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Merck

488712

Sigma-Aldrich

(三氟甲基)三甲基硅烷

99%

别名:

(Trifluoromethyl)trimethylsilane, Ruppert 试剂, TFMTMS

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About This Item

线性分子式:
(CH3)3SiCF3
CAS号:
分子量:
142.19
Beilstein:
4241868
MDL號碼:
分類程式碼代碼:
12352101
PubChem物質ID:
NACRES:
NA.22

化驗

99%

反應適用性

reaction type: C-C Bond Formation

bp

54-55 °C (lit.)

密度

0.962 g/mL at 20 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

C[Si](C)(C)C(F)(F)F

InChI

1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3

InChI 密鑰

MWKJTNBSKNUMFN-UHFFFAOYSA-N

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相关类别

應用

三甲基(三氟甲基)硅烷可以在以下过程中用作三氟甲基化剂:
  • N-(-丁基亚磺酰基)-亚胺转化为三氟甲基化胺
  • 反式-烯酮转化为反式-α-三氟甲基甲硅烷基醚
  • 偶氮甲亚胺的三氟甲基化
  • H-膦酸酯转化为CF3-膦酸酯
  • 三氟甲基通过亲核加成转化成醛和酮。

象形圖

Flame

訊號詞

Danger

危險聲明

危險分類

Flam. Liq. 2 - Water-react 2

儲存類別代碼

4.3 - Hazardous materials which set free flammable gases upon contact with water

水污染物質分類(WGK)

WGK 3

閃點(°F)

1.4 °F - closed cup

閃點(°C)

-17 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves


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Craig P Johnston et al.
Journal of the American Chemical Society, 140(35), 11112-11124 (2018-08-07)
The mechanism of CF3 transfer from R3SiCF3 (R = Me, Et, iPr) to ketones and aldehydes, initiated by M+X- (<0.004 to 10 mol %), has been investigated by analysis of kinetics (variable-ratio stopped-flow NMR and IR), 13C/2H KIEs, LFER, addition
Copper-catalyzed aerobic oxidative trifluoromethylation of H-phosphonates using trimethyl (trifluoromethyl) silane
Chu L, et al.
Synthesis, 44(10), 1521-1525 (2012)
CsF-catalyzed nucleophilic trifluoromethylation of trans-enones with trimethyl (trifluoromethyl) silane: A facile synthesis of trans-?-trifluoromethyl allylic alcohols.
Singh R P, et al.
Organic Letters, 1(7), 1047-1049 (1999)
Peter T Kaplan et al.
Beilstein journal of organic chemistry, 13, 2297-2303 (2017-11-29)
A number of copper reagents were compared for their effectiveness in trifluoromethylating 4-iodobiphenyl, 4-iodotoluene, and 2-iodotoluene. Yields over time were plotted in order to refine our understanding of each reagent performance, identify any bottlenecks, and provide more insight into the
Catalytic enantioselective trifluoromethylation of azomethine imines with trimethyl (trifluoromethyl) silane
Kawai H, et al.
Angewandte Chemie (International Edition in English), 121(34), 6442-6445 (2009)

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