D-(-)-酒石酸ジエチル
D-(-)-酒石酸ジエチル · dextro-酒石酸ジエチル · (2S,3S)-2,3-ジヒドロキシこはく酸ジエチル · D-酒石酸ジエチル · 2,3-ジヒドロキシこはく酸ジエチル · (-)-D-酒石酸ジエチル · 酒石酸ジエチル · (2S,3S)-2,3-ジヒドロキシブタン二酸ジエチル
識別子と物理属性
| CAS No. | 13811-71-7 |
|---|---|
| 分子式 | C8H14O6 |
| 平均分子量 | 206.19 g/mol |
| 単同位体質量 | 206.07903817 g/mol |
| SMILES | CCOC(=O)C(O)C(O)C(=O)OCC |
| InChIKey | YSAVZVORKRDODB-UHFFFAOYSA-N |
| PubChem CID | 62333 |
| ChEBI | CHEBI:169338 |
| DTXSID | DTXSID70859148 |
| 現地名 | D-(-)-酒石酸ジエチル |
化学・物理的性質
| XLogP | -0.3 |
|---|---|
| 極性表面積 | 93.1 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 6 |
| 回転可能結合数 | 7 |
| 重原子数 | 14 |
| 形式電荷 | 0 |
| 複雑度 | 180 |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | -0.29 |
| 沸点 | 280.00 to 281.00 °C. @ 760.00 mm Hg162 °C/19 mmHg (lit.) |
| 融点 | 17 °C |
| Physical Description | Liquid |
| 比旋光度 | -9 º (neat) |
| 密度 | 1.205 g/mL at 20 °C (lit.) |
| 屈折率 | n20/D 1.446(lit.) |
| 引火点 | 200 °F |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | クロロホルム（微量）、水（微量）不溶性 |
| 外観・状態 | 粘性液体 |
| pKa（酸解離定数） | 11.61±0.20(Predicted) |
| 色 | 無色透明 |
| 比重 | 1.21 |
| Merck | 14,3855 |
| BRN | 1727143 |
| InChI | 1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6-/m0/s1 |
| InChIKey | YSAVZVORKRDODB-WDSKDSINSA-N |
| SMILES | CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC |
| CAS データベース | 13811-71-7(CAS DataBase Reference) |
| NISTの化学物質情報 | Butanedioic acid, 2,3-dihydroxy-, diethyl ester, [S-(R*,R*)]-(13811-71-7) |
化学的特性
Colorless to light yellow liqui
安全性と法規制
| 規制情報 | Chemical: Butanedioic acid, 2,3-dihydroxy-, diethyl ester, [S-(R*,R*)]-Butanedioic acid, 2,3-dihydroxy-, diethyl ester, S-(R*,R*)-: Does not have an individual approval but may be used under an appropriate group standard |
|---|---|
| 水環境危害等級（WGK） | 3 |
| 税関コード | 29181300 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (2)-1458 |
| 消防法 | 危-4-3-III |
| 危険表示 | Xi |
| hazard_note | Irritant |
| 安全措置（S） | 24/25-36-26 |
| 貯蔵分類 | 10 - Combustible liquids |
用途
用途
有機合成原料。
使用
Diethyl D(-)-tartrate is mainly used in chiral pharmaceuticals, chiral intermediates and chiral catalysts. It can be used with titanium in enolic asymmetric epoxidization. The compound d-alpha-tocopherol is the principal compound present in natural vitamin E sources. At present, d-alpha-tocopherol and other tocopherol derivatives are used in pharmaceuticals, foods and animal feeds. It is used as a food additive.
製法・合成法
純化方法
Distil the esters under high vacuum and store them under vacuum or in an inert atmosphere in a desiccator in round bottomed flasks equiped with a vacuum stopcock. They have also been distilled by Kügelrohr distillation and/or by 'wiped-film' molecular distillation. They are slightly soluble in H2O but miscible with EtOH and Et2O. [Gao et al. J Am Chem Soc 109 5770 (5771) 1987, IR: Pristera Anal Chem 25 844 1953, Beilstein 3 III 1025 for D-(-), 3 IV 1232 for L(+).]