Chemistry:Tetraethylsilane

From HandWiki

Tetraethylsilane is an organosilicon compound with the chemical formula Si(CH
2
CH
3
)
4
. It is a colorless liquid. Under standard coditions, it does not react with water, air, nitric acid or concentrated potassium hydroxide.[1] Its vapor density is 4.98, relative to air (air = 1).[2]

Synthesis

The synthesis of tetraethylsilane by reacting silicon tetrachloride with diethylmercury or diethylzinc in an ampoule at 140–160 °C (284–320 °F) was first reported in 1863 by Charles Friedel and James Mason Crafts.[1][3]

SiCl
4
+ 2 Zn(CH
2
CH
3
)
2
→ Si(CH
2
CH
3
)
4
+ 2 ZnCl
2

Uses

Tetraethylsilane reacts with halides of the boron group elements, such as boron tribromide or gallium trichloride with high yield and purity to form the corresponding dihaloethyl compound.[4]

Si(CH
2
CH
3
)
4
+ BBr
3
→ (CH
3
CH
2
)
3
SiBr + CH
3
CH
2
BBr
2
Si(CH
2
CH
3
)
4
+ GaCl
3
→ (CH
3
CH
2
)
3
SiCl + CH
3
CH
2
GaCl
2

References

  1. 1.0 1.1 Friedel, C.; Crafts, J. M. (January 1863). "Ueber einige neue organische Verbindungen des Siliciums und das Atomgewicht dieses Elementes" (in en). Justus Liebigs Annalen der Chemie 127 (1): 28–32. doi:10.1002/jlac.18631270103. ISSN 0075-4617. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/jlac.18631270103. 
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  3. Soukup, Rudolf Werner (2020) (in de). Chemiegeschichtliche Daten organischer Substanzen. 
  4. Schmidbaur, H.; Findeiss, W. (October 1964). "A Simple Route to Organogallium Compounds" (in en). Angewandte Chemie International Edition in English 3 (10): 696–696. doi:10.1002/anie.196406961. ISSN 0570-0833. https://onlinelibrary.wiley.com/doi/10.1002/anie.196406961.