Hexamethyldisilane

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

[2] Script error: No such module "Citation/CS1".

[3] Script error: No such module "Citation/CS1".

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Hexamethyldisilane

Synthesis and reactions

References

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