Synthesis of two new cage molecules containing trinitromethyl group
Two new cage compounds, 4-trinitroethyl-10-nitro-2,6,8,12-tetraacetylhexaazaisowurtzitane ( 3) and 4-trinitroethyl-2,6,8,10,12-pentanitrohexaazaisowurtzitane ( 4), containing trinitromethyl group were synthesized by a novel method, and their structures were confirmed by IR, 1H NMR, MS and single cry...
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Published in | Chinese chemical letters Vol. 21; no. 5; pp. 572 - 575 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier B.V
01.05.2010
School of Material Science & Engineering, Beijing Institute of Technology, Beijing 100081, China |
Subjects | |
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Abstract | Two new cage compounds, 4-trinitroethyl-10-nitro-2,6,8,12-tetraacetylhexaazaisowurtzitane (
3) and 4-trinitroethyl-2,6,8,10,12-pentanitrohexaazaisowurtzitane (
4), containing trinitromethyl group were synthesized by a novel method, and their structures were confirmed by IR,
1H NMR, MS and single crystal X-ray. DSC result shows that compound
4 has surprising thermal stability and could be a potential energetic compound. |
---|---|
AbstractList | O6; Two new cage compounds,4-trinitroethyl-10-nitro-2,6,8,12-tetraacetylhexaazaisowurtzitane (3) and 4-trinitroethyl-2,6,8,10,12-pentanitrohexaazaisowurtzitane (4), containing trinitromethyl group were synthesized by a novel method, and their structures were confirmed by IR, 1H NMR, MS and single crystal X-ray. DSC result shows that compound 4 has surprising thermal stability and could be a potential energetic compound. Two new cage compounds, 4-trinitroethyl-10-nitro-2,6,8,12-tetraacetylhexaazaisowurtzitane ( 3) and 4-trinitroethyl-2,6,8,10,12-pentanitrohexaazaisowurtzitane ( 4), containing trinitromethyl group were synthesized by a novel method, and their structures were confirmed by IR, 1H NMR, MS and single crystal X-ray. DSC result shows that compound 4 has surprising thermal stability and could be a potential energetic compound. |
Author | Sun, Cheng Hui Pang, Si Ping Zhao, Xin Qi Li, Yu Chuan |
AuthorAffiliation | School of Material Science & Engineering, Beijing Institute of Technology, Beijing 100081, China |
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Cites_doi | 10.1080/00397910500214425 10.1002/prep.200400064 10.1002/prep.200700004 10.1080/00397910701820459 10.1007/s10870-005-9012-1 10.1002/prep.200400062 10.1016/S0040-4020(98)00711-X 10.1021/ja970552q 10.1002/(SICI)1521-3773(20000117)39:2<401::AID-ANIE401>3.0.CO;2-P 10.3987/COM-89-5192 10.1021/ja00075a039 |
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References | C. Then compound At room temperature 10 6.96–6.99 (t, 2H on C4 and C6), 8.026–8.080 (m, 4H on C1, C2, C3 and C5). ESI–MS(Pos. Segment) Duddu, Dave, Damavarapu (bib2) 2008; 38 14.309(5) mm; triclinic 2CH K. Crystallographic data for compound C, the reaction temperature was elevated to 80 ) Langlet, Latypov, Wellmar (bib7) 2004; 29 + . 101.707(4) 1 2 4 mmol) in the mixture of 98% nitric acid (6 ; 543 (M–1, 6), 500(M–Ac–1, 3), 410 (M–2NO = Sun, Zhao (bib8) 2006; 36 93(2) g, 2.5 C. After 2 H MoKa radiation cell parameters from 4418 reflections mL) and 25% Oleum(3 Ac–1, 10), 394 (M–C(NO N 1299.5(7) O 90.096(2) Eaton, Xiong, Gilardi, Lukin, Li, Eaton, Zhang, Eaton, Gilardi (bib5) 1993; 115 g (52.6%) was obtained, which was recrystallized from 67% nitric acid. The data of compound 5.326 (s, 2H, CH 12.4121(15) or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336 033; or e-mail Vayalakkavoor, Vedachalam, Boyer (bib6) 1990; 31 ] 6.049–6.090 (d, 2H on C4 and C6), 6.808–6.739 (t, 2H on C1 and C2), 7.235 (s, 2H on C3 and C5); FD–MS g, 2.96 CH mm; monoclinic cm molecular weight, 660.58; crystal dimensions, 0.50 2.13–2.31 (m, 12H, 4CH m 0.159 molecular weight, 672.44; crystal dimensions, 0.37 94.427(3) mL) at 0 5.58 (s, 2H, CH 3.05–27.51 MHz, CD 510.2[M–NO have been deposited in the Cambridge Crystallographic Data Centre with the deposition numbers of CCDC 754913 and CCDC 754912. Copies of these data can be obtained free of charge via 3.06–27.50 99.918(6) 100). The data of compound empirical formula, C16H20N10O12·2CH Nielsen, Chafin, Christian, Duddu, Dave, Damavarapu, Bellamy, MacCuish, Golding, Propellants (bib1) 1998; 54 3031, 1697, 1655, 1598, 1307 Sun, Zhao (bib4) 2009; 17 556.6[M empirical formula, C mmol) was added into this mixture slowly. The reaction temperature was elevated to 50 mm ESI–MS(Neg. Segment) H NMR (400 1.718 0.18 1.1 mL 98% nitric acid keeping the temperature below 30 Mg mL acetic anhydride was dropped in 10 Wu, Ou, Liu (bib3) 2004; 29 3041, 3026, 1605, 1570.4, 1304, 1265 NO K. Crystal data of compound Å 11.839(4) h .Then the reaction mixture was filtered and compound FTIR IR (KBr 0.126 COCH COCD MoKa radiation cell parameters from 8194 reflections 0.27 and × 1.495 h the mixture was poured into ice-water. Compound g (68.3%) was obtained as white power and purified by recrystallization in acetone. After dissolving compound C and kept for 2 FTIR (KBr 14.4991(17) Crystal data of compound 1.12 346[M–C(NO 0.40 16.309(2) 0.6 8.008(3) 2935.0(6) Nielsen (10.1016/j.cclet.2009.12.001_bib1_1) 1998; 54 Eaton (10.1016/j.cclet.2009.12.001_bib5_1) 1993; 115 Duddu (10.1016/j.cclet.2009.12.001_bib2) 2008; 38 Sun (10.1016/j.cclet.2009.12.001_bib8) 2006; 36 Wu (10.1016/j.cclet.2009.12.001_bib3) 2004; 29 10.1016/j.cclet.2009.12.001_bib10 10.1016/j.cclet.2009.12.001_bib9 Zhang (10.1016/j.cclet.2009.12.001_bib5_3) 2000; 39 Bellamy (10.1016/j.cclet.2009.12.001_bib1_3) 2007; 32 Langlet (10.1016/j.cclet.2009.12.001_bib7) 2004; 29 Sun (10.1016/j.cclet.2009.12.001_bib4) 2009; 17 Lukin (10.1016/j.cclet.2009.12.001_bib5_2) 1997; 119 Duddu (10.1016/j.cclet.2009.12.001_bib1_2) 2005; 35 Vayalakkavoor (10.1016/j.cclet.2009.12.001_bib6) 1990; 31 |
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Snippet | Two new cage compounds, 4-trinitroethyl-10-nitro-2,6,8,12-tetraacetylhexaazaisowurtzitane (
3) and 4-trinitroethyl-2,6,8,10,12-pentanitrohexaazaisowurtzitane (... O6; Two new cage compounds,4-trinitroethyl-10-nitro-2,6,8,12-tetraacetylhexaazaisowurtzitane (3) and 4-trinitroethyl-2,6,8,10,12-pentanitrohexaazaisowurtzitane... |
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SubjectTerms | Cage compound Synthesis Trinitromethyl group X-ray crystal structure |
Title | Synthesis of two new cage molecules containing trinitromethyl group |
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