Pentaerythrityl tetraazide

The corresponding aliphatic per-azidomethyl derivative, pentaerythrityl tetraazide, C(CH2N3)4, has been well-known for several years and the crystal structure was recently reinvestigated. The synthesis of the silicon analogue, tetrakis(azidomethyl) silane, Si(CH2N3)4, was reported very recently and can be established in a similar fashion as the carbon analogue by treatment of the chloro derivative with excess sodium azide. ... 

Another series of novel compounds, deriving from the parent pentaerythrityl tetraazide containing the tris(azidomethyl)methyl moiety, were prepared for the purpose of cage based dendrimer synthesis.An important precursor molecule is tris(azidomethyl)metha-nol (Scheme 13.2). With this precursor, interesting cubane (Figure 13.3), adamantane and benzene derivatives containing this functionality were synthesized. 

Two larger derivatives of pentaerythrityl tetraazide, dipentaerythrityl hexaazide and tripentaerythrityl octaazide (Figure 13.4), both reported first in 1981, have been reexamined and studied for their purpose in dendrimer synthesis with medicinal applications and energetic properties. " ... 

Even larger derivatives as the hexaazide and octaazide, a dodecaazide and a hexatriacontaazide, have been prepared by reaction of the tosylates as well, with azide (Schemes 13.9 and 13.10). All four derivatives of pentaerythrityl tetraazide, are colorless liquids. 

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