tert-Butyldimethylsilyl Trifluoromethanesulfonate 叔丁基二甲基硅基三氟甲磺酸酯
CAS 69739-34-0 MFCD00000405
化学结构图
SMILES: CC(C)(C)[Si](C)(C)OS(=O)(=O)C(F)(F)F
化学属性
| Mol. Formula | C7H15F3O3SSi |
|---|---|
| Mol. Weight | 264 |
| Refractive index | 1.3840 to 1.3880 |
| Boiling Point | 65-67 |
| Density | 1.151 |
| Flash Point | 36°C(lit.) |
| TSCA | No |
| Appearance | 无色至淡黄色液体。 |
| Stability | 对湿度敏感 |
| pH | :A |
别名和识别编码
| Chemical Name | tert-Butyldimethylsilyl Trifluoromethanesulfonate |
|---|---|
| CAS Number | 69739-34-0 |
| Synonym | (1,1-Dimethylethyl)dimethylsilyl Trifluoromethanesulfonate TBDMS triflate, Trifluoromethanesulfonic acid tert-butyldimethylsilylester TBDMS 三氟甲磺酸酯 三氟甲磺酸叔丁基二甲基硅基酯 Trifluoromethanesulfonic Acid (1,1-Dimethylethyl)dimethylsilyl ester Trifluoromethanesulfonic Acid tert-Butyldimethylsilyl Ester tert-Buty tert-Butyldimethylsilyl triflate 三氟甲烷磺酸叔丁基二甲基甲硅烷酯 三氟甲烷磺酸叔丁基二甲基甲硅烷酯，叔丁基二甲硅基三氟甲磺酸酯 三氟甲磺酸叔丁基二甲硅烷酯;三氟甲烷磺酸叔丁基二甲基硅烷基酯;叔丁基二甲硅烷基三氟甲磺酸酯;TBDMS 三氟甲磺酸酯;叔丁基二甲基硅基三氟甲磺酸酯 叔丁基二甲基硅基三氟甲磺酸酯 叔丁基二甲基硅烷基三氟甲烷磺酸酯 叔丁基二甲硅基三氟甲磺酸酯 |
| PubChem Substance ID | 87577284 |
| EC Number | 274-102-0 |
| Beilstein Registry Number | 2370068 |
| MDL Number | MFCD00000405 |
| Reaxys-RN | 2370068 |
| Chemical Name Translation | 叔丁基二甲基硅基三氟甲磺酸酯 |
| LabNetwork Molecule ID | LN00011291 |
| InChIKey | WLLIXJBWWFGEHT-UHFFFAOYSA-N |
信息真实价格透明
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信息真实价格透明
资金保障
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分类
- Sulfur & Selenium Compounds
- Intermediates
- {SNA} Chemical Synthesis, Protecting and Derivatizing Reagents, Protection and Derivatization, Silicon-Based, Synthetic Reagents
- Miscellaneous Reagents
产品应用
- 常用在顺式-双(链烯基)环氧乙烷上引入大位阻的叔丁基二甲基硅基，促进室温 Cope 重排反应生成 2-CF3-4,5-二氢噁庚英；还可与与硫代坊共同用于促进快速高效的硫族化物-Morita-Baylis-Hillman 反应。
相关文献及参考
- For general reactions of trialkylsilyl perfluoroalkanesulfonates, see Trimethylsilyl trifluoromethanesulfonate, A12535; reviews: Synthesis, 1 (1982); Adv. Silicon Chem., 1, 189 (1991).
- Has been used in a sequence for the conversion of N-Boc to N-Cbz: Tetrahedron Lett., 26, 5543 (1985). For an alternative method for this transformation, see Benzyl 2,2,2-trichloroacetimidate, A12387.
- Treatment of ɑß-unsaturated esters containing a suitably-placed ketone function with the reagent and triethylamine results in tandem intramolecular Michael-aldol reactions to give cyclobutanone derivatives: J. Am. Chem. Soc., 115, 8107 (1993).
- Hua, D.H. et al.L e-ROS Encyc. Reag. Org. Synth., No pp. given (2001); Suzuki, T. et al.: Synthesis, 4, 555 (2001);
- Powerful silylating agent (see Appendix 4) and Lewis acid; compare tert-Butyldimethylchlorosilane, A13064 and 3429. Silylation of hindered alcohols can be effected with TBDMS-OTf and 2,6-lutidine, where other reagents are unsuccessful: Tetrahedron Lett., 22, 3455 (1981).
安全信息
GHS Symbol
- H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
- H226 Flammable liquid and vapour 易燃液体和蒸气
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
- P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P304+P340
- P304+P340+
- P305+P351+P338
- P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- R10 Flammable 易燃
- R34 Causes burns 会导致灼伤
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R37 Irritating to respiratory system 刺激呼吸道
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
其他信息
- 水中分解。
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