Hexamethyldisilane

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Hexamethyldisilane
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UN number 1993
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Template:Longitem Si2C6H18
Molar mass 146.39 g mol−1
Appearance Colourless liquid
Density 0.715 g/cm3
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Template:Longitem 255.89 J K−1 mol−1 (at 22.52 °C)
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Template:Longitem Tetramethylsilane

Triethylsilane

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Hexamethyldisilane (TMS2) is the organosilicon compound with the formula Si2(CH3)6, abbreviated Si2Me6. It is a colourless liquid, soluble in organic solvents.[1]

Synthesis and reactions

Hexamethyldisilane can be produced by Wurtz-like coupling of trimethylsilyl chloride in the presence of a reducing agent such as potassium graphite:

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With an excess of the reductant, the alkali metal silyl derivative is produced:[2]

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The Si-Si bond in hexamethyldisilane is cleaved by strong nucleophiles and electrophiles. Alkyl lithium compounds react as follows:

Si2Me6 + RLi → RSiMe3 + LiSiMe3

Iodine gives trimethylsilyl iodide.[3]

Me3Si−SiMe3 + I2 → 2 SiMe3I

References

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  1. Tamejiro Hiyama, Manabu Kuroboshi, "Hexamethyldisilane" Encyclopedia of Reagents for Organic Synthesis, 2001 John Wiley & Sons. Script error: No such module "CS1 identifiers".
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