トリクロロ酢酸エチル
トリクロロ酢酸エチル · エチル=トリクロロアセタート · エチル＝トリクロロアセタト · 2,2,2-トリクロロ酢酸エチル · Ethyl 2,2,2-trichloroacetate · Acetic acid, trichloro-, ethyl ester · ethyl trichlo · Trichloroaceta
識別子と物理属性
| CAS No. | 515-84-4 |
|---|---|
| 分子式 | C4H5Cl3O2 |
| 平均分子量 | 191.44 g/mol |
| 単同位体質量 | 189.93551244 g/mol |
| SMILES | CCOC(=O)C(Cl)(Cl)Cl |
| InChIKey | SJMLNDPIJZBEKY-UHFFFAOYSA-N |
| PubChem CID | 10588 |
| EC No. | 208-212-7 |
| DTXSID | DTXSID9060158 |
| 現地名 | トリクロロ酢酸エチル |
化学・物理的性質
| XLogP | 2.4 |
|---|---|
| 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 | 2 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 107 |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | 2.39 |
| 融点 | 237 °C |
| 沸点 | 168 °C (lit.) |
| 密度 | 1.378 g/mL at 25 °C (lit.) |
| 蒸気圧 | 2.34hPa at 25℃ |
| 屈折率 | n20/D 1.453(lit.) |
| 引火点 | 149 °F |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | アルコール：混和性（点灯）混和しない |
| 外観・状態 | clear liquid |
| 色 | Colorless to Almost colorless |
| Merck | 14,9627 |
| BRN | 1761567 |
| 誘電率 | 7.8(20℃) |
| InChI | 1S/C4H5Cl3O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3 |
| InChIKey | SJMLNDPIJZBEKY-UHFFFAOYSA-N |
| SMILES | CCOC(=O)C(Cl)(Cl)Cl |
| LogP（分配係数） | 2.22 at 25℃ |
| CAS データベース | 515-84-4(CAS DataBase Reference) |
| NISTの化学物質情報 | Acetic acid, trichloro-, ethyl ester(515-84-4) |
| EPAの化学物質情報 | Acetic acid, trichloro-, ethyl ester (515-84-4) |
化学的特性
Colorless liquid with a menthol-like odor. It is miscible with ethanol, ether and benzene, but insoluble in water.
安全性と法規制
| GHS 分類 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Status: Active Update: 28-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/9982Acetic acid, trichloro-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | 2810 |
| 税関コード | 29154000 |
| 危険文句（R） | 22-36/37/38 |
| 化審法 | (2)-3606 |
| 消防法 | 危-4-2-III |
| 危険表示 | Xn,Xi |
| 安全措置（S） | 26-37/39-24/25 |
| 危険等級 | Acute Tox. 4 OralSkin Irrit. 2 |
| 貯蔵分類 | 10 - Combustible liquids |
用途
使用
Ethyl trichloroacetate was used in the synthesis of dichlorocarbon precursor, phenyl(trichloromethyl)methyl.
一般的な説明
Ethyl trichloroacetate undergoes atom-transfer radical addition reaction with styrene catalyzed by the Ru-pentamethylcyclopentadienyl complexes.
製法・合成法
製造方法
Ethyl trichloroacetate is synthesized from trichloroacetic acid and ethyl alcohol by the esterification reaction. synthesis steps: Trichloroacetic acid(TCA), anhydrous ethyl alcohol and sulfuric acid are heated together and refluxed for 6 h. After cooling, the ester layer is separated by pouring into water, neutralized with 5-10% sodium carbonate solution, washed with water and dried overnight with anhydrous calcium chloride. After filtration, distillation was carried out to obtain the finished product. Yield 75%.
純化方法
Shake the ester with saturated aqueous Na2CO3 (three times), aqueous 50% CaCl2 (three times), saturated aqueous NaCl (twice), then distil over CaCl2 and redistil it under reduced pressure. [Beilstein 2 IV 514.]