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Merck
CN

736856

Sigma-Aldrich

三(三乙基硅基)硅烷

别名:

1,1,1,3,3,3-Hexaethyl-2-(triethylsilyl)trisilane, 3,4,5-Trisilaheptane, 3,3,5,5-tetraethyl-4-(triethylsilyl)

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About This Item

经验公式(希尔记法):
C18H46Si4
CAS号:
分子量:
374.90
MDL编号:
UNSPSC代码:
12352001
PubChem化学物质编号:
NACRES:
NA.22

表单

liquid

质量水平

反应适用性

reagent type: reductant

折射率

n20/D 1.526

密度

0.887 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

CC[Si](CC)(CC)[SiH]([Si](CC)(CC)CC)[Si](CC)(CC)CC

InChI

1S/C18H46Si4/c1-10-20(11-2,12-3)19(21(13-4,14-5)15-6)22(16-7,17-8)18-9/h19H,10-18H2,1-9H3

InChI key

WNGZMQFMMHZKBG-UHFFFAOYSA-N

应用

Tris(triethylsilyl)silane can be incorporated as a directing group for various regio- and stereo-selective reactions. Hydrogen abstraction from tris(triethylsilyl)silane yields highly stable silyl radical.
Tris(triethylsilyl)silane can be used as a hydrogen atom donor reagent in chemical synthesis due to its weak Si-H bond. Hydrogen abstraction from tris(triethylsilyl)silane yields a highly stable silyl radical.
It can be used as a reagent:
  • In the radical coupling reaction to generate C-C bonds from alkyl-halogen compounds using iridium and nickel catalysts.
  • To synthesize α-arylated product via cross-electrophile coupling reaction between α-chloro carbonyl and aryl bromide in the presence of nickel and iridium catalysts.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Synthesis of ?-Hydroxy-?-haloesters through Super Silyl Ester Directed Syn-Selective Aldol Reaction.
Oda S and Yamamoto H
Organic Letters, 15(23), 6030-6033 (2013)
Generation of Organolithium Compounds bearing Super Silyl Ester and their Application to Matteson Rearrangement.
Oda S and Yamamoto H
Angewandte Chemie (International Edition in English), 125(31), 8323-8326 (2013)
Selective Michael Reaction Controlled by Supersilyl Protecting Group.
Izumiseki A and Yamamoto H
Angewandte Chemie (International Edition in English), 127(30), 8821-8823 (2015)
Tiffany Q Chen et al.
Angewandte Chemie (International ed. in English), 58(41), 14584-14588 (2019-08-15)
Here, we demonstrate that a metallaphotoredox-catalyzed cross-electrophile coupling mechanism provides a unified method for the α-arylation of diverse activated alkyl chlorides, including α-chloroketones, α-chloroesters, α-chloroamides, α-chlorocarboxylic acids, and benzylic chlorides. This strategy, which is effective for a wide variety of
Jonathan D Bell et al.
Chemical Society reviews, 50(17), 9540-9685 (2021-07-27)
Photoredox chemistry with organic or transition metal agents has been reviewed in earlier years, but such is the pace of progress that we will overlap very little with earlier comprehensive reviews. This review first presents an overview of the area

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