チオリンゴ酸
チオリンゴ酸 · DL-2-メルカプトこはく酸 · DL-チオりんご酸 · 2-メルカプトブタン二酸 · 2-メルカプトこはく酸 · メルカプトスクシナート · DL-メルカプトこはく酸 · メルカプトこはく酸
識別子と物理属性
| CAS No. | 70-49-5 |
|---|---|
| 分子式 | C4H6O4S |
| 平均分子量 | 150.16 g/mol |
| 単同位体質量 | 149.99867967 g/mol |
| SMILES | O=C(O)CC(S)C(=O)O |
| InChIKey | NJRXVEJTAYWCQJ-UHFFFAOYSA-N |
| PubChem CID | 6268 |
| ChEMBL | CHEMBL4303414 |
| ChEBI | CHEBI:38705 |
| EC No. | 200-736-4 |
| DTXSID | DTXSID20861615 |
| 現地名 | チオリンゴ酸 |
化学・物理的性質
| XLogP | -0.4 |
|---|---|
| 極性表面積 | 75.6 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 3 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 133 |
| 物質分類 | Other Classes -> Sulfur Compounds |
| Physical Description | White solid with a sulfudic odor[Merck Index] Light brown solid[Sigma-Aldrich MSDS] |
| 融点 | 155-157 °C(lit.) |
| 沸点 | 241.69°C (rough estimate) |
| 密度 | 1.352 (estimate) |
| 屈折率 | 1.5500 (estimate) |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | 500g/リットル150g/L(20℃) |
| 外観・状態 | 結晶性粉末 |
| pKa（酸解離定数） | pKa 4.68±0.04(H2O t = 20.0±0.05 I = 0.15) (Uncertain) |
| 色 | 白～ほぼ白 |
| Merck | 14,9343 |
| BRN | 1099858 |
| InChI | 1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8) |
| InChIKey | NJRXVEJTAYWCQJ-UHFFFAOYSA-N |
| SMILES | OC(=O)CC(S)C(O)=O |
| CAS データベース | 70-49-5(CAS DataBase Reference) |
| NISTの化学物質情報 | 2-Sulfanylsuccinic acid(70-49-5) |
| EPAの化学物質情報 | Butanedioic acid, mercapto- (70-49-5) |
化学的特性
white to almost white crystalline powder
化学性质
沸点149~150℃
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 4.5% (6 of 132) of reports.WarningH302 (92.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 132 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Butanedioic acid, mercapto-Mercaptosuccinic acid: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Intraperitoneal LD50 (mouse) = 200 mg/kg[RTECS] A skin and strong eye irritantHarmful by ingestion[Sigma-Aldrich MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (92.4%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | WM8225000 |
| 輸送番号（UN） | 1759 |
| 税関コード | 29309070 |
| 危険文句（R） | 22-36/37/38-34-20/21/22 |
| 化審法 | (2)-1451 |
| 危険表示 | Xn,C |
| 安全措置（S） | 26-36-36/37/39-45-27 |
| 危険等級 | 8Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 包装等級 | III |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
医薬及び有機合成原料。
使用
Mercaptosuccinic acid is used in the preparation of mercaptosuccinic acid diethyl ester by reaction with ethanol. It is also used as a brightening agent in metal plating. Further, it serves as an intermediate for the synthesis of corrosion inhibitors, soil fumigants, active pharmaceutical ingredients and electroplating agents.
一般的な説明
Mercaptosuccinic acid(MSA) is a chiral multifunctional intermediate material used as a stabilizing and capping agent in the synthesis of biologically active sulfurs.
製法・合成法
純化方法
Dissolve the acid in water and extract it several times with diethyl ether to remove imprities. The aqueous solution gave the acid on freeze-drying. [Beilstein 3 IV 472.]