar long chain fatty acid esters that were rapidly degraded by in mixed sewage sludge(1-3), methyl myristate is expected to rapidly biodegrade under aerobic conditions(SRC).
Sediment/Soil ConcentrationsSOIL: Methyl myristate 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). SEDIMENT: Methyl myristate was qualitatively detected in a sediment sample from the Calcasieu River, LA, 1979(2).
Environmental BioconcentrationAn estimated BCF of 1100 was calculated for methyl myristate(SRC) using a log Kow of 6.41(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 high. However, bioconcentration studies on compounds which are structurally similar(4,5) suggests 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(SRC).
Wassergefährdungsklasse (WGK)1
TSCA-Inventar-StatusTSCA listed
Zollcode29322090
R-Sätze (R)38
GefahrensymboleXi
Sicherheitshinweise (S)23-24/25
Lagerklasse10 - Combustible liquids
Gefahrstoffdaten124-10-7(Hazardous Substances Data)