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CAS RN: 81290-20-2 | 产品编码: T1570

(Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent]


纯度/分析方法: >97.0%(GC)
别名:
  • (三氟甲基)三甲基硅烷 [三氟甲基化试剂]
  • (三甲基硅烷基)三氟甲烷
  • Ruppert-Prakash试剂
  • (Trimethylsilyl)trifluoromethane
  • Ruppert-Prakash Reagent
文档:
5G
¥350.00
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25G
¥830.00
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产品编码 T1570
纯度/分析方法 >97.0%(GC)
分子式/分子量 C__4H__9F__3Si = 142.20  
外观与形状(20°C) 液体
储存在惰性气体下 存放于惰性气体之中
应避免的情况 湿气 (分解)
CAS RN 81290-20-2
Reaxys-RN 4241868
PubChem物质ID 87577328
SDBS (AIST Spectral DB) 19694
Merck Index (14) 9683
MDL编号

MFCD00145454

技术规格
Appearance Colorless to Light yellow clear liquid
Purity(GC) min. 97.0 %
物性(参考值)
沸点 55 °C
闪点 -32 °C
比重 0.96
折射率 1.33
GHS
象形图 Pictogram
信号词 危险
危险性说明 H225 : 高度易燃液体和蒸气。
防范说明 P501 : 将内装物/容器送到批准的废物处理厂处理。
P240 : 容器和装载设备接地/等势联接。
P210 : 远离热源/火花/明火/热表面。禁止吸烟。
P233 : 保持容器密闭。
P243 : 采取防止静电放电的措施。
P241 : 使用防爆的电气/通风/照明设备。
P242 : 只能使用不产生火花的工具。
P280 : 戴防护手套/戴防护眼罩/戴防护面具。
P370 + P378 : 火灾时:使用干砂、干粉或抗醇泡沫灭火。
P303 + P361 + P353 : 如皮肤(或头发)沾染:立即脱掉所有沾污的衣物。用水清洗皮肤/淋浴。
P403 + P235 : 存放在通风良好的地方。保持低温。
相关法规
运输信息
UN编号 UN1993
类别 3
包装类别 II
监管条件代码(*)
应用
Synthesis of Trifluoromethylketones from Weinreb Amides

Typical Procedure:
To a 50 mL round bottom flask equipped with a stir bar is added CsF (0.1512 g, 1.0 mmol, 0.2 eq.). Toluene (2.5 mL) is added to the flask, followed by 4-(tert-butyl)-N-methoxy-N-methylbenzamide (1.11 g, 5.0 mmol, 1 eq.). The flask is sealed with a septum equipped with an inlet needle as an exit valve. The flask is cooled to 0 °C for 10 minutes. Once cooled, TMSCF3 (1.42 g, 10.0 mmol, 2 eq.) is added to the reaction mixture dropwise over a period of ≈ 10 minutes. After completion of addition, the reaction mixture is allowed to stir at 0 °C for 10 minutes. The cooling bath is removed and the reaction mixture is allowed to stir at room temperature overnight. (Upon reaching room temperature, the reaction occurs and is mildly exothermic and gas is evolved.) Reaction progress is monitored by 1H NMR.
Once complete conversion to the silylated intermediate is confirmed, water (5 mL) followed by TBAF (5 mL, 1 M in THF, 1 eq.) is added to the reaction flask. The flask is equipped with a reflux condenser, open to air. The contents are then heated to 50 °C, and allowed to stir at that temperature for 2 hours. Once cooled to room temperature, the reaction mixture is diluted with Et2O (≈ 30 mL), and transferred to a separatory funnel. The organic layer is washed with deionized water (3 × 30 mL), followed with a brine solution (1 × 30 mL). The organic layer is dried with Na2SO4 and the solvent is removed in vacuo by rotary evaporation to yield crude trifluoromethylketone. Further purification is accomplished by flash chromatography (hexane : EtOAc = 8 : 2) to produce the pure CF3 ketone as an orange solid (0.935 g, Y. 81%).

References


应用
Nucleophilic Trifluoromethylation

Reference


应用
Difluorocarbene Precursor

Reference


参考文献


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