메틸 데카노산

메틸데카노산 · 메틸카프레이트 · 메틸디케노에이트 · 메틸 디케노에이트 · 데칸오익 산, 메틸 에스테르 · 메틸 N-데칸오에이트 · 메틸 N-카프레이트 · 메틸 데칸오에이트

식별자 및 물리적 특성

CAS No.	110-42-9
분자식	C11H22O2
평균 분자량	186.29 g/mol
단동위원소 질량	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
현지명	메틸 데카노산

화학 및 물리적 성질

XLogP	4.7
극성 표면적	26.3
수소 결합 공여자 수	0
수소 결합 수용자 수	2
회전 가능 결합 수	9
무거운 원자 수	13
형식 전하	0
복잡도	121
물질 분류	Other Classes -> Esters, Other
지질	Fatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
SpringerMaterials Properties	Boiling point
향료	Fragrance Ingredient (Methyl decanoate) -> IFRA transparency List
농약	Agrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approved
LogP(분배 계수)	log Kow= 4.41
밀도	0.8730 @ 20 °C/4 °C0.871 g/mL at 20 °C (lit.)
향미제	EU Flavoring substances
용해도	Insol in watervery sol in ethyl alc, etherslightly sol in chloroform, carbon tetrachloride0.0044 mg/mL at 20 °C클로로포름: 용해성100mg/mL, 투명
끓는 점	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.
녹는점	-18 °C-14--11 °C (lit.)
증기압	4.93Pa at 25℃
굴절률	n20/D 1.425(lit.)
인화점	202 °F
저장 조건	room temp
물리적 상태	액체
색상	무색의
냄새	100.00%에서. 기름진 와인 과일 꽃
향취 유형	발효된
생물학적 소스	synthetic
폭발한계	0.7%(V)
용해도	알코올에 용해됩니다. 물에 불용성.
BRN	1759170
헨리 상수	1.1×10-2 mol/(m3Pa) at 25℃, Aprea et al. (2007)
유전율	3.8599999999999999
주요 응용	청소용품화장품향료 및 향음식 및 음료개인 위생 관리
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(분배 계수)	4.42 at 36℃
NIST	Decanoic acid, methyl ester(110-42-9)
EPA	Methyl decanoate (110-42-9)

화학적 성질

Methyl decanoate, a large methyl ester, is a clear colorless liquid. It can be used as a surrogate for the large methyl esters present in rapeseed and soybean derived biodiesel.

안전 및 규제

GHS 분류	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]
규제 정보	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
기타 안전 정보	IMAP assessments - Decanoic acid, methyl ester: Human health tier I assessment
유해성 요약	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
처리 방법	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.
체내 부담	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).
상호 작용	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/
환경 거동	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).
식품 조사 수치	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).
수질 위해 등급(WGK)	1
TSCA 등재 상태	TSCA listed
RTECS 번호	HD9830000
운송 번호(UN)	UN 3082 9 / PGIII
관세 코드	29159000
안전 문구(S)	24/25
위험 등급	9Aquatic Acute 1Aquatic Chronic 2
기존화학 물질	KE-09460
저장 분류	10 - Combustible liquids
유해 물질 데이터	110-42-9(Hazardous Substances Data)

용도

일반 설명

Methyl decanoate is reported to occur in parmesan cheese, sparkling wine and banana.

제조 및 합성 방법

제조 방법

Methyl decanoate is prepared by esterification of capric acid with methanol or alcoholysis of coconut oil, purified by fractional vacuum distillation.