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Synthesis of 3,3-bis(difluoramino)octahydro-1,5,7,7-tetranitro-1,5-diazocine (TNFX), a diversified energetic heterocycle

✍ Scribed by Theodore Axenrod; Xiao-Pei Guan; Jianguang Sun; Lida Qi; Robert D Chapman; Richard D Gilardi

Book ID
104230334
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
92 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

The syntheses of new 3,3-dinitro derivatives of the 1,5-diazocine ring system are described. Highly deactivated precursor ketones hexahydro-7,7-dinitro-1,5-bis(2-and 4-nitrobenzenesulfonyl)-1,5-diazocin-3(2H)-ones ( 18) have been difluoraminated to the corresponding gem-bis(difluoramino)diazocines (19). The 1,5-bis(4-nitrobenzenesulfonyl)diazocine derivative undergoes Nnitrolysis with the protonitronium reagent formed in the nitric acid-trifluoromethanesulfonic acid-antimony pentafluoride system to produce 3,3-bis(difluoramino)octahydro-1,5,7,7-tetranitro-1,5-diazocine 2 (TNFX), containing nitramine, gem-dinitro, and gem-bis(difluoramino) structural components.

📜 SIMILAR VOLUMES

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Organic cyclic difluoramino-nitramines: infrared and Raman spectroscopy of 3,3,7,7-tetrakis(difluoramino)octahydro 1,5-dinitro-1,5-diazocine (HNFX)
✍ Philippe F. Weck; Cédric Gobin; Eunja Kim; Michael G. Pravica 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 416 KB

## Abstract We present the first vibrational structure investigation of 3,3,7,7‐tetrakis(difluoramino)octahydro‐1,5‐dinitro‐ 1,5‐diazocine (HNFX)—and, more generally, of a member of the new class of __gem__‐bis(difluoramino)‐substituted heterocyclic nitramine energetic materials—using combined theo

Synthesis of 14C-labeled octahydro-1,3,5
Synthesis of 14C-labeled octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX)
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The \({ }^{14} \mathrm{C}\)-uniformly labeled (UL) explosive, octahydro-1,3,5,7-tetranitro-1,3,5,7tetrazocine (HMX) was synthesized in \(40 \%\) yield by nitrolysis of \({ }^{14} \mathrm{C}\)-labeled hexamethylenetetramine (hexamine) in the presence of boron trifluoride diethyl etherate as catalyst.

A convenient synthesis of nitrogen-15 an
A convenient synthesis of nitrogen-15 and deuterium labelled octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX)
✍ M. D. Coburn; D. G. Ott 📂 Article 📅 1981 🏛 John Wiley and Sons 🌐 French ⚖ 189 KB 👁 1 views

## Abstract The preparation of pure octahydro‐1,3,5,7‐tetranitro‐1,3,5,7‐tetrazocine (HMX) labelled with nitrogen‐15 and deuterium was accomplished by sequential nitrolysis of appropriately labelled octahydro‐1,5‐diacetyl‐3,7‐endomethylene‐1,3,5,7‐tetrazocine. The latter compounds were obtained fro