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Merck
모든 사진(1)

주요 문서

900258

Sigma-Aldrich

Isopropoxy(phenyl)silane

동의어(들):

RubenSilane

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About This Item

실험식(Hill 표기법):
C9H14OSi
CAS Number:
Molecular Weight:
166.29
MDL number:
UNSPSC 코드:
12352005
NACRES:
NA.22

양식

liquid

Quality Level

반응 적합성

reagent type: reductant
reaction type: Reductions

refractive index

n/D 1.4799

density

0.926 g/mL

저장 온도

2-8°C

SMILES string

[SiH2](OC(C)C)c1ccccc1

InChI

1S/C9H14OSi/c1-8(2)10-11-9-6-4-3-5-7-9/h3-8H,11H2,1-2H3

InChI key

XYMAHMLQCLMTDN-UHFFFAOYSA-N

일반 설명

Isopropoxy(phenyl)silane is used as a stoichiometric reductant that allows for a significant decrease in catalyst loading, lower reaction temperatures, a wide range of functional group tolerance, and more diverse solvents in metal-catalyzed Mukaiyama hydrofunctionalizations.

애플리케이션

Isopropoxy(phenyl)silane can be used as a hydride source for alkene hydrofunctionalization reactions in the presence of metal catalysts, particularly under aprotic, nonalcoholic conditions. This reagent is considered as one of the most efficient stoichiometric reductants than phenylsilane because of its ability to exclude alcohol solvent from a series of catalytic reactions. When utilized, it allows the researcher to significantly decrease catalyst loadings, lower reaction temperatures, and employ more diverse solvents in iron- and manganese-catalyzed Mukaiyama hydrofunctionalizations.
It can be used as a reagent in:
  • The hydrogenation of olefins
  • Branch-selective olefin cross-coupling reactions
  • Markovnikov alkene hydration/amination reactions

Storage Class Code

10 - Combustible liquids

WGK

WGK 3


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문서 라이브러리 방문

Carla Obradors et al.
Journal of the American Chemical Society, 138(14), 4962-4971 (2016-03-18)
We report the discovery of an outstanding reductant for metal-catalyzed radical hydrofunctionalization reactions. Observations of unexpected silane solvolysis distributions in the HAT-initiated hydrogenation of alkenes reveal that phenylsilane is not the kinetically preferred reductant in many of these transformations. Instead
Isopropoxy (phenyl) silane
Demoret RM and Shenvi RA
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)

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