基本情報
- 標準SMILES
CCCCOC(=O)c1ccccc1- InChIKey
XSIFPSYPOVKYCO-UHFFFAOYSA-N- 分子式
- C11H14O2
- 平均分子量
- 178.23 g/mol
- 単同位体質量
- 178.09937969
概要
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.
名称と識別子
- 優先名称
- Butyl Benzoate
- IUPAC
- butyl benzoate
- 現地名
- 安息香酸ブチル
- 英語名
- Butyl benzoate
- 分子式
- C11H14O2
- 分子量
- 178.23
名称と別名
名称をさらに表示
データベース識別子
- CAS
136-60-7- PubChem CID
- 8698
- DTXSID
DTXSID8040694- ChEMBL
CHEMBL1868953- ChEBI
CHEBI:156070- UNII
- 1TGZ0D0O8I
- EC Number
- 205-252-7
- Nikkaji
- J2.019B
物性
構造計算による物性
- XLogP
- 3.8
- 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
- 5
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 148
実験および物理化学的性質
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.
物理化学的性質
- 融点
- -22 °C · -22 °C
- 沸点
- 249 °C · 249 °C (lit.)
- 比重(密度)
- 1.01 g/mL · 1.01 g/mL at 25 °C (lit.)
- 蒸気圧
- 8.5 Pa · 8.5Pa at 20℃
- 屈折率
- 20 · n20/D 1.498(lit.)
- 闪点
- 223 °F · 223 °F
- 貯蔵温度
- room temp
- 溶解性
- 0.06 g/l · 0.06g/l
- 外見
- 油性液体
- 色
- クリアイエロー
- 臭い (Odor)
- 100 %で。マイルドなアンバーバルサムフルーティー · 100.00%で。マイルドなアンバーバルサムフルーティー
- においのタイプ
- バルサミコ
- 水溶解度
- 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)
- 化粧品成分の機能
- 香料防腐剤
- 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
- CAS データベース
- 136 · 136-60-7(CAS DataBase Reference)
- NISTの化学物質情報
- Benzoic acid, butyl ester(136-60-7)
- EPAの化学物質情報
- Butyl benzoate (136-60-7)
化学的性質
化学的特性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.
安全と法規制
GHS分類
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.
危険有害性情報
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.
安全と保護具
毒性情報
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).
法規制情報
安全データ
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- DG4925000
- 毒性
- LD50 orally in rats: 5.14 g/kg (Smyth)
- hs_code
- 29163100
- risk_code
- 22-36/37/38
- 化審法
- (3)-1356
- 消防法
- 危-4-3-III
- hazard_code
- Xn,Xi
- safety_code
- 26-36
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 136-60-7(Hazardous Substances Data)
化学と産業
用途と製造
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.
応用分野
用途環境試料中の内分泌攪乱物質のGCーMS分析において標準品として使用されま
使用Butyl 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.
調製方法
Butyl benzoate is formed by the direct esterification of n-butyl alcohol with benzoic acid under azeotropic conditions .
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 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.
関連反応
関連ノート
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