Trimethylsilyl iodide

Iodotrimethylsilane

Orange to brownish liquid with a pungent odor

Liquid

1.47 g · cm -3

107 ° C.

Decomposition with water

1,471

Risk

Template: Infobox chemical / molecular formula search available

Trimethylsilyl is a chemical compound. It consists of a central silicon atom is tetrahedrally surrounded by almost three methyl groups and an iodo substituent.

Production

Trimethylsilyl iodide can be obtained in a Finkelstein reaction similar to the reaction of trimethylsilyl chloride with sodium iodide or magnesium iodide.

A further possibility consists in the cleavage of hexamethyldisilane or hexamethyldisiloxane by iodine.

Properties

Trimethylsilyl iodide is an orange to brownish liquid which boils at 107 ° C.

Use

Trimethylsilyl iodide can be used for the synthesis of Eschenmoser salt. To this end, it is reacted with tetra-n- methylmethandiamin reacted.

Its Lewis acidic properties, it can also be used for opening of the oxygen-containing heterocycles. An example of this is the opening of epoxides.