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1,3,5,7-Tetramethyl-1,3,5,7-tetrasilaadamantane

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1,3,5,7-Tetramethyl-1,3,5,7-tetrasilaadamantane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C10H24Si4/c1-11-5-12(2)8-13(3,6-11)10-14(4,7-11)9-12/h5-10H2,1-4H3
    Key: XMNIPURNPMVXKW-UHFFFAOYSA-N
  • C[Si]12C[Si]3(C[Si](C1)(C[Si](C2)(C3)C)C)C
Properties
C6H24Si4
Molar mass 208.598 g·mol−1
Appearance colorless solid
Melting point 244 °C (471 °F; 517 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,3,5,7-Tetramethyl-1,3,5,7-tetrasilaadamantane is the organosilicon compound with the formula (CH2)6(SiCH3)4. It is a colorless solid that is soluble in organic solvents. The compound is one of the iconic carbosilanes, featuring alternating −Si−C−Si−C− linkages.[2] Otherwise it can be described as a diamondoid cluster. It arises as one of many products from the pyrolysis of tetramethylsilane. A more efficient route involves the reaction of the cyclic carbosilane (CH2Si(CH3)2)3 (1,1,3,3,5,5-hexamethyl-1,3,5-trisilacyclohexane) with aluminium tribromide.[3]

Carbosilanes are known for several diamondoid structures.

References

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  1. ^ Fritz, G.; Haase, R.; Kummer, D. (1969). "Bildung siliciumhaltiger Verbindungen, XXVII. Carbosilane mit vier Si-Atomen". Zeitschrift für Anorganische und Allgemeine Chemie. 365 (1–2): 1–13. doi:10.1002/zaac.19693650102.
  2. ^ Fritz, Gerhard; Matern, Eberhard (1986). Carbosilanes. doi:10.1007/978-3-642-70800-8. ISBN 978-3-642-70802-2.
  3. ^ Frye, Cecil L.; Klosowski, Jerome M.; Weyenberg, Donald R. (1970). "1,3,5,7-Tetrasilaadamantanes. Facile synthesis via catalyzed ligand redistribution". Journal of the American Chemical Society. 92 (21): 6379–6380. doi:10.1021/ja00724a069.