亜りん酸トリス(トリメチルシリル)
亜りん酸トリス(トリメチルシリル) · トリス(トリメチルシロキシ)ホスフィン · トリス(トリメチルシリル)ホスファイト · 亜りん酸トリ(トリメチルシリル) · トリス[(トリメチルシリル)オキシ]ホスフィン · トリトリメチルシリル ホスフィット · TMSPi · DK604
識別子と物理属性
| CAS No. | 1795-31-9 |
|---|---|
| 分子式 | C9H27O3PSi3 |
| 平均分子量 | 298.54 g/mol |
| 単同位体質量 | 298.10056094 g/mol |
| SMILES | C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C |
| InChIKey | VMZOBROUFBEGAR-UHFFFAOYSA-N |
| PubChem CID | 137213 |
| EC No. | 679-684-3 |
| DTXSID | DTXSID70170820 |
| 現地名 | 亜りん酸トリス(トリメチルシリル) |
化学・物理的性質
| 極性表面積 | 27.7 |
|---|---|
| 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 | 6 |
| 重原子数 | 16 |
| 形式電荷 | 0 |
| 複雑度 | 179 |
| 沸点 | 78-81 °C/8 mmHg (lit.) |
| 密度 | 0.893 g/mL at 25 °C (lit.) |
| 屈折率 | n20/D 1.409(lit.) |
| 引火点 | >230 °F |
| 貯蔵条件 | RT, stored under nitrogen |
| 外観・状態 | 液体 |
| 比重 | 0.893 |
| 色 | 無色透明 |
| 溶解度 | 水にやや溶けにくい。 |
| BRN | 2043814 |
| InChI | InChI=1S/C9H27O3PSi3/c1-14(2,3)10-13(11-15(4,5)6)12-16(7,8)9/h1-9H3 |
| InChIKey | VMZOBROUFBEGAR-UHFFFAOYSA-N |
| SMILES | [Si](C)(C)(OP(O[Si](C)(C)C)O[Si](C)(C)C)C |
| CAS データベース | 1795-31-9(CAS DataBase Reference) |
安全性と法規制
| GHS 分類 | WarningH315 (95.7%): Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Status: Active Update: 15-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/33063 |
| Hazard Classes and Categories | Skin Irrit. 2 (95.7%) |
| F | 10-21 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | No |
| 輸送番号（UN） | 1760 |
| 税関コード | 29319000 |
| 危険文句（R） | 36/38 |
| 消防法 | 危-4-3-III |
| 危険表示 | Xi |
| 安全措置（S） | 26-36 |
| 危険等級 | 8 |
| 包装等級 | III |
用途
使用
Tris(trimethylsilyl) Phosphite is used in the studies of bisphosphonic acids as effective inhibitor of glutamine synthetase, a promising approach for the discovery of novel drugs against tuberculosis. It also acts as a reagent in the preparation of substituted calix[4]arenes bearing one or two α-hydroxymethylphosphonic acid fragments at upper rim of macrocycle as inhibitors of glutathione S-transferase in vitro.
製法・合成法
製造方法
By silylation of anhydrous phosphorous acid (dried by repeated azeotropic evaporation of a solution in THF with dry benzene) with excess Chlorotrimethylsilane and excess Triethylamine in dimethoxyethane, toluene, or Et2O-THF, followed by evaporation of the solvent and vacuum distillation of the residue. The residue, which contains a mixture of tris(trimethylsilyl) phosphite and bis(trimethylsilyl) phosphonate [HP(O)(OTMS)2], can also be heated with sodium (140 °C, 13-22 h), followed by vacuum distillation to obtain pure tris(trimethylsilyl) phosphite.