JOURNAL ARTICLE

The Sila-Explosives Si(CH<sub>2</sub>N<sub>3</sub>)<sub>4</sub> and Si(CH<sub>2</sub>ONO<sub>2</sub>)<sub>4</sub>:  Silicon\nAnalogues of the Common Explosives Pentaerythrityl\nTetraazide, C(CH<sub>2</sub>N<sub>3</sub>)<sub>4</sub>, and Pentaerythritol Tetranitrate,\nC(CH<sub>2</sub>ONO<sub>2</sub>)<sub>4</sub>

Abstract

The reaction of tetrakis(chloromethyl)silane, Si(CH<sub>2</sub>Cl)<sub>4</sub>, with sodium azide afforded tetrakis(azidomethyl)silane (sila-pentaerythrityl tetraazide, Si(CH<sub>2</sub>N<sub>3</sub>)<sub>4</sub> (<b>1b</b>)). Nitration of tetrakis(hydroxymethyl)silane, Si(CH<sub>2</sub>OH)<sub>4</sub>, with nitric acid resulted in the formation of tetrakis(nitratomethyl)silane (sila-pentaerythritol\ntetranitrate, Si(CH<sub>2</sub>ONO<sub>2</sub>)<sub>4</sub> (<b>2b</b>)). Compounds <b>1b</b> and <b>2b</b> are extremely shock-sensitive materials and very\ndifficult to handle. Spectroscopic data were obtained as good as sensitivity and safety allowed for\numambiguous identification. Quantum chemical calculations (DFT) of the C/Si pairs C(CH<sub>2</sub>OH)<sub>4</sub>/Si(CH<sub>2</sub>OH)<sub>4</sub>, <b>1a</b>/<b>1b</b>, and <b>2a</b>/<b>2b</b> regarding the structures and electronic populations were performed.

Keywords:
Pentaerythritol tetranitrate Nitric acid Nitration Explosive material Pentaerythritol Sodium azide Energetic material Sensitivity (control systems)

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Topics

Energetic Materials and Combustion
Physical Sciences →  Engineering →  Mechanics of Materials
Synthesis and characterization of novel inorganic/organometallic compounds
Physical Sciences →  Chemistry →  Inorganic Chemistry
Fullerene Chemistry and Applications
Physical Sciences →  Chemistry →  Organic Chemistry

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