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Trimethylsilyl trifluoromethanesulfonate 三氟甲磺酸三甲基硅酯

规格: 99%
CAS: 27607-77-8
产品编号: H86908
MDL: MFCD00000406
品牌: INFI
Chemical NameTrimethylsilyl trifluoromethanesulfonate
Synonym Trimethylsilyl trifluoromethylsulfonate {LY} Trimethylsilyl trifluoromethylsulfonate {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfonate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsilyl trifluoromethylsulfon
PubChem Substance ID65367
EC Number248-565-4
Beilstein Registry Number1868911
MDL NumberMFCD00000406
CAS Number27607-77-8
Merck Number9719
Chemical Name Translation三甲硅烷基三氟甲磺酸酯
Reaxys-RN1868911
LabNetwork Molecule IDLN00194939
InChIInChI=1S/C4H9F3O3SSi/c1-12(2,3)10-11(8,9)4(5,6)7/h1-3H3
Canonical SMILESO=S(C(F)(F)F)(O[Si](C)(C)C)=O
GHS Symbol
WGK Germany3
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
    Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
    Precautionary statements
    • P501 Dispose of contents/container to..… 处理内容物/容器.....
    • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
    • P305+P351+P338
    • 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。
    • 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。
    • P305+P351+P338+P310
    • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
    • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
    • P301+P330+P331+P310
    • P303+P361+P353
    • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
    • P304+P340
    • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
    • P304+P340+P310
    • P403+P235
    • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
    • P301+P330+P331
    • P241+P242+P243
    • P303+P361+P353+P310+P363
      Signal word Danger Warning
      Packing GroupII
      UN Number 2920 UN2924
      Risk Statements
      • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
      • R10 Flammable 易燃
      • R14 Reacts violently with water 遇水会猛烈反应
      • R34 Causes burns 会导致灼伤
        Safety Statements
        • 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);
        • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
        • S30 Never add water to this product 切勿将水加入该产品中;
        • S20 When using do not eat or drink 使用时,不得进食,饮水;
        • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
        • S8 Keep container dry 保持容器干燥;
          Storage condition -20°C, sealed storage, away from moisture {LY} -20°C, sealed storage, away from moisture 2-8°C Moisture Sensitive {} {LY} -20°C, sealed storage, away from moisture {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sea
          Hazard Codes C
          Hazard Class8/3
        • 常用于酯-酰亚胺和二酯的类 Dieckmann 环化试剂,也可用于制备强路易斯酸(特别是在乙腈溶剂中时)二氟硼三氟甲磺酸酯-乙醚络合物。
        • {ALD} Merck: 14,9719
        • {ALF} For a brief feature on uses of the reagent, see: Synlett, 1940 (2003).
        • {ALF} In general, TMSOTf has a much greater tendency to give C-silylation than TMS chloride. With esters C-silylation usually predominates: Synthesis, 867 (1977); Liebigs Ann. Chem., 816 (1983). Nitriles are C-silylated: Synthesis, 636 (1977); Synth. Commun., 18, 2111 (1988). Electron-rich alkenes, e.g. ketene acetals, as well as electron-rich aromatics such as indoles and pyrroles also undergo C-silylation: Synthesis, 928, 929 (1984):
        • {ALF} Trialkylsilyl perfluoroalkanesulfonates are highly reactive silylating agents (see Appendix 4) and Lewis acids: Synthesis, 1 (1982); Adv. Silicon Chem., 1, 189 (1991).
        • {uni_hamburg} Short: EINECS
        • {uni_hamburg} Short: III/35F
        • {ALF} TMSOTf has numerous applications as a Lewis acid catalyst, notably in mediating, under very mild conditions, crossed aldol condensations between silyl enol ethers and acetals: J. Am. Chem. Soc., 102, 3248 (1980); Tetrahedron, 44, 4259 (1988); Org. Synth. Coll., 9, 642 (1998).
        • {ALF} Amides can be N,O-disilylated with TMSOTf: Org. Synth. Coll., 9, 516 (1998). For conversion of carbonyl compounds to silyl enol ethers, see, e.g.: J. Org. Chem., 58, 1449 (1993); Org. Synth. Coll., 9, 548 (1998). The reaction rate in triethylamine is almost 109 times faster than with TMS chloride: Liebigs Ann. Chem., 1718 (1980).
        • {ALF} tert-Butyl esters are cleaved directly to trimethylsilyl esters. Benzyl esters are unaffected, permitting selective cleavage: Synthesis, 545 (1980).
        • 27607-77-8 H86908 Trimethylsilyl trifluoromethanesulfonate
三氟甲磺酸三甲基硅酯

          化学属性

          Mol. FormulaC4H9F3O3SSi
          Mol. Weight222.26
          Refractive index1.3590 to 1.3610
          Boiling Point77 °C at 80 mmHg
          Density1.228
          Flash Point25°C(lit.)
          TSCAYes
          Stability对湿度、空气敏感
          SolubilitySoluble in water (react).
          Melting Point25 °C

          *以上化合物性质及应用等信息仅供参考