2-エチル-3-ヒドロキシ-4-ピロン
2-エチル-3-ヒドロキシ-4-ピロン · 3-ヒドロキシ-2-エチル-4-ピロン · エチルマルトール · 2-エチル-3-ヒドロキシ-4H-ピラン-4-オン · 2-エチルピロメコン酸 · ベルトールプラス · 3-ヒドロキシ-2-エチル-4H-ピラン-4-オン · エチルマルト-ル
識別子と物理属性
| CAS No. | 4940-11-8 |
|---|---|
| 分子式 | C7H8O3 |
| 平均分子量 | 140.14 g/mol |
| 単同位体質量 | 140.04734412 g/mol |
| SMILES | CCc1occc(=O)c1O |
| InChIKey | YIKYNHJUKRTCJL-UHFFFAOYSA-N |
| PubChem CID | 21059 |
| ChEMBL | CHEMBL121557 |
| ChEBI | CHEBI:169105 |
| EC No. | 225-582-5 |
| DTXSID | DTXSID5041516 |
| 現地名 | 2-エチル-3-ヒドロキシ-4-ピロン |
化学・物理的性質
| XLogP | 0.8 |
|---|---|
| 極性表面積 | 46.5 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 1 |
| 重原子数 | 10 |
| 形式電荷 | 0 |
| 複雑度 | 213 |
| 香料 | Fragrance Ingredient (Ethyl maltol) -> IFRA transparency List |
| LogP（分配係数） | 0.630 |
| 食品添加物 | COLOR OR COLORING ADJUNCT, FLAVORING AGENT OR ADJUVANT, PROCESSING AID -> FDA Substance added to food |
| 香味料 | EU Flavoring substances |
| 溶解度 | Sparingly soluble in water, soluble in propylene glycolSoluble (in ethanol)クロロホルム（微量）、メタノール（微量）9.345g/L at 24℃ |
| Animal Drugs | Pharmaceuticals -> UK Veterinary Medicines Directorate List |
| 沸点 | 289.00 to 290.00 °C. @ 760.00 mm Hg196.62°C (rough estimate) |
| 融点 | 90 - 91 °C85-95 °C (lit.) |
| Physical Description | SolidWhite crystalline powderSweet fruit-like aroma |
| 密度 | 1.1624 (rough estimate) |
| 蒸気圧 | 0.2Pa at 24℃ |
| 屈折率 | 1.4850 (estimate) |
| FEMA | 3487 | ETHYL MALTOL |
| 貯蔵条件 | 2-8°C |
| pKa（酸解離定数） | 8.38±0.10(Predicted) |
| 外観・状態 | Solid |
| 色 | 白色～淡黄色 |
| 臭い | ベンジルアルコール中5.00%。甘いキャラメルジャムイチゴわたあめ |
| においのタイプ | キャラメル状 |
| 由来生物 | synthetic |
| Merck | 14,3824 |
| JECFA Number | 1481 |
| 主な用途 | 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア |
| 化粧品成分の機能 | 香料香料 |
| InChI | 1S/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3 |
| InChIKey | YIKYNHJUKRTCJL-UHFFFAOYSA-N |
| SMILES | CCC1=C(O)C(=O)C=CO1 |
| LogP（分配係数） | 2.9 at 25℃ |
| CAS データベース | 4940-11-8(CAS DataBase Reference) |
| NISTの化学物質情報 | 4H-pyran-4-one, 2-ethyl-3-hydroxy-(4940-11-8) |
| EPAの化学物質情報 | 4H-Pyran-4-one, 2-ethyl-3-hydroxy- (4940-11-8) |
化学的特性
Ethyl maltol has a very sweet, fruit-like odor of immense tenacity and sweet, fruity taste with initial bitter-tart flavor; rapid loss of flavor per se. It is four to six times more potent than maltol.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 0.3% (7 of 2365) of reports.WarningH302 (99.7%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2365 reports by companies from 7 notifications to the ECHA C&L Inventory. |
|---|---|
| 規制情報 | Chemical: 4H-Pyran-4-one, 2-ethyl-3-hydroxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 15-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/225494H-Pyran-4-one, 2-ethyl-3-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (99.7%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | UQ0840000 |
| 毒性 | LD50 orally in male mice, male rats, female rats, chicks (mg/kg): 780, 1150, 1200, 1270 (Gralla) |
| 税関コード | 29329990 |
| 危険文句（R） | 22 |
| 化審法 | (5)-678 |
| 危険表示 | Xn |
| 安全措置（S） | 36 |
| 危険等級 | Acute Tox. 4 Oral |
| 貯蔵分類 | 11 - Combustible Solids |
用途
天然物の起源
Has apparently not been reported to occur in nature.
使用
Ethyl Maltol is a flavoring agent that is a white, crystalline powder. it has a unique odor and a sweet taste that resembles fruit. the melt- ing point is 90°c. it is sparingly soluble in water and propylene gly- col and soluble in alcohol and chloroform. it is obtained by chemical synthesis.
一般的な説明
Ethyl maltol is a synthetic homologue of maltol, often found as flavor enhancers and it contributes to the fragrance of commercials products such as cereals, breads, malt beverages, coffee, soybeans and chocolate milk.
製法・合成法
調製方法
Unlike maltol, ethyl maltol does not occur naturally. It may be prepared by treating a-ethylfurfuryl alcohol with a halogen to produce 4-halo-6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which is converted to ethyl maltol by hydrolysis.
製造方法
Several syntheses have been developed for its preparation. In a one-pot process, for example, -ethylfurfuryl alcohol is treated with halogen to give 4-halo- 6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which need not be isolated and can be converted to ethylmaltol by aqueous hydrolysis.