기본 정보
- 표준 SMILES
CCCCCCCCCCCCCCCCCC(=O)OCCCC- InChIKey
ULBTUVJTXULMLP-UHFFFAOYSA-N- 분자식
- C22H44O2
- 평균 분자량
- 340.6 g/mol
- 단동위원소 질량
- 340.33413065
개요
Butyl octadecanoate is a fatty acid ester that is the butyl ester of stearic acid. It has a role as an algal metabolite. It is functionally related to an octadecanoic acid.
이름 및 식별자
- 우선 이름
- Butyl Stearate
- IUPAC
- butyl octadecanoate
- 현지명
- 스테아린산뷰틸
- 영어명
- Butyl stearate
- 분자식
- C22H44O2
- 분자량
- 340.58
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
123-95-5、68154-28-9- PubChem CID
- 31278
- DTXSID
DTXSID5027013- ChEBI
CHEBI:85983- UNII
- 6Y0AI5605C
- EC Number
- 204-666-5
- Nikkaji
- J10.059E
물성
구조 계산 물성
- XLogP
- 9.8
- 극성 표면적
- 26.3 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 20
- 무거운 원자 수
- 24
- 형식 전하
- 0
- 복잡도
- 250
실험 및 물리화학적 성질
Cosmetics
Cosmetic ingredients (Butyl Stearate) -> CIR (Cosmetic Ingredient Review)
Emollient
Odor
ODORLESS OR FAINTLY FATTY ODOR
FATTY FRUITY ODOR
Density
0.854 @ 25 °C/4 °C
0.855-0.875
Color/Form
Crystals from alcohol, propanol, or ether
WAXY OR OILY (ABOVE 20 °C)
COLORLESS OR VERY PALE YELLOW LIQUID ABOVE 20 °C
Solubility
Insoluble in water; soluble in ethanol; very soluble in acetone
SOL IN MINERAL OR VEGETABLE OILS
SOLUBILITY IN WATER: 0.29% @ 25 °C
1.7 mg/mL at 25 °C
(in ethanol)
물리화학적 성질
- 녹는점
- 17 · 17-22 °C
- 끓는 점
- 220 °C · 220°C (25 mmHg)
- 밀도
- 0.861 g/mL · 0.861 g/mL at 20 °C(lit.)
- 굴절률
- 20 · n20/D 1.443
- FEMA
- 2214 · 2214 | BUTYL STEARATE
- 인화점
- 25 °C · 25 °C
- 저장 조건
- 2 · 2-8°C
- 물리적 상태
- 액체
- Specific Gravity
- 0.856 · 0.856
- 색상
- White or Colorless to Light yellow
- 냄새
- 100 %에서 · 100.00%에서. 순한 지방성 기름진
- 냄새 유형
- 지방이 많은
- 수용성
- 물과 섞이지 않습니다. 에탄올 및 아세톤과 혼합 가능
- JECFA Number
- 184 · 184
- Merck
- 14 · 14,1589
- BRN
- 1792866 · 1792866
- Henry's Law Constant
- 2.6 · 2.6×10-4 mol/(m3Pa) at 25℃, HSDB (2015)
- Dielectric constant
- 3.1 · 3.1(30℃)
- 주요 응용
- 청소용품화장품음식 및 음료개인 위생 관리
- 화장품 원료 기능
- 피부 컨디셔닝향기피부 컨디셔닝 - 보습제
- InChI
- 1S/C22H44O2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(23)24-21-6-4-2/h3-21H2,1-2H3
- InChIKey
- ULBTUVJTXULMLP-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCCCCCCCC(=O)OCCCC
- LogP
- 9.7 · 9.70
- NIST
- Octadecanoic acid, butyl ester(123-95-5)
- EPA
- Butyl stearate (123-95-5)
화학적 성질
Butyl stearate is a colorless or pale yellow oily liquid or low melting waxy solid. It has no odor or a faintly fatty odor. soluble in acetone, chloroform, soluble in ethanol, insoluble in water.
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 91.6% (901 of 984) of all reports.
Not Classified
Aggregated GHS information provided per 984 reports by companies from 8 notifications to the ECHA C&L Inventory.
유해성 정보
Regulatory Information
Chemical: Octadecanoic acid, butyl ester
Octadecanoic acid, butyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecanoic acid, butyl 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)
Butyl stearate: Does not have an individual approval but may be used under an appropriate group standard
FDA Requirements
Butyl stearate 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.
Butyl stearate is an indirect food additive for use only as a component of adhesives.
Substances classified as plasticizers, when migrating from food-packaging material shall incl ... butyl stearate.
NFPA Hazard Classification
1 - Materials that, under emergency conditions, can cause significant irritation.
1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.
0 - Materials that in themselves are normally stable, even under fire conditions.
안전 및 보호
Disposal Methods
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.
Threshold Limit Values (TLV)
8 hr Time Weighted Avg (TWA): 10 mg/cu m. /Stearates; does not include stearates of toxic metals/
Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded. /Stearates; does not include stearates of toxic metals/
A4; Not classifiable as a human carcinogen. /Stearates; does not include stearates of toxic metals/
독성 정보
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 39,000(SRC), determined from a structure estimation method(2), indicates that n-butyl stearate is expected to be immobile in soil(SRC). Volatilization of n-butyl stearate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.038 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). n-Butyl stearate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.8X10-6 mm Hg(4). n-Butyl stearate 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 39,000(SRC), determined from a structure estimation method(2), indicates that n-butyl stearate 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 0.038 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 7 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 64 hours ignoring adsorption; when considering maximum adsorption the volatilization half-life increases to 12 months(5). According to a classification scheme(6), a estimated BCF of 3, from an estimated log Kow of 7.90(12) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low. n-Butyl stearate is expected to rapidly biodegrade in aerobic waters as suggested by the rapid biodegradation of structurally similar long-chain fatty acid esters(8-10). An estimated base-catalyzed second-order hydrolysis rate constant of 0.024 L/mole-sec(11,SRC) corresponds to half-lives of 9 and 1 years 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), n-butyl stearate, which has a vapor pressure of 5.8X10-6 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase n-butyl stearate 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 15 hours(SRC) from its estimated rate constant of 2.6X10-11 cu cm/molecule-sec at 25 °C(3). Particulate-phase n-butyl stearate may be removed from the air by wet and dry deposition(SRC).
Toxicity Summary
The CIR Expert Panel concluded that the alkyl esters, listed subsequently, are safe in the present practices of use and concentration described in this safety assessment when formulated to be non-irritating.
Safe for use in cosmetics, with qualifications
Soil Adsorption/Mobility
Using a structure estimation method based on molecular connectivity indices(1), the Koc for n-butyl stearate can be estimated to be about 39,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that butyl stearate is expected to be immobile in soil.
Environmental Bioconcentration
An estimated BCF of 1 was calculated for n-butyl stearate(SRC), using an estimated log Kow of 9.70(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), the estimated BCF suggests the potential for bioconcentration in aquatic organisms is low.
Volatilization from Water/Soil
The Henry's Law constant for n-butyl stearate is estimated as 0.038 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that n-butyl stearate is expected to volatilize rapidly 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 7 days(SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 64 hours ignoring adsorption; when considering maximum adsorption the volatilization half-life increases to 12 months(3). n-Butyl stearate's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). n-Butyl stearate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.1X10-6 mm Hg(4).
Non-Human Toxicity Excerpts
TWO-YEAR FEEDING STUDIES IN THE RAT AT 1.25 AND 6.25% PRODUCED NO EFFECTS ON GROWTH, MORTALITY OR FERTILITY.
... /ORAL, SC OR IP/ DOSES OF 32 G/KG BODY WT /BUTYL STEARATE GIVEN TO 5-6 WK OLD WHITE RATS WEIGHING 60-75 G/ CAUSED NO DEATHS IN THREE SERIES EACH OF FIFTEEN RATS. LETHAL DOSE ... IS THEREFORE OVER 32 G/KG & ... ACUTE TOXICITY ... IS LOW.
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of n-butyl stearate with photochemically-produced hydroxyl radicals has been estimated as 2.6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 15 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.024 L/mol-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 9 and 1 years at pH values of 7 and 8, respectively(2). n-Butyl stearate is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(3).
Probable Routes of Human Exposure
NIOSH (NOES Survey 1981-1983) has statistically estimated that 56,501 workers (14,513 of these are female) are potentially exposed to n-butyl stearate in the US(1). Occupational exposure to n-butyl stearate may occur through inhalation and dermal contact with this compound at workplaces where butyl stearate is produced or used(SRC). The general population may be exposed to n-butyl stearate via inhalation of ambient air, ingestion of food and drinking water, and dermal contact with this compound due to its use in cosmetics, pharmaceuticals, lubricants, and coatings and use as a flavoring and plasticizer(2,3). n-Butyl stearate has been used as a plasticizer for polymers used in food packaging and has been shown to migrate from the polymer to packaged or stored foods(4); therefore, the general population may be exposed to n-butyl stearate through oral consumption of foods packaged or stored in polymer containers that use n-butyl stearate as an additive(SRC).
규제 정보
FDA Requirements
Butyl stearate 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.
Butyl stearate is an indirect food additive for use only as a component of adhesives.
Substances classified as plasticizers, when migrating from food-packaging material shall incl ... butyl stearate.
안전 데이터
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- WI2900000
- HS 번호
- 29157080
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
- 기존화학 물질
- KE-26345
- 스토리지 클래스
- 10 - Combustible liquids
- 유해 물질 데이터
- 123-95-5(Hazardous Substances Data)
화학 및 산업
약리 정보
용도 및 제조
Uses
CIR ingredient: Butyl Stearate
Used as a flavor and solvent for flavors; as plasticizer for cellulose acetate butyrate, cellulose nitrate, ethyl cellulose, polystyrene, and laminated fiber products; as lubricant in extrusion and molding of polyvinyl chloride; as emollient in creams, lotions, and lipsticks; as solvent, spreading agent, and softening agent in plastics, textiles, cosmetics, and rubber industries; to make leather cloth and leather varnishes; in polishes, special lubricants, and coatings; in carbon paper and inks; as damp-proofer for concrete; in propellants; as water proofing agent and defoamer; [HSBD]
Pulp and Paper Processing [Category: Industry]
DIRECT FOOD ADDITIVE AS SYNTHETIC FLAVOR.
PLASTICIZER FOR CELLULOSE ACETATE BUTYRATE, CELLULOSE NITRATE, ETHYL CELLULOSE, POLYSTYRENE; LUBRICANT IN EXTRUSION & MOLDING OF POLYVINYL CHLORIDE; EMOLLIENT IN CREAMS, LOTIONS, & LIPSTICKS.
SOLVENT FOR FLAVORS--BUTTER, BANANA.
U.S. Production
2023: 1,000,000 - <2,500,000 lb
(1972) 3.76X10+9 GRAMS
(1975) 2.71X10+9 GRAMS
(1988) 6,427,000 lb
Methods of Manufacturing
Prepn from silver stearate and n-butyl iodide; from stearic acid and n-butanol.
BY TRANSESTERIFICATION OF GLYCERYL TRISTEARATE (TRISTEARIN) WITH N-BUTYL ALCOHOL.
Alcoholysis of stearin or esterification of stearic with butanol
Use Classification
EPA Safer Chemical Functional Use Classes -> Solvents
Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Cosmetics -> Emollient
General Manufacturing Information
Fabricated Metal Product Manufacturing
Octadecanoic acid, butyl ester: ACTIVE
IT DISSOLVES ESTER GUM AND MOST RESINS BUT ... IS NOT SOLVENT FOR CELLULOSE ESTERS AND GUM LAC. ... IS GOOD SOLVENT FOR RUBBER, PARTICULARLY WHEN HOT, BUT ... HAS NO SPECIAL AFFINITY FOR VINYL RESINS.
응용 분야
출처Reported found in fresh apple and boiled mutton.
일반 설명Butyl stearate is a fatty acid ester, which has application in cosmetics, personal care products, and as an emollient in food industries.
제조 방법
Butyl stearate is obtained by esterification of stearic acid and butanol, dealcoholization, washing with water and pressure filtration.By reacting silver state with n-butyl iodide at 100°C by transesterification of glyceryl tristearate (tristearin) with n-butyl alcohol.
상·하류 제품 정보
상류 원료
추가 설명
정의ChEBI: Butyl octadecanoate is a fatty acid ester that is the butyl ester of stearic acid. It has a role as an algal metabolite. It derives from an octadecanoic acid.
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