Trimethylsilanol

Trimethylsilanol
Names
Preferred IUPAC name
Trimethylsilanol
Systematic IUPAC name
Trimethylsilanol
Other names
Trimethylhydroxysilane
Identifiers
1066-40-6 YesY
3D model (Jmol) Interactive image
ChemSpider 59498 YesY
ECHA InfoCard 100.012.650
EC Number 213-914-1
MeSH Trimethylsilanol
PubChem 66110
UNII Z4BIN3300P YesY
Properties
C3H10OSi
Molar mass 90.20 g·mol−1
Appearance Colourless liquid
Boiling point 99 °C (210 °F; 372 K)
Vapor pressure 21 mbar (20 °C) [1]
Related compounds
Related compounds
tert-Butanol

Silanol

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

Trimethylsilanol (TMS) is an organosilicon compound with the formula (CH3)3SiOH. The Si centre bears three methyl groups and one hydroxyl group. It is a colourless volatile liquid.[2][3]

Occurrence

TMS is a contaminant in the atmospheres of spacecraft, where it arises from the degradation of silicone-based materials.[4] Specifically, it is the volatile product from the hydrolysis of polydimethylsiloxane, which are generally terminated with trimethylsilyl groups:

(CH3)3SiO[Si(CH3)2O]nR + H2O → (CH3)3SiOH + HO[Si(CH3)2O]nR

TMS and related volatile siloxanes are formed by hydrolysis of silicones-based containing materials, which are found in detergents and cosmetic products.

Traces of TMS, together with other volatile siloxanes, are present in biogas and landfill gas, again resulting from the degradation of silicones. As their combustion forms particles of silicates and microcrystalline quartz, which cause abrasion of combustion engine parts, they pose problems for the use of such gases in combustion engines.[5]

References

  1. Grubb, W.T.; Osthoff, R.C.: Physical Properties of Organosilicon Compounds. II. Trimethylsilanol and Triethylsilanol in J. Am. Chem. Soc. 75 (1953) 2230–2232; doi:10.1021/ja01105a061.
  2. Paul D. Lickiss: The Synthesis and Structure of Organosilanols, Advances in Inorganic Chemistry 1995, Volume 42, Pages 147–262, doi:10.1016/S0898-8838(08)60053-7.
  3. Vadapalli Chandrasekhar, Ramamoorthy Boomishankar, Selvarajan Nagendran: Recent Developments in the Synthesis and Structure of Organosilanols, Chem. Rev. 2004, volume 104, pp 5847–5910, doi:10.1021/cr0306135.
  4. Trimethylsilanol, Harold L. Kaplan, Martin E. Coleman, John T. James: Spacecraft Maximum Allowable Concentrations for Selected Airborne Contaminants, Volume 1 (1994).
  5. http://epics.ecn.purdue.edu/bgi/Documents/Fall%25202009/Removal_of_Siloxanes_.pdf
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