Hexamethyldisilane

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Hexamethyldisilane
Ball-and-stick model Space-filling model
Identifiers
CAS number 1450-14-2 YesY
PubChem 74057
ChemSpider 66675 YesY
EC number 215-911-0
UN number 1993
RTECS number JM9170000
Beilstein Reference 1633463
Jmol-3D images {{#if:C[Si](C)(C)[Si](C)(C)C|Image 1
Properties
Molecular formula Si2C6H18
Molar mass 146.39 g mol1
Appearance Colourless liquid
Density 0.715 g/cm3
Melting point 14 °C; 57 °F; 287 K
Boiling point 113 °C; 235 °F; 386 K
Refractive index (nD) 1.422
Thermochemistry
Standard molar
entropy
So298
255.89 J K-1 mol-1 (at 22.52 °C)
Hazards
GHS pictograms
GHS signal word DANGER
GHS hazard statements H225, H319, H334, H335
GHS precautionary statements P210, P261, P305+351+338, P342+311
EU classification F 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

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

Me3SiSiMe3 + I2 → 2 SiMe3I

References

  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. 
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