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Methyl Octanoate

HCID 8091
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
111-11-5
標準SMILES
CCCCCCCC(=O)OC
InChIKey
JGHZJRVDZXSNKQ-UHFFFAOYSA-N
分子式
C9H18O2
平均分子量
158.24 g/mol
単同位体質量
158.13067981

概要

Methyl octanoate appears as a colorless liquid. Insoluble in water and about the same density as water. Used to make other chemicals.

名称と識別子

優先名称
Methyl Octanoate
IUPAC
methyl octanoate
英語名
Methyl octanoate
分子式
C9H18O2
分子量
0

名称と別名

Methyl octanoate111-11-5Methyl caprylateCaprylic acid methyl esterMethyl n-octanoateOctanoic acid methyl esterOCTANOIC ACID, METHYL ESTERUniphat A20Methyl octylateFEMA No. 2728formyl octanoateDTXSID2026864
名称をさらに表示
7MO740X6QLDTXCID606864CHEBI:87432NSC-3710RefChem:157976203-835-0Methyl ester of octanoic acidmethyloctanoate

データベース識別子

CAS
111-11-5
PubChem CID
8091
DTXSID
DTXSID2026864
ChEMBL
CHEMBL3183908
ChEBI
CHEBI:87432
UNII
7MO740X6QL
EC Number
203-835-0
Nikkaji
J1.983F

物性

構造計算による物性

XLogP
3.6
極性表面積
26.3 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
7
重原子数
11
形式電荷
0
複雑度
99.7

実験および物理化学的性質

Chemical ClassesOther Classes -> Esters, Other
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
CosmeticsSkin conditioning; Emollient
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Methyl octanoate) -> IFRA transparency List
Pesticides · 2 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

OdorPOWERFUL, WINEY, FRUITY, AND ORANGE-LIKE ODOR
TasteOILY, SOMEWHAT ORANGE TASTE
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 件

0.8775 @ 20 °C/4 °C

0.875-0.890

Flavoring AgentsEU Flavoring substances

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 11.3% (206 of 1827) of reports.

Warning

H317 (88%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1827 reports by companies from 7 notifications to the ECHA C&L Inventory.

Warning

危険有害性情報

Regulatory Information · 6 件

Chemical: Octanoic acid, methyl ester

Octanoic acid, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octanoic 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)

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

2008/127, Reg. (EU) 2017/195, Reg. (EU) 2020/1160, Reg. (EU) 2021/745, Reg. (EU) 2023/1446, Reg. (EU) 2024/1280, Reg. (EU) 2024/2221, Reg. (EU) 2025/1092, Reg. (EU) No 540/2011

REACH registered substance: Methyl octanoate (EC: 203-835-0)

Octanoic acid, methyl ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Octanoic acid, methyl ester: Human health tier I assessment
DOT LabelFlammable Liquid
Fire HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Health HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] Irritating to skin; [SAX] Fatty acid C6-C10 methylester: Irritating to rabbit and human skin and mildly irritating to rabbit eyes; [IUCLID]

化学と産業

薬理情報

Cellular LocationsExtracellular

用途と製造

Uses · 4 件

Used as a flavoring ingredient and as an intermediate for caprylic acid detergents, emulsifiers, wetting agents, stabilizers, plasticizers, resins, lubricants, alkanolamides, fatty alcohols, and acids; [HSDB]

Intermediate for caprylic acid detergents, emulsifiers, wetting agents, stabilizers, plasticizers, resins, lubricants; flavoring

CHEM INT-EG, FOR ALKANOLAMIDES, FATTY ALCOHOLS & ACIDS

FLAVORING AGENT, EG, IN CANDY & BAKED GOODS

U.S. Production · 3 件

2023: 5,000,000 - <10,000,000 lb

(1979) No Data

(1981) No Data

Industry UsesIntermediate
Methods of Manufacturing · 2 件

a) esterification of caprylic acid with methanol, b) alcoholysis of coconut oil.

REACTION OF TRIGLYCERIDES, EG, COCONUT OR PALM KERNEL OIL, WITH METHANOL FOLLOWED BY FRACTIONAL DISTILLATION; REACTION OF CAPRYLIC ACID WITH METHANOL

Formulations/PreparationsGrades: technical; 99.8%
Household ProductsInformation on 1 consumer products that contain Methyl Caprylate in the following categories is provided:
Use Classification · 5 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Cosmetics -> Skin conditioning; Emollient

General Manufacturing Information · 6 件

関連反応

4 件
反応記録を作成
HRID 238903 の反応式
HRID 238903反応物としてuspto-grants-2014_02
HRID 628565 の反応式
HRID 628565反応物としてuspto-grants-2016_04
HRID 628569 の反応式
HRID 628569反応物としてuspto-grants-2016_04
HRID 1391198 の反応式
HRID 1391198反応物としてuspto-grants-1979_02

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Color/Form
COLORLESS, OILY LIQUID
FDA Requirements · 1 件

Methyl octanoate 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.

Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Special Reports · 1 件

A REVIEW OF DATA COVERING THE SPECIFIC GROUP OF STRUCTURALLY RELATED COMPD DESIGNATED IN TITLE. ALSO DATA ON TOXICITY, AND METABOLISM, USAGE AND NATURAL OCCURRENCE IN FOODS, AND COMPOSITIONAL SPECIFICATIONS.[ANON; SCIENTIFIC LITERATURE REVIEW OF ALIPHATIC PRIMARY ALCOHOLS, ALDEHYDES, ESTERS AND ACIDS IN FLAVOR USAGE. FIFTH SUPPLEMENT; GOVT REPORTS ANNOUNCEMENTS & INDEX (GRA&I), (23) (1979)]

Reactivity Profile · 1 件

METHYL OCTANOATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 2 件

Skin Sens. 1 (88%)

Flammable liquids - Category 4

安全と保護具

Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
First AidExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal Methods · 1 件

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.

Preventive Measures · 1 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Personal Protective Equipment (PPE)Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

毒性情報

Body BurdenMethyl n-octanoate was identified, not quantified, in human adipose tissue(1) and in human milk samples from the US(2).
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,500(SRC), determined from an estimated log Kow of 3.32(2,SRC) and a regression-derived equation(3), indicates that methyl n-octanoate is expected to have low mobility in soil(SRC). Volatilization of methyl n-octanoate from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 7.83X10-4 atm-cu m/mole(4). Volatilization from dry soil surfaces is not expected to be an important fate process(SRC) based upon a vapor pressure of 0.54 mm Hg(5). Methyl n-octanoate was rapidly oxidized with an activated sludge inoculum(6), suggesting this compound will biodegrade in soil surfaces(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,500(SRC), determined from an estimated log Kow of 3.32(2,SRC) and a regression-derived equation(3), indicates that methyl n-octanoate is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 7.83X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hours and 5 days, respectively(SRC). A base-catalyzed second-order hydrolysis rate constant of 0.063 L/mole-sec(SRC) was estimated using a structure estimation method(5); this corresponds to half-lives of 3.3 years and 121 days at pH values of 7 and 8, respectively(5). Methyl n-octanoate was rapidly oxidized with an activated sludge inoculum(6), suggesting this compound will biodegrade in water surfaces(SRC). According to a classification scheme(7), an estimated BCF of 72(SRC), from its log Kow(2) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl n-octanoate, which has a vapor pressure of 0.54 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase methyl n-octanoate 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 2 days(SRC), calculated from its estimated rate constant of 7.1X10-12 cu cm/molecule-sec at 25 °C(3). Methyl n-octanoate may also undergo direct photolysis in the environment since this compound contains a functional group that can absorb UV light greater than 290 nm(4).

Food Survey ValuesMethyl n-octanoate was identified, not quantified, in the volatile emissions of blue cheese(1), cassava(2), nectarines(3) and grape juice(4).
Milk ConcentrationsMethyl n-octanoate was identified, not quantified, in human milk samples from the US(1).
Plant Concentrations · 2 件

FOUND IN ORRIS ESSENTIAL OIL IN THE FRUITS OF ANANUS SATIVUS LINDL, IN STRAWBERRY, PINEAPPLE, AND PEAR.

Methyl n-octanoate was identified, not quantified, in the volatile emissions of cassava(1), nectarines(2) and grape juice(3).

Soil Adsorption/Mobility · 1 件

The Koc of methyl n-octanoate is estimated as 1,500(SRC), using an estimated log Kow of 3.32(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that methyl n-octanoate is expected to have low mobility in soil(SRC).

Fish/Seafood ConcentrationsMethyl n-octanoate was detected in fresh mussels from Japan at a concn of 0.14 ug/g(1,2).
Artificial Pollution SourcesMethyl n-octanoate's production and use as an intermediate for caprylic acid detergents, plasticizer and flavoring agent(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationMethyl n-octanoate was rapidly biodegraded by an activated sludge during a 24 hour incubation period(1).
Environmental Bioconcentration · 1 件

An estimated BCF of 72 was calculated for methyl n-octanoate(SRC), using an estimated log Kow of 3.32(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for methyl n-octanoate is 7.83X10-4 atm-cu m/mole(1). This Henry's Law constant indicates that methyl n-octanoate 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 2 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 5 days(SRC). Methyl n-octanoate's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). Volatilization from dry soil surfaces is not expected to be an important fate process(SRC) based upon a vapor pressure of 0.54 mm Hg(3).

Non-Human Toxicity Excerpts · 2 件

USING DEPRESSED GROWTH RESPONSE AS A CRITERION, THE EFFECTS OF METHYL ESTERS OF FATTY ACIDS OF CHAIN LENGTH 4-18 CARBONS ON ESSENTIAL FATTY ACID DEFICIENCY WERE STUDIED. THE HIGHEST MORTALITY WAS OBSERVED IN FEMALE AND MALE RATS FED METHYL CAPRYLATE.

Moderately toxic by intravenous route. Mildly toxic by ingestion. Mutation data reported.

法規制情報

FDA Requirements · 1 件

Methyl octanoate 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.

All Other Basic Organic Chemical Manufacturing

Octanoic acid, methyl ester: ACTIVE

Methyl caprylate...has antibacterial, antilarval, and miticidal properties. ... methyl octanoate occasionally occurs mixed with methyl decanoate.

METHYL ESTER OF CAPRYLATE WAS ALSO STUDIED AND FOUND TO BE A GROWTH INHIBITOR AND WAS EFFECTIVE @ 1%.

NON-ALCOHOLIC BEVERAGES 0.02-1.0 PPM; ICE CREAM, ICES ETC 1.0-10 PPM; CANDY 13 PPM; BAKED GOODS 1.0-40 PPM.

FEMA NUMBER 2728

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