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벤조산노르말부틸에스테르

Butyl Benzoate

HCID 8698
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
136-60-7
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

BUTYL BENZOATEn-Butyl benzoateBenzoic acid, butyl esterAnthrapole AZDai Cari XBNBenzoic acid n-butyl esterButylester kyseliny benzooveHSDB 2089Marvanol Carrier BB1TGZ0D0O8INSC 8474EINECS 205-252-7
이름 더 보기
벤조산노르말부틸에스테르부틸벤조산뷰틸벤조산뷰틸벤조에이트뷰틸벤조산부틸벤조에이트뷰틸 벤조에이트n-부틸벤조에이트n-ButylTGIFEMA 8752AI3-00521daicarixbnanthrapoleazButylbenzoat
DTXSID8040694UNII-1TGZ0D0O8INSC-8474Butyl ester of benzoic acidButylester kyseliny benzoove [Czech]Hipochem B-3-MBRN 1867073DTXCID6020694

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 물성보충 중

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

Chemical ClassesOther Classes -> Benzoic Acid Derivatives
Cosmetics · 2건

Cosmetic ingredients (Butyl Benzoate) -> CIR (Cosmetic Ingredient Review)

Preservative

SpringerMaterials PropertiesAngular frequency
FragrancesFragrance Ingredient (Butyl benzoate) -> IFRA transparency List
LogP3.68
OdorMILD ODOR
Density1.00 @ 20 °C
Flavoring AgentsEU Flavoring substances
Color/Form · 2건

THICK, OILY LIQUID

COLORLESS LIQUID

Solubility · 4건

PRACTICALLY INSOL IN WATER

SOL IN ALCOHOL, ETHER AND ACETONE

MISCIBLE WITH OILS AND HYDROCARBONS

Water solubility of 59 mg/l.

Flash Point225 °F (107 °C) (OPEN CUP)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

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 · 5건

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

Other Safety InformationIMAP assessments - Benzoic acid, butyl ester: Human health tier I assessment
Fire PotentialLow, when exposed to heat or flame.
Hazards SummaryNo rats died after exposure to saturated vapor for 8 hours; [HSDB] Oral LD50 (rat) = 5140 mg/kg; [Merck Index] Oral LD50 (rat) = 735 mg/kg; [RTECS]
FDA RequirementsButyl benzoate is an indirect food additive for use only as a component of adhesives.
NFPA Hazard Classification

화학 및 산업

용도 및 제조

Uses · 6건

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 · 3건

2023: 550,000 - <1,000,000 lb

(1972) 2.53X10+9 GRAMS

(1975) 1.4X10+9 GRAMS

Consumer UsesDye
Industry UsesPlasticizer
Methods of ManufacturingESTERIFICATION OF BENZOIC ACID WITH 1-BUTANOL
Formulations/Preparations · 2건

GRADES: TECHNICAL.

It shows a purity of not less than 98%.

Use Classification · 2건

Fragrance Ingredients

Cosmetics -> Preservative

General Manufacturing Information · 3건

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.

관련 반응

9건
반응 기록 만들기
HRID 358233 반응식
HRID 358233반응물로uspto-grants-1984_08
HRID 884314 반응식
HRID 884314반응물로uspto-grants-2012_08
HRID 884315 반응식
HRID 884315반응물로uspto-grants-2012_08
HRID 884316 반응식
HRID 884316반응물로uspto-grants-2012_08
HRID 884317 반응식
HRID 884317반응물로uspto-grants-2012_08
HRID 884318 반응식
HRID 884318반응물로uspto-grants-2012_08
HRID 1045247 반응식
HRID 1045247반응물로uspto-grants-2013_10
HRID 1174423 반응식
HRID 1174423반응물로uspto-grants-2010_11
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화합물 노트

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Boiling Point250 °C

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 · 1건

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.

· 3건

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.

Hazard Classes and CategoriesAcute Tox. 4 (16.6%)
Hazardous Reactivities and IncompatibilitiesCan react with oxidizing materials.

안전 및 보호

Fire Fighting ProceduresCarbon dioxide, dry chemical, water mist, fog, spray.
Storage Conditions... STORED IN PLACES THAT ARE COOL ENOUGH TO PREVENT ACCIDENTAL IGNITION ... PROVIDE ADEQUATE VENTILATION ... LOCATE ... STORAGE AREA WELL AWAY FROM AREAS OF FIRE HAZARD ... MUST BE KEPT APART FROM POWERFUL OXIDIZING AGENTS ... .

독성 정보

Environmental Fate · 3건

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 · 1건

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).

Toxicity SummarySafe 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
Plant Concentrations · 1건

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).

Effluent ConcentrationsButyl benzoate was qualitatively detected in water samples collected from advanced waste treatment facilities in Lake Tahoe, CA (Oct 24, 1974), Orange County, CA (Jan-Feb, 1976), and Blue Plains, Washington DC (Sep 20, 1974)(1).
Soil Adsorption/MobilityA Koc of 125 was experimentally determined for butyl benzoate(1); this Koc value indicates high soil mobility(2).
Natural Pollution Sources · 1건

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).

Human Toxicity ExcerptsBenzoic acid and its derivatives, used as preservatives in food, have been associated with urticaria. /Benzoic acid and its derivatives; from table/
Artificial Pollution SourcesButyl benzoate is commonly used as a dye carrier during textile dyeing operations and is released in the wastewaters that result from dyeing operation(1-2).
Environmental Biodegradation · 1건

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 · 1건

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 · 1건

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

FDA RequirementsButyl benzoate is an indirect food additive for use only as a component of adhesives.

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)
응용 분야 · 1건

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

사염화탄소1-Butanol, 4-bromo-, 1-benzoateCarbamic acid, N-benzoyl-N-(phenylmethyl)-, 1,1-dimethylethyl esterButoxy(tert-butyl)dimethylsilane4-아이오도부틸벤조에이트2,2,2-트리클로로아세토페논Valerophenone페닐발레레이트

하류 제품

적색 208 염료6-Methyluracil
추가 설명 · 1건

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.