기본 정보
- 표준 SMILES
CCCCOC(=O)c1ccccc1- InChIKey
XSIFPSYPOVKYCO-UHFFFAOYSA-N- 분자식
- C11H14O2
- 평균 분자량
- 178.23 g/mol
- 단동위원소 질량
- 178.09937969
개요
Butyl benzoate is a benzoate ester obtained by condensation of benzoic acid and butanol. It is used as a perfume ingredient and as a solvent for cellulose ether, a dye carrier for textiles. It has a role as a fragrance, an antimicrobial food preservative and a plant metabolite.
이름 및 식별자
- 우선 이름
- Butyl Benzoate
- IUPAC
- butyl benzoate
- 현지명
- 벤조산노르말부틸에스테르
- 영어명
- Butyl benzoate
- 분자식
- C11H14O2
- 분자량
- 178.23
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
136-60-7- PubChem CID
- 8698
- DTXSID
DTXSID8040694- ChEMBL
CHEMBL1868953- ChEBI
CHEBI:156070- UNII
- 1TGZ0D0O8I
- EC Number
- 205-252-7
- Nikkaji
- J2.019B
물성
구조 계산 물성
- XLogP
- 3.8
- 극성 표면적
- 26.3 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 13
- 형식 전하
- 0
- 복잡도
- 148
실험 및 물리화학적 성질
Cosmetics
Cosmetic ingredients (Butyl Benzoate) -> CIR (Cosmetic Ingredient Review)
Preservative
Color/Form
THICK, OILY LIQUID
COLORLESS LIQUID
Solubility
PRACTICALLY INSOL IN WATER
SOL IN ALCOHOL, ETHER AND ACETONE
MISCIBLE WITH OILS AND HYDROCARBONS
Water solubility of 59 mg/l.
물리화학적 성질
- 녹는점
- -22 °C · -22 °C
- 끓는 점
- 249 °C · 249 °C (lit.)
- 밀도
- 1.01 g/mL · 1.01 g/mL at 25 °C (lit.)
- 증기압
- 8.5 Pa · 8.5Pa at 20℃
- 굴절률
- 20 · n20/D 1.498(lit.)
- 인화점
- 223 °F · 223 °F
- 저장 조건
- room temp
- 용해도
- 0.06 g/L · 0.06g/L
- 물리적 상태
- 기름진 액체
- 색상
- 맑은 노란색
- 냄새
- 100 %에서 · 100.00%에서. 마일드 앰버 발삼 과일향
- 냄새 유형
- 발사믹
- 수용성
- 34.1 mg/L · 34.1mg/L at 20℃
- Merck
- 14 · 14,1552
- BRN
- 1867073 · 1867073
- Henry's Law Constant
- 2.5 · 2.5×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 화장품 원료 기능
- 향기항균 방부제
- InChI
- 1S/C11H14O2/c1-2-3-9-13-11(12)10-7-5-4-6-8-10/h4-8H,2-3,9H2,1H3
- InChIKey
- XSIFPSYPOVKYCO-UHFFFAOYSA-N
- SMILES
- CCCCOC(=O)c1ccccc1
- LogP
- 3.3 · 3.3
- NIST
- Benzoic acid, butyl ester(136-60-7)
- EPA
- Butyl benzoate (136-60-7)
화학적 성질
Butyl benzoate is a clear yellowish oily liquid or colorless viscous liquid. Insoluble in water, poorly soluble in Propylene glycol, soluble in alcohol, 95% ethanol and oil, with sweet and soft with astringent floral and paste fragrance, very light ambergris scent, woody and spicy underlying fragrance. The aroma is weak and lingers long. B.P. 250℃. Sp.Gr. 1.01.
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 38.5% (209 of 543) of reports.
Warning
H302 (16.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 543 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: Benzoic acid, butyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzoic acid, butyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic 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)
Status: Active Update: 12-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/27541
Butyl benzoate: Does not have an individual approval but may be used under an appropriate group standard
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
독성 정보
Environmental Fate
TERRESTRIAL FATE: Biodegradation is expected to be the major degradation process in soil. Two biodegradation screening studies have found butyl benzoate to be readily biodegradable(1-2). A measured Koc value of 125(3) suggests that butyl benzoate will be mobile in soil. Its detection in environmental ground waters(4) indicates that it can leach(SRC).
AQUATIC FATE: Biodegradation is expected to be the major degradation process in natural water. Two biodegradation screening studies have found butyl benzoate to be readily biodegradable(1-2). Some volatilization may occur. The volatilization half-lives from a model environmental river (1 meter deep) and model pond have been estimated to be 33 hours and 20 days, respectively(3,4). Aquatic bioconcentration and adsorption to sediment are not expected to be important fate processes(SRC).
ATMOSPHERIC FATE: Based upon an extrapolated vapor pressure of 0.01 mm Hg at 25 °C(1), butyl benzoate is expected to exist almost entirely in the vapor-phase in the ambient atmosphere(2). It will degrade in an average ambient atmosphere by reaction with photochemically produced hydroxyl radicals (estimated half-life of about 3.25 days)(3,SRC).
Food Survey Values
Butyl benzoate has been identified as a volatile component of dalieb fruit (edible fruit of a palm tree that grows along the Nile River)(1). Butyl benzoate has been identified as a volatile component of papaya fruit, babaco fruit and green peas(2-4). It has been identified in molasses aroma(5).
Plant Concentrations
Butyl benzoate has been identified as a volatile component of dalieb fruit (edible fruit of a palm tree that grows along the Nile River)(1). Butyl benzoate has been identified as a volatile component of papaya fruit, babaco fruit and green peas(2-4).
Natural Pollution Sources
Butyl benzoate has been identified as a volatile component of dalieb fruit (edible fruit of a palm tree that grows along the Nile River)(1). Butyl benzoate has been identified as a volatile component of papaya fruit, babaco fruit and green peas(2-4).
Environmental Biodegradation
Using an aerobic dilution method and an adapted culture taken from a treatment plant, 50 ppm butyl benzoate was observed to biodegrade readily as 100% of added butyl benzoate degraded within one day(1). Using the standard BOD dilution method, butyl benzoate was found to have a 5-day theoretical BOD of 50% and a 30-day theoretical BOD of 73%(2).
Environmental Bioconcentration
Based upon a reported water solubility of 59 mg/L(1), the BCF for butyl benzoate can be estimated to be 62 from a recommended regression-derived equation(2,SRC). This BCF value suggests that bioconcentration in aquatic organisms is not important(SRC).
Volatilization from Water/Soil
Based upon a water solubility of 59 mg/L(1) and an extrapolated vapor pressure of 0.01 mm Hg at 25 °C(2), the Henry's Law constant for butyl benzoate can be estimated to be 3.97X10-5 atm cu m/mole; a Henry's Law constant of this magnitude indicates that volatilization from environmental waters is possible, but should not be rapid(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated to be about 33 hours(3,SRC). Volatilization half-life from an model environmental pond (2 meters deep) can be estimated to be about 20 days(4,SRC).
규제 정보
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- DG4925000
- 독성
- LD50 orally in rats: 5.14 g/kg (Smyth)
- HS 번호
- 29163100
- risk_code
- 22-36/37/38
- hazard_code
- Xn,Xi
- safety_code
- 26-36
- 기존화학 물질
- KE-04207
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2
- 스토리지 클래스
- 10 - Combustible liquids
- 유해 물질 데이터
- 136-60-7(Hazardous Substances Data)
화학 및 산업
용도 및 제조
Uses
CIR ingredient: Butyl Benzoate
Used as a dye carrier in polyester fibers; [Ullmann] Used as a plasticizer; as dye carrier for polyester fibers; as additive in disinfectants; as penetrating agent in pesticide formulations; as additive in fermentation of soy sauce; as solvent for cellulose ether; as perfume ingredient; in food industry; in entomology; in the lacquer industry; Patent for use as selective yellow jacket attractant; Naturally occurring in palm, papaya, and babaco fruit and in green peas; [HSDB]
Painting (Pigments, Binders, and Biocides) [Category: Paint]
USED IN THE LACQUER INDUSTRY TO A SLIGHT EXTENT; AS A PLASTICIZER
DYE CARRIER IN THE DYEING OF POLYESTER FIBERS; ADDITIVE IN DISINFECTANTS; PENETRATING AGENT IN PESTICIDE FORMULATIONS; ADDITIVE IN FERMENTATION OF SOY SAUCE
SOLVENT FOR CELLULOSE ETHER; PERFUME INGREDIENT
U.S. Production
2023: 550,000 - <1,000,000 lb
(1972) 2.53X10+9 GRAMS
(1975) 1.4X10+9 GRAMS
Formulations/Preparations
GRADES: TECHNICAL.
It shows a purity of not less than 98%.
Use Classification
Fragrance Ingredients
Cosmetics -> Preservative
General Manufacturing Information
Synthetic Rubber Manufacturing
Benzoic acid, butyl ester: ACTIVE
A GOOD SOLVENT FOR ESTER GUM, COPAL ESTER, CUMARONE, BUT A POOR SOLVENT FOR CELLULOSE NITRATE & ACETATE, SHELLAC & COPALS, & NOT FOR GLYCERYL PHTHALATE RESINS.
응용 분야
용도Butyl benzoate is used as a solvent for cellulose ether, a dye carrier for textiles, and a perfume ingredient . It occurs naturally as a volatile component of various fruits and vegetables. It has been approved by the FDA as an indirect food additive for use as a component of adhesives.
제조 방법
생산 방법Butyl benzoate is formed by the direct esterification of n-butyl alcohol with benzoic acid under azeotropic conditions .
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: Butyl benzoate is a benzoate ester obtained by condensation of benzoic acid and butanol. It is used as a perfume ingredient and as a solvent for cellulose ether, a dye carrier for textiles. It has a role as an antimicrobial food preservative, a fragrance and a plant metabolite.
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