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Merck
모든 사진(1)

주요 문서

736856

Sigma-Aldrich

Tris(triethylsilyl)silane

동의어(들):

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

실험식(Hill 표기법):
C18H46Si4
CAS Number:
Molecular Weight:
374.90
MDL number:
UNSPSC 코드:
12352001
PubChem Substance ID:
NACRES:
NA.22

양식

liquid

Quality Level

반응 적합성

reagent type: reductant

refractive index

n20/D 1.526

density

0.887 g/mL at 25 °C

저장 온도

2-8°C

SMILES string

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

애플리케이션

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.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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)
Selective Michael Reaction Controlled by Supersilyl Protecting Group.
Izumiseki A and Yamamoto H
Angewandte Chemie (International Edition in English), 127(30), 8821-8823 (2015)
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)
Controlling stereochemistry in polyketide synthesis: 1, 3-vs. 1, 2-asymmetric induction in methyl ketone aldol additions to ?-super siloxy aldehydes.
Brady PB, et al.
Chemical Science, 4(8), 3223-3231 (2013)
Highly Stable Silyl Radicals (Et n Me3-n Si) 3Si?(n= 1? 3).
Kyushin S, et al.
Organometallics, 16(25), 5386-5388 (1997)

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