(Trifluoromethyl)trimethylsilane 三甲硅基三氟甲烷

CAS 81290-20-2 MFCD00145454

化学结构图

81290-20-2
SMILES: C[Si](C)(C)C(F)(F)F

化学属性

Mol. FormulaC4H9F3Si
Mol. Weight142
Boiling Point54-55
TSCANo
Density0.962
Refractive index1.3290 to 1.3320
Vapor Pressure10.98 psi ( 55 °C)
Flash Point-32°C(lit.)
Stability对湿度敏感
pH:A

别名和识别编码

Chemical Name(Trifluoromethyl)trimethylsilane
CAS Number81290-20-2
Alfabeta NameTRIFLUOROMETHYLTRIMETHYLSILANE
MDL NumberMFCD00145454
Synonym (TRIMETHYLSILYL)TRIFLUOROMETHANE (Trifluoromethyl)-trimethylsilan (Trifluoromethyl)trimethylsilane Ruppert 试剂 TFMTMS (Trifluoromethyl)trimethylsilane Ruppert′s reagent Ruppert-Prakash reagent TFMTMS Triflu (Trifluoromethyl)trimethylsilane 0.5M solution in THF 98% (trifluromethyl)trimethylsilane (三氟甲基)三甲基硅烷 Ruppert's Reagent Ruppert's Ruppert's Reagent Rupperts Reagent Ruppert’s Reagent TFMTMS TMS-CF3 TRIMETHYL(TRIFLUOROMETHYL)SILANE TRIMETHYL(TRIFLUOROMETHYL)SILANE, 0.5M S OLUTION IN TETRAHYDROFURAN TTMS Trifluoromethyltrimethylsilane Trimethyl(trifluoromethyl)silane Trimethyl(trifluoromethyl)silane solution Trimethyl-trifluoromethyl-silane {} {} {un 三氟甲基三甲基硅烷 溶液
Beilstein Registry Number4241868
PubChem Substance ID552549
EC Number000-000-0
Reaxys-RN4241868
Merck Number9683
LabNetwork Molecule IDLN00008699
Chemical Name Translation三甲硅基三氟甲烷
InChIInChI=1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3
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分类

  • {SNA} C-C Bond Formation, Chemical Synthesis, Fluorination Reagents, Organometallic Reagents, Organosilicon, Other Organosilicon, Other Synthetic Reagents for C-C Bond Formation, Synthetic Reagents, Trifluoromethylation
  • {SNA} C-C Bond Formation, Chemical Synthesis, Fluorination Reagents, Other Synthetic Reagents for C-C Bond Formation, Synthetic Reagents, Trifluoromethylation
  • {SNA} Chemical Synthesis, Organometallic Reagents, Organosilicon, Others
  • {uni_hamburg} no charge; 1fragment
  • {SNA} Chemical Synthesi
  • {SNA} C-C Bond Formation, Chemical Synthesis, Fluorination Reagents, Organometallic Reagents, Organosilicon, Others,

产品应用

  • 三氟甲基化试剂,醛和酮上添加三氟甲基基团。

相关文献及参考

  • Alternatively, rapid and efficient trifluoromethylation of carbonyl compounds can be carried out at room temperature in DMSO, in the presence of molecular sieves, without fluoride or other basic catayst: Synlett, 112 (2006). The use of Tri-tert-butyl­phosphine, 10178 as a catalyst has also been advocated: Synlett, 267 (2006).
  • For reviews of this and similar reagents, see: Chem. Rev., 97, 757 (1997); J. Fluorine Chem., 112, 123 (2001).
  • In the presence of CsF and TMS-imidazole, aldimines are converted to ɑ-trifluoromethyl amines: Tetrahedron Lett., 40, 5475 (1999).
  • In the presence of F-, aldehydes and ketones give, after hydrolysis of the intermediate silyl ethers, the trifluoromethyl carbinols: J. Am. Chem. Soc., 111, 393 (1989); J. Org. Chem., 56, 984 (1991); Org. Synth. Coll., 9, 711 (1998):
  • Merck: 14,9683
  • Short: III/35B
  • Short: III/35F
  • Similarly, alkyl or aryl thiocyanates are converted to the corresponding trifluoromethyl sulfides in generally good yields: Tetrahedron Lett., 38, 65 (1997). Selenocyanates behave similarly. Trifluoromethylation of aromatics bearing electron-withdrawing groups can be effected in the presence of KF, by displacement of nitro-, cyano- or chloro-substituents: J. Chem. Soc., Perkin 1, 3081 (1998).
  • Valuable reagent for trifluoromethylation of electrophilic substrates.
  • With a catalytic amount of TBAF, excellent yields of trifluoromethyl ketones can be obtained from methyl esters: Angew. Chem. Int. Ed., 37, 820 (1998).

安全信息

Warnings FLAMMABLE
GHS Symbol
WGK Germany3
Hazard statements
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H351 Suspected of causing cancer 怀疑致癌
  • H302 Harmful if swallowed 吞食有害
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
Precautionary statements
  • 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。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P301+P312+P330
  • P303+P361+P353
  • P305+P351+P338
  • P370+P378
  • P403+P235
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Packing GroupII
UN Number 1993 UN 1993 3/PG 2
Risk Statements
  • R11 Highly flammable 非常易燃
  • R19 May form explosive peroxides 可能生成易爆的过氧化物质
  • R22 Harmful if swallowed 吞咽有害
  • R36/37 Irritating to eyes and respiratory system 对眼睛和呼吸系统有刺激性
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾;
  • 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;
  • S29 Do not empty into drains 不要排入下水道;
  • S33 Take precautionary measures against static discharges 对静电采取预防措施;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S39 Wear eye/face protection 戴眼睛/面孔保护装置;
Storage condition Moisture Sensitive 对湿度敏感,易挥发,密封保存 2-8°C
Hazard Codes 3 F F,Xi,Xn
Hazard Class3

其他信息

  • 上游原料:盐酸 --> N,N-二甲基甲酰胺 --> 镁 --> 三甲基氯硅烷 --> 碘化亚铜 --> 苯磺酰氯 --> 三氟乙酸钠
  • Sigma Aldrich:81290-20-2(sigmaaldrich)
  • Hazard Note:Flammable
  • Acros Organics:三氟甲基三甲基硅烷 (Trifluoromethyl)trimethylsilane, 96%(81290-20-2)
  • 敏感性:Moisture Sensitive
  • 蒸气压:10.98 psi ( 55 °C)
  • Alfa Aesar:(三氟甲基)三甲基硅烷,98% (Trifluoromethyl)trimethylsilane, 98%(81290-20-2)
  • MOL 文件:81290-20-2.mol
  • 用途一:三氟甲基化试剂(Trifluoromethylating Reagent)
  • F:10-21
  • TSCA:No
  • 下游产品:4-氨基-2-氯三氟甲苯 --> 2-氯-4-硝基三氟甲苯 --> 4-三氟甲基烟酸 --> 2-氯-6-三氟甲基烟酸 --> 5-三氟甲基吡啶-2-羧酸 --> 5-溴-2-三氟甲基吡啶
  • TCI Shanghai:(三氟甲基)三甲硅烷[三氟甲基化试剂] (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent],>;95.0%(GC)(81290-20-2)
  • (三氟甲基)三甲基硅烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 T1570 (三氟甲基)三甲硅烷[三氟甲基化试剂] (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent] 25G 3299元 2011/04/16 T1570 (三氟甲基)三甲硅烷[三氟甲基化试剂] (Trifluoromethyl)trimethylsilane [Trifluoromethylating Reagent] 5G 930元 2010/06/21 279720250 (三氟甲基)三甲基硅烷 (Trifluoromethyl)trimethylsilane 96% 25 ML 5126元

系列性分类


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