900258

Isopropoxy(phenyl)silane

• Synonym(s): RubenSilane
• Empirical Formula (Hill Notation): C₉H₁₄OSi
• CAS Number: 910037-63-7
• Molecular Weight: 166.29
• MDL number: MFCD31707672
• UNSPSC Code: 12352005
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 100
• reaction suitability: reagent type: reductant; reaction type: Reductions
• refractive index: n/D 1.4799
• density: 0.926 g/mL
• storage temp.: 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

Description

General description

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.

Application

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.[1][2]
It can be used as a reagent in:

• The hydrogenation of olefins
• Branch-selective olefin cross-coupling reactions
• Markovnikov alkene hydration/amination reactions

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3