化工社化工社 化学情報印刷レポート · 研究参考用
プロピオン酸エチル
プロピオン酸エチル · エチルプロピオナート · エチル=プロピオナート · プロパン酸エチル · エチルプロピオネ-ト · プロピオン酸エチル標準品 · プロピオン酸エチル LBG-29964, LBG-29965 · プロピオン酸エチルエステル
識別子と物理属性
| CAS No. | 105-37-3 |
|---|---|
| 分子式 | C5H10O2 |
| 平均分子量 | 102.13 g/mol |
| 単同位体質量 | 102.06807956 g/mol |
| SMILES | CCOC(=O)CC |
| InChIKey | FKRCODPIKNYEAC-UHFFFAOYSA-N |
| PubChem CID | 7749 |
| ChEMBL | CHEMBL44115 |
| ChEBI | CHEBI:41330 |
| EC No. | 203-291-4 |
| DTXSID | DTXSID1040110 |
| 現地名 | プロピオン酸エチル |
化学・物理的性質
| XLogP | 1.2 |
|---|---|
| 極性表面積 | 26.3 |
| 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 | 3 |
| 重原子数 | 7 |
| 形式電荷 | 0 |
| 複雑度 | 59.1 |
| 物質分類 | Flammable agents - 3rd degree |
| 脂質 | Fatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710] |
| Solvents | Solvents -> Esters (<C12) |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (Ethyl propionate) -> IFRA transparency List |
| LogP（分配係数） | log Kow= 1.21 |
| 臭い | REMINISCENT OF RUM & PINEAPPLEFruity odorOdor of pineappleButter- or rum-likeジプロピレングリコール中10.00%。甘いフルーティーなラム酒、ジューシーなフルーツ、グレープ パイナップル |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.891 (USCG, 1999) - Less dense than waterwill float0.8917 @ 20 °C/4 °C0.886-0.8890.891 @ 20°C0.888 g/mL at 25 °C (lit.) |
| 香味料 | EU Flavoring substances |
| Color/Form | Colorless liquidWater-white liquid |
| 溶解度 | SOLUBLE IN MOST ORGANIC SOLVENTSSoluble in alcohol and etherMiscible in ethanol and ethyl ethersoluble in acetoneIn water, 19,200 mg/l @ 25 °C19.2 mg/mL at 20 °CSoluble in most fixed oils and propylene glycol, soluble in water (1ml in 42ml)17g/リットル25g/L(15℃) |
| 融点 | -73 °C (lit.) |
| 沸点 | 99 °C (lit.) |
| 蒸気密度 | 3.52 (vs air) |
| 蒸気圧 | 40 mm Hg ( 27.2 °C) |
| 屈折率 | n20/D 1.384(lit.) |
| FEMA | 2456 | ETHYL PROPIONATE |
| 引火点 | 54 °F |
| 貯蔵条件 | Flammables area |
| 外観・状態 | 液体 |
| 色 | 無色透明～淡黄色 |
| pH | 7 (H2O, 20℃) |
| 爆発限界 | 1.8-11%(V) |
| においのタイプ | フルーティーな |
| 臭気閾値 | 0.007ppm |
| 由来生物 | synthetic |
| JECFA Number | 28 |
| Merck | 14,3847 |
| BRN | 506287 |
| ヘンリー定数 | 3.8×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 5.7(20℃) |
| 主な用途 | フレーバーそして香料 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C5H10O2/c1-3-5(6)7-4-2/h3-4H2,1-2H3 |
| InChIKey | FKRCODPIKNYEAC-UHFFFAOYSA-N |
| SMILES | CCOC(=O)CC |
| LogP（分配係数） | 1.31 at 22.1℃ |
| CAS データベース | 105-37-3(CAS DataBase Reference) |
| NISTの化学物質情報 | Propanoic acid, ethyl ester(105-37-3) |
| EPAの化学物質情報 | Ethyl propionate (105-37-3) |
化学的特性
エチルプロピオネートは化学式C5H10O2を持つ有機化合物ですこの物質はエステルの一種でありプロピオン酸のエチルエステルとしても知られています特有のフルーティーな香りが特徴で食品添加物や香料として広く利用されています
化学的特性
Ethyl Propionate is a clear colorless to pale yellow liquid that is found in many fruits and alcoholic beverages. It has a fruity odor reminiscent of rum and is used in flavor compositions for creating both fruity and rum notes.
安全性と法規制
| GHS 分類 | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)H225 (> 99.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P319, P321, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: Propanoic acid, ethyl esterStatus: Active Update: 25-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/23287Propanoic acid, ethyl ester: HSNO Approval: HSR001254 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| その他の安全情報 | IMAP assessments - Propanoic acid, ethyl ester: Human health tier I assessment |
| 輸送ラベル（DOT） | Flammable Liquid |
| 火災危険 | Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire.· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| 火災の可能性 | A flammable liquid. A very dangerous fire and explosion hazard when exposed to heat or flame ... |
| 健康有害性 | Exposure can cause irritation of eyes, nose and throat. May cause shortness of breath or coughing. High concentrations have a narcotic effect. May cause abdominal pain and vomiting if swallowed. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin. |
| 有害性の概要 | Flammable liquid[Hawley] Irritating to skin and eyes[HSDB] Highly flammableAn eye, nose, and throat irritantInhalation of high concentrations can cause CNS depression[CAMEO] Inhalation can cause CNS depression[CHEMINFO] Safe when used as a flavoring agent[JECFA] An irritant[MSDSonline] See ORGANIC SOLVENTS. |
| 輸送番号・ガイド（DOT） | 1195 129 |
| 反応性グループ | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | ETHYL PROPIONATE 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. Can react with oxidizing agents, bases, and acids. Polymerization: Will not polymerize (USCG, 1999). |
| Flammable Limits | LOWER: 1.9% BY VOLUME IN AIRUPPER: 11% BY VOLUME IN AIR |
| 消火 | Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: |
| 漏出応急措置 | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| 応急処置 | Get medical attention.General First Aid: |
| 暴露管理・個人防護 | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| 消火手順 | WATER MAY BE INEFFECTIVE.To fight fire, use foam, carbon dioxide, dry chemical. |
| 非火災時の漏出対応 | Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: |
| 処分方法 | 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 | 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 Evacuation | Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:Immediate precautionary measure |
| Protective Action Criteria (PAC) | 26 [mg/m3]290 [mg/m3]1700 [mg/m3] |
| Personal Protective Equipment (PPE) | Full impervious protective clothing, including boots and gloves. Where splashing is possible wear full face shield or chemical safety goggles. Use approved respirator to protect against vapors. (USCG, 1999) |
| Emergency Response Planning Guidelines | CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. |
| 体内負荷 | Results from the National Human Adipose Tissue Survey (NHATS) show that ethyl propionate was identified, not quantified, in 29 total adipose tissue samples, occurring in 4 samples from age group 0-14 yrs, 12 samples in age group 15-44, and 13 samples in age group 45 and older(1). Eleven samples from the US North Central region were positive, as were 4 from the Northeast, 12 from the South, and 2 from the West(1). |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 12(SRC), determined from a structure estimation method(2), indicates that ethyl propionate is expected to have very high mobility in soil(SRC). Volatilization of ethyl propionate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.5X10-4 atm-cu m/mole(SRC), from its vapor pressure, 35.8 mm Hg(4), and water solubility, 1.92X10+4 mg/l(3). The potential for volatilization of ethyl propionate from dry soil surfaces may exist(SRC) based upon a vapor pressure of 35.8 mm Hg(4). Biodegradation in soil is expected to be an important environmental fate process because of the presence of an easily biodegraded ester functional group(5).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 12(SRC), determined from a structure estimation method(2), indicates that ethyl propionate is not 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 2.5X10-4 atm-cu m/mole(SRC), from its vapor pressure, 35.8 mm Hg(4), and water solubility, 19,200 mg/l(7). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6 hrs and 5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 1.7(SRC), from its log Kow of 1.21(6) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation in water is expected to be an important environmental fate process because of the presence of an easily biodegraded ester functional group(8).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl propionate, which has a vapor pressure of 3.58X10+1 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl propionate 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 7 days(SRC), calculated from its rate constant of 2.14X10-12 cu cm/molecule-sec at 25 °C(3). |
| 食品調査値 | Ethyl propionate was detected at 0.20, 0.19, and 0.13 mg/100 ml in unprocessed, reverse osmosis processed, and water diluted whiskeys, respectively(1). The compound was also detected, not quantified, in headspace analyses of Sivetta variety strawberry samples held in a closed system(2). Ethyl propionate was one of the 27 volatile components identified, at a relative amount of 0.4%, in ripe Kiwi fruit from New Zealand and Australia(3). It is a volatile component of fresh grape fruit juice 0.0068 ppm(4), guava - 57.4 and 84.5 ug/kg in mature and overripe fruit, respectively(5). The compound was also identified as one of the 46 volatile components of both hand and mechanically extracted fresh orange juice from five different cultivars at a concn range of 0.0038 to 0.28 ppm(6). It has been identified not quantified in Concord grape essence(7) and as a volatile component of fresh, tree-ripened nectarines(8). Ethyl propionate was identified as a volatile in Italian-type dry-cured ham from a factory in Langhirano, Italy during processing at the following concns (day, condition, (mean concn in ng dodecane equiv)): 3, prior to salting, (0)25, day dry salting, (0)125, drying, (0)211, first ripening, (1)365, fully mature product (2)485, post ripening, (3)not specified, spoiled sample, (41)(9). |
| 有害作用 | Neurotoxin - Acute solvent syndrome |
| Effluent Concentrations | Ethyl propionate was one of the volatile compounds identified, not quantified, from kitchen waste exudate and in stored food exudates in a study conducted in Denmark(1). It was also detected in the liquid and headspace exudate from garden waste(2). Ethyl propionate was identified, not quantified as a minor volatile from poultry manure(3). |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc for ethyl propionate can be estimated to be about 12(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethyl propionate is expected to have very high mobility in soil. |
| TSCA Test Submissions | Ethyl propionate (CAS # 105-37-3) was evaluated for acute oral toxicity in male and female groups of 2, 5, 5, and 5 fasted rats receiving single peroral (manner unspecified) doses of 4.0, 8.0, 11.3, and 16.0 mg/kg bodyweight, respectively. The data for female rats were not provided. In male rats, treatment was associated with sluggishness, prostration, and mortality at approximately 15 minutes to 3 hours post-dosing. A solitary male died after 1 day. Only males of the 2 highest dose levels succumbed or demonstrated recorded toxic effects throughout 14-day observation. An acute oral LD50 for male rats was 10.8 mL/kg bodyweighta female LD50 was 9.8 mL/kg. The survivors recovered fully within 1 to 2 days. Upon necropsy, apparent treatment-related pathology among male rats was limited to the study decedentsgross lesions included dark red and mottled lungs, white to grey stomachs, liquid-filled stomachs and intestines, red or white intestine, and spotty white to grey or red kidneys.Ethyl propionate (CAS # 105-37-3) was evaluated for acute dermal toxicity in rabbits (5/sex/groupstrain unspecified), administered single undiluted percutaneous applications of 16 mL/kg bodyweight for 24 hours. Treatment was associated with death of a solitary female at 11 days post-treatment. Local reactions were characterized by erythema, edema, ecchymosis, necrosis, desquamation, fissuring, ulceration, alopecia, and scabbing. The female succumbing was emaciated at deathhowever, no signs of systemic toxicity were observed in the survivors (9/10) of 14-day post-treatment observation. Upon necropsy, the decedent female also exhibited bright red lungs. No gross lesions were identified in study survivors. Procedural appendices were not included with this submission and no further information regarding method or results was provided.Ethyl propionate (CAS # 105-37-3) was evaluated for acute inhalation toxicity in rats (5/sex/group) exposed under static conditions to a substantially saturated vapor for terms of 11.2, 22.5, and 45 minutes. Four of 5 males and 5/5 females died during 45-minute exposures, the treatment-related mortality consistent with LT50's (with 95% confidence limits) of 35 (26-47) and 32 (23-44) minutes, respectively. Clinical signs of toxicity, observed both during and after the exposures, included labored breathing, wetness of periocular and perioral fur, hypoactivity, lacrimation, slowed breathing, ataxia, slow or negative surface righting reflex, and negative toe and tail pinch reflex. The survivors of all exposure levels recovered within 1 day post-exposure. Following 14-day observation, terminal necropsy of these animals revealed no gross lesions attributable to treatment. Conversely, red lungs, wetness or red discharge of perinasal and/or perioral fur, gas-filled stomachs, and liquid-filled trachea were observed among the study lethalities. Procedural appendices were not included with this submission and no further information regarding method or results was provided.Ethyl propionate (CAS # 105-37-3) was evaluated for primary dermal irritation in 6 rabbits (3/sex) administered 0.5 mL occluded percutaneous applications for 4 hours. A solitary female died of unknown causes at 7 days post-treatmentthe mortality could not be related to treatment. No further indications of irritation or systemic effects were observed in any animal during 7-day post-treatment observation. Procedural appendices were not included with this submission and no further information regarding method or results was provided.Ethyl propionate (CAS # 105-37-3) was evaluated for eye irritation in 6 rabbits, each administered a 0.1 mL instillation into one eye. By 4 hours post-instillation, iritis, moderate conjunctival irritation, with marked discharge were apparent in all treated eyes. Within 24 hours, 2/6 eyes appeared normal, while the rest displayed slight persistent conjunctival redness. All eyes were clear of any sign of irritation by 48 hours post-instillation. Procedural appendices were not included with this submission and no further information regarding method or results was provided. |
| Natural Pollution Sources | REPORTED FOUND IN SEVERAL TYPES OF WINE, IN WHITE GRAPE VAR SAUVIGNON AND IN COCOA.Ethyl propionate is a common volatile found in certain fresh strawberries, citrus fruits and juices(1-7). It may also be formed during the growth of molds from damp buildings(1). |
| Fish/Seafood Concentrations | An ethyl propionate concn of 0.14 ug/g was detected in a mussel (Mytilus edulis) sample collected at the Oarai Coast in Ibaraki, Japan on July 31, 1985(1). |
| Artificial Pollution Sources | Ethyl propionate's production and use as a solvent, industrial process chemical, and flavoring agent(1) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | Biodegradation in soil and water is expected to be an important environmental fate process because of the presence of an easily biodegraded ester functional group(1). |
| Environmental Bioconcentration | An estimated BCF of 1.7 was calculated for ethyl propionate(SRC), using a log Kow of 1.21(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low. |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | UF3675000 |
| 輸送番号（UN） | UN 1195 |
| 税関コード | 29159000 |
| 危険文句（R） | 11 |
| 化審法 | (2)-774 |
| 消防法 | 危-4-1-II |
| 危険表示 | F |
| 安全措置（S） | 16-23-24-29-33 |
| 危険等級 | 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3 |
| 包装等級 | II |
| 自然発火温度 | 887 °F |
| 貯蔵分類 | 3 - Flammable liquids |
| 有害物質データ | 105-37-3(Hazardous Substances Data) |
用途
用途
香料原料、樹脂溶剤
用途
天然樹脂,合成樹脂の溶剤、香味料成分
天然物の起源
Reported found in several types of wine, in white grape var. Sauvignon, cocoa, apple juice, orange juice, grapefruit juice, guava, melon, peach, pineapple, strawberry, tomato, various cheeses, beer, cognac, rum, whiskey, bourbon, malt whiskey, scotch, cider, brandy, kiwi fruit and mussels.
使用
Ethyl Propionate is a flavoring agent that is a transparent liquid, colorless, with an odor resembling rum. it is miscible in alcohol and propylene glycol, soluble in fixed oils, mineral oil, and alcohol, and sparingly soluble in water. it is obtained by chemical synthesis.
一般的な説明
Ethyl propionate[105-37-3] appears as a clear colorless liquid with a pineapple-like odor. Flash point 54 °F. Less dense than water and insoluble in water. Vapors are heavier than air.
製法・合成法
調製方法
Ethyl propionate is produced by the esterification of ethyl alcohol with propionic acid or propionic anhydride.
純化方法
Treat the ester with anhydrous CuSO4 and distil it under nitrogen. [Beilstein 2 IV 205.]