phenylsilane
Sign in to savePhenylsilane, also known as silylbenzene, a colorless liquid, is one of the simplest organosilanes with the formula C6H5SiH3. It is structurally related to toluene, with a silyl group replacing the methyl group. Both of these compounds have similar densities and boiling points due to these similarities. Phenylsilane is soluble in organic solvents.
Wikidata facts
- Mass
- 108.039527
Show 4 more facts
- chemical formula
- C₆H₈Si
- Commons category
- Phenylsilane
- canonical SMILES
- C1=CC=C(C=C1)[SiH3]
- density
- 0.878
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3 sectionsContents
- Synthesis and reactions
- Uses
- References
Phenylsilane, also known as silylbenzene, a colorless liquid, is one of the simplest organosilanes with the formula C6H5SiH3. It is structurally related to toluene, with a silyl group replacing the methyl group. Both of these compounds have similar densities and boiling points due to these similarities. Phenylsilane is soluble in organic solvents.
==Synthesis and reactions== Phenylsilane is produced in two steps from Si(OEt)4. In the first step, phenylmagnesium bromide is added to form Ph−Si(OEt)3 via a Grignard reaction. Reduction of the resulting Ph−Si(OEt)3 product with LiAlH4 affords phenylsilane. Ph−MgBr + Si(OEt)4 → Ph−Si(OEt)3 + MgBr(OEt) 4 Ph−Si(OEt)3 + 3 LiAlH4 → 4 Ph−SiH3 + 3 LiAl(OEt)4