Hexamethyldisilane

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Hexamethyldisilane
Skeletal formula of hexamethyldisilane
Ball-and-stick model
Space-filling model
Identifiers
3D model (Jmol)
1633463
ChemSpider
ECHA InfoCard 100.014.465
EC Number 215-911-0
RTECS number JM9170000
UN number 1993
Properties
Si2C6H18
Molar mass 146.39 g mol−1
Appearance Colourless liquid
Density 0.715 g/cm3
Melting point 14 °C; 57 °F; 287 K
Boiling point 113 °C; 235 °F; 386 K
1.422
Thermochemistry
255.89 J K−1 mol−1 (at 22.52 °C)
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)The health hazard pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
H225, H319, H334, H335
P210, P261, P305+351+338, P342+311
Highly Flammable F Irritant Xi
R-phrases R11, R36/37, R43
S-phrases S16, S23, S45
Flash point 11 °C (52 °F; 284 K)
Related compounds
Related alkylsilanes
Tetramethylsilane

Triethylsilane

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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

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.[2]

Me3Si−SiMe3 + I2 → 2 SiMe3I

References[edit]

  1. ^ Tamejiro Hiyama, Manabu Kuroboshi, "Hexamethyldisilane" Encyclopedia of Reagents for Organic Synthesis, 2001 John Wiley & Sons. doi:10.1002/047084289X.rh015
  2. ^ Olah, G.; Narang, S.C. (1982). "Iodotrimethylsilane—a versatile synthetic reagent". Tetrahedron. 38 (15): 2225. doi:10.1016/0040-4020(82)87002-6.