Exact Procedure Not Provided By Authors

Details


Summary:

The first simple cyclic silyl peroxide, namely 1,1,4,4,-tetramethyl-1,4-disila-2,3-dioxane, was prepared by classical synthetic methodology from its corresponding cyclic disilazane and the urea complex of hydrogen peroxide.

The Reaction of Interest:

Synthesis of 1,1,4,4,-tetramethyl-1,4-disila-2,3-dioxane 1.

" The reaction of the readily available cyclic disilazane, directly with NH2CONH2*H202 afforded the desired disiladioxane 1 in 68 % yield, as colorless liquid, bp 68-69/35 Torr. "

According to the described procedure, disiladioxane 1 was prepared in 30% yield.

Practical Observations:

  • The authors did not provide the exact procedure for the synthesis of 1.

Recommendations:

  • A solution of 2.4 g (15 mmol) of disilazane in dry DCM (25 mL) was cooled to 0 oC (ice bath). Urea hydrogen peroxide 2.115 g (22.4 mmol, 1.5 equiv) was added to the reaction mixture in one portion. The reaction mixture was stirred at rt for 3h and carefully evaporated under reduced pressure (~50 torr, rt). The residue was distilled to give the product in 30 % yield (65-65/30 Torr).
  • NMR spectra correspond to the literature data.
  • The compound is highly unstable (halflife ~ 24h at -20 oC). Produces a white polymer upon storage. Can potentially be stored in solution.


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