3β-フェニル-2β-オキシランカルボン酸エチル
(2R,3R)-3-フェニルオキシラン-2-カルボン酸エチル · 3β-フェニルオキシラン-2β-カルボン酸エチル · 3-フェニル-2-オキシランカルボン酸エチル · (2R)-3β-フェニルオキシラン-2β-カルボン酸エチル · 3-フェニルオキシラン-2-カルボン酸エチル · 3α-フェニルオキシラン-2α-カルボン酸エチル · 3β-フェニル-2β-オキシランカルボン酸エチル · 3α-フェニル-2α-オキシランカルボン酸エチル
識別子と物理属性
| CAS No. | 121-39-1 |
|---|---|
| 分子式 | C11H12O3 |
| 平均分子量 | 192.21 g/mol |
| 単同位体質量 | 192.07864424 g/mol |
| SMILES | CCOC(=O)C1OC1c1ccccc1 |
| InChIKey | GOMAKLPNAAZVCJ-UHFFFAOYSA-N |
| PubChem CID | 8469 |
| ChEMBL | CHEMBL1369819 |
| ChEBI | CHEBI:173922 |
| EC No. | 204-467-3 |
| DTXSID | DTXSID8025886 |
| 現地名 | 3β-フェニル-2β-オキシランカルボン酸エチル |
化学・物理的性質
| XLogP | 1.7 |
|---|---|
| 極性表面積 | 38.8 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 4 |
| 重原子数 | 14 |
| 形式電荷 | 0 |
| 複雑度 | 209 |
| pH | ACID VALUE: NOT MORE THAN 1.0 |
| 臭い | STRONG FRUITY ODOR SUGGESTIVE OF STRAWBERRY100.00%で。甘いストロベリーベリーフローラルトロピカル |
| 味 | SWEET TASTE CORRESPONDING TO FRUITY ODOR |
| 密度 | 1.122 (NTP, 1992) - Denser than waterwill sink1.120-1.128 @ 25/25 °C1.120-1.1251.102 g/mL at 25 °C (lit.) |
| Color/Form | COLORLESS TO PALE-YELLOW LIQUID |
| 溶解度 | Slightly soluble (1-10 mg/ml) (NTP, 1992)1:6 IN 70% ALCOHOL1:1 IN 80% ALCOHOLInsoluble in waterSoluble in ether, oilsSoluble (in ethanol)748.4mg/L at 24℃ |
| 引火点 | greater than 200 °F (NTP, 1992)100 °C>230 °F |
| 沸点 | 509 to 518 °F at 760 mmHg (NTP, 1992)96 °C (0.5 mm Hg)96 °C/0.5 mmHg (lit.) |
| 融点 | less than 32 °F (NTP, 1992)17-18 °C |
| 屈折率 | INDEX OF REFRACTION: 1.5190-1.5230 (1.516-1.521) AT 20 °Cn20/D 1.518(lit.) |
| Physical Description | Ethyl-3-phenylglycidate appears as clear pale yellow or yellow liquid. (NTP, 1992)Colorless to pale yellow liquid with a strong fruity odor like strawberries[HSDB]Clear, Colourless to pale yellow liquidStrong fruity aroma suggestive of strawberry |
| Kovats Retention Index | 1529 |
| 蒸気圧 | 0.12Pa at 24℃ |
| FEMA | 2454 | ETHYL 3-PHENYLGLYCIDATE |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 液体 |
| 色 | 無色透明～黄色 |
| においのタイプ | フルーティーな |
| 由来生物 | synthetic |
| JECFA Number | 1576 |
| 安定性 | 安定。可燃性。強力な酸化剤とは相容れない。 |
| 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/C11H12O3/c1-2-13-11(12)10-9(14-10)8-6-4-3-5-7-8/h3-7,9-10H,2H2,1H3 |
| InChIKey | GOMAKLPNAAZVCJ-UHFFFAOYSA-N |
| SMILES | CCOC(=O)C1OC1c2ccccc2 |
| LogP（分配係数） | 2.4 at 20℃ |
| CAS データベース | 121-39-1(CAS DataBase Reference) |
| EPAの化学物質情報 | Ethyl 3-phenylglycidate (121-39-1) |
化学的特性
Ethyl 3-Phenylglycidate is a colorless liquid with a strawberry-like odor.It is prepared by treating ethyl cinnamatewith peracetic acid or by condensation of benzaldehyde with ethyl chloroacetate (in the aforementioned Darzens reaction, R == H).Theglycidate is used as a long-lasting fragrancematerial for creating harmonic, fruity notes in household and fine fragrances.
安全性と法規制
| GHS 分類 | WarningH317 (99.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1593 reports by companies from 6 notifications to the ECHA C&L Inventory.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: Oxiranecarboxylic acid, 3-phenyl-, ethyl esterCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 25-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22103Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| 火災危険 | This chemical is probably combustible. (NTP, 1992) |
| 有害性の概要 | A mutagen[RTECS] No sensitization reactions in 25 human volunteers[HSDB] May polymerize in contact with catalysts or heat[CAMEO] Safe when used as a flavoring agent in food[JECFA] An irritant[MSDSonline] |
| FDA 要件 | FDA 121.1164 |
| 反応性グループ | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate EstersEpoxidesPolymerizable Compounds |
| Reactivity Alerts | Polymerizable |
| Reactivity Profile | Epoxides are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts. |
| Air and Water Reactions | Slightly water soluble. |
用途
用途
香料・香辛料
天然物の起源
Apparently has not been reported to occur in nature.
使用
Ethyl 3-Phenyloxirane-2-carboxylate is used in preparation method of early-strength viscosity-breaking Polycarboxylate water reducer containing three viscosity-breaking group and used as concrete additive.
一般的な説明
Clear pale yellow or yellow liquid.
製法・合成法
製造方法
Usually prepared by the reaction of benzaldehyde and the ethyl ester of monochloracetic acid in the presence of an alkaline condensing agent; by reacting the silver salt of phenyl glycidic acid with ethyl iodide.