| Identification | Back Directory | [Name]
Silane, tetramethyl-, zinc complex | [CAS]
41924-26-9 | [Synonyms]
Bis[(trimethylsilyl)methyl]zinc
Silane, tetramethyl-, zinc complex | [Molecular Formula]
C8H22Si2Zn | [MOL File]
41924-26-9.mol | [Molecular Weight]
239.81 |
| Hazard Information | Back Directory | [Physical properties]
colorless liquid; mp ?80°C; bp 44°C/1.5 Torr;
d 1.08 g cm?3. | [Uses]
Bis[(trimethylsilyl)methyl]zinc is a useful organometallic reagent for organic synthesis.
Bis[(trimethylsilyl)methyl]zinc has proven to be a useful nucleophile
in transition metal-catalyzed cross-coupling reactions with,
for example, alkenyl sulfoximines (eq 1).![Reactions of Bis[(trimethylsilyl)methyl]zinc](https://www.chemicalbook.com/NewsImg/2021-08-31/20210831800008881457489994.jpg "Reactions of Bis[(trimethylsilyl)methyl]zinc") | [Preparation]
several methods for the preparation of
bis[(trimethylsilyl)methyl]zinc have been reported.Addition
of powdered anhydrous zinc(II) chloride to a solution of
[(trimethylsilyl)methyl]magnesium chloride in diethyl ether at
0°C and subsequent stirring for 4 days at room temperature
affords the title compound in 90% yield after fractional distillation.
A second route consists of the reaction of (iodomethyl)trimethylsilane
with zinc/copper couple(prepared by reduction
of CuO with dihydrogen in the presence of zinc dust) at
reflux for 3 h and affords the title compound in 56% yield.
Bis[(trimethylsilyl)methyl]zinc can also be prepared quantitatively
by reacting bis[(trimethylsilyl)methyl]mercury with an
excess of zinc at ambient conditions. |
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