SEPARACIÓN ENTRE PIEZAS Y LA SEPARACIÓN ENTRE PIEZAS Y

N,N'-Bis-(tris-(nitroxymethyl)-methyl)-oxamide (BTHMMoxamide). 7 mL (51.7 mmol) Ethyloxalate was added to a solution of 10 g (82.6 mmol) tris(hydroxy- methyl)aminomethane (THMAM / TRIS) in 150 mL ethanole. As catalyst 0.4 mL of conc. hydrochloric acid was added and the reaction mixture was refluxed for two hours. At the boiling point the solution becomes clear and immediately a precipitate was formed. The yield is 8.92 g (30.1 mmol, 58.4%).

Properties: M = 296.23 g mol−1_{. NMR:} 1_{H NMR (400 MHz, DMSO-d6, ppm): 4.94 (s}

,12H, CH2), 9.21 (s,2H, NH2). 13C- NMR (100 MHz, DMSO-d6, ppm): 159.8 (CO), 69.7 (CH2), 56.0 (C). IR (KBr)(ν cm−1):3413(s), 3339(s), 3262(br), 2956(s), 2091(w), 1668(s), 1516(s), 1120(s), 687(s), 530(s).

References

N,N'-Bis-(tris-(nitroxymethyl)-methyl)-oxamide (BTNMMoxamide). To ice-cooled HNO3 (98%, 3 mL) 200 mg (0.68 mmol) N,N'-bis-(tris-(hydroxymethyl)-methyl)- oxamide were added under stirring followed by 2 mL acetic anhydride which were added carefully drop-wise. After leaving the reaction mixture stirring for three hours, the mixture was poured on ice. The precipitate formed was filtered off and washed with 200 mL water, whereby 363 mg (0.64 mmol) pure N,N'-bis-(tris-(nitratomethyl)- methyl)-oxamide was obtained in 94% yield.

Properties: DSC (2°C / min): mp.155 °C; Tdec. 161°C; Hm +19.9 kJ mol−1; Hdec −1200 kJ mol−1_{. NMR} 1_{H NMR (d}6_{-DMSO, 400 MHz, ppm): δ 4.94 (s, 12H, CH2), 9.21 (s,2H,} NH2); 13C NMR (d6-DMSO, ppm): δ 159.8 (CO), 69.7 (CH2), 56.0 (C); 14N NMR: -42 (ONO2). IR (KBr- = cm−1): 751(m), 846(m), 871(m)(O-N), 1008(m), 1033(s)(C- O), 1284(m), 1509(m), 1634(s) (N-O2),1658(s)(C=O), 2922 (w)(C-H), 3338 (m,br)(N- H). Raman (1085 nm, 100 = cm−1_{): 3318(15), 3031 (25), 2974(58), 1638(23),} 1552(18), 1464(33), 1419(34), 1391(18), 1289(100), 1264(37), 1159(17), 1032(23), 880(91), 842(34), 627(64), 608(32), 560(21), 265(38). Elemental analysis (calc. % / found %): N 19.8 / 19.1, C 21.2 / 21.8, H 2.49 / 2.36.

Sensitivity data:

Calc Lead Block value 146 (TNT=100)[8]

Calc Ballistic Mortar Block value 133 (TNT=100)[8]

Impact sensitivity: > 30 J (powder) , 2 J (crystal)

Friction sensitivity: >360 N (powder) , >360 N (crystal) RADEX: stable at 117°C / 24h

5

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Institüt für Anorganische Chemie der Universität, Tammanstrasse 4, D-3400 Gottingen, Germany

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