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CAS RN: 181934-30-5 | 产品编码: T3039
1-[(Triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one
![1-[(Triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one Chemical Structure of 1-[(Triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one](/medias/T3039.jpg?context=bWFzdGVyfHJvb3R8NTA3MTF8aW1hZ2UvanBlZ3xhR1kzTDJoaFpDODRPVEl6TlRVMk1qRTJPRFl5TDFRek1ETTVMbXB3Wnd8YzkxZmQ0YmI0MzliODZiZWRiZTk3OWFmMjU0MWY2ZDBlMjFlNmIxZjE4OWRkZGI1MTA4ZjhjMjA5NTliMzUxMA)
产品编码 | T3039 |
纯度/分析方法 ![]() |
>98.0%(HPLC) |
分子式/分子量 | C__1__8H__2__5IO__2Si = 428.39 |
外观与形状(20°C) | 固体 |
储存温度 ![]() |
室温 (15°C以下阴凉干燥处) |
储存在惰性气体下 | 存放于惰性气体之中 |
应避免的情况 | 光,湿气 (吸湿) |
包装和容器 ![]() |
1G-Glass Bottle with Plastic Insert (查看图片), 200MG-Glass Bottle with Plastic Insert (查看图片) |
CAS RN | 181934-30-5 |
Reaxys-RN | 7712699 |
PubChem物质ID | 253660203 |
MDL编号 | MFCD18632570 |
技术规格
Appearance | White to Almost white powder to crystal |
Purity(HPLC) | min. 98.0 area% |
物性(参考值)
熔点 | 170 °C(dec.) |
GHS
象形图 |
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信号词 | Warning |
危险性说明 | H315 : Causes skin irritation. H319 : Causes serious eye irritation. H413 : May cause long lasting harmful effects to aquatic life. |
防范说明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P273 : Avoid release to the environment. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
相关法规
运输信息
HS编码* | 2934.99-000 |
应用
C2-Selective Ethynylation of Indoles
In a 10 mL round bottom-flask, 1-methyl-1H-indole (0.500 mmol, 65.6 mg) and 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) (1.50 mmol, 643 mg) are dissolved in DCM (5 mL) under air, then water is added (0.10 mL). Lastly Pd(MeCN)4(BF4)2 (2 mol%, 4.4 mg) is added with strong stirring. The flask is closed and the reaction mixture is stirred overnight (the reaction is generally completed after 4-6 h), when it became brownish. The solvent is evaporated under reduced pressure. EtOAc (25 mL) is added to the crude product, and the solution is washed with NaOH aq (0.1 M, 25 mL), conc. NaHCO3 (2 x 25 mL) and brine (25 mL). The organic layer is dried over MgSO4, filtered and the solvent is evaporated under reduced pressure. Purification by column chromatography gives the pure 1-methyl-2-[(triisopropylsilyl)ethynyl]-1H-indole as a pale yellow oil (66%, 102 mg).
References
应用
C3-Selective Ethynylation of Indoles
Experimental procedure: TIPS-EBX (1.0 g, 2.4 mmol, 1.2 eq.) is added to a stirring solution of AuCl (4.6 mg, 0.020 mmol, 0.01 eq.) and indole (0.24 g, 2.0 mmol, 1.0 eq.) in Et2O (40 mL) under air. The reaction is sealed and stirred at room temperature for 12-15 h. Et2O (50 mL) is added, the organic layer is washed twice with NaOH aq (0.1 mol/L, 50 mL). The aqueous layers are combined and extracted with Et2O (50 mL). The organic layers are combined, washed with saturated NaHCO3 (50 mL), brine (50 mL), dried with MgSO4 and concentrated under reduced pressure. Purification by flash chromatography (PET:Et2O = 8:2) affords 1 (498 mg, 1.68 mmol, 84%) as brown solid.
References
- Direct Alkynylation of Indole and Pyrrole Heterocycles
参考文献