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Merck

900258

Sigma-Aldrich

Isopropoxy(phenyl)silane

别名:

RubenSilane

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About This Item

经验公式(希尔记法):
C9H14OSi
分子量:
166.29
分類程式碼代碼:
12352005
NACRES:
NA.22

形狀

liquid

品質等級

反應適用性

reagent type: reductant
reaction type: Reductions

折射率

n/D 1.4799

密度

0.926 g/mL

儲存溫度

2-8°C

一般說明

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.

應用

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

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3


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分析证书(COA)

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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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