Amine-aldehyde condensation reaction of tetraacetylhexaazaisowurtzitane

Cheng Hui Sun; Xin Qi Zhao

Amine-aldehyde condensation reaction of tetraacetylhexaazaisowurtzitane

Cheng Hui Sun^*
, Xin Qi Zhao

^*Corresponding author for this work

School of Material Science and Engineering

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

Tetraacetylhexaazaisowurtzitane (TAIW), the precursor to CL-20, was condensed with formaldehyde, acetaldehyde or chloroacetaldehyde, and three new isowurtzitane derivatives, 3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo-[5.5.3.0^2,6. 0^4,100^8,12] pentadecane, 13, 15-dimethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.0^2,6. 0^4-100^8,12] pentadecane and 13, 15-dichloromethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.0^2,6. 0^4,100^8,12] pentadecane, were synthesized and structurally characterized by elemental analysis, IR, ¹H NMR, ¹³C NMR and MS. The results show that characteristics of the proton spectra of this new type caged compound are two signals at δ=6.2 and 5.4 in a 2:1 ratio. The three new compounds may be used as potential precursors of new energetic materials.

Original language	English
Pages (from-to)	669-671+675
Journal	Hanneng Cailiao/Chinese Journal of Energetic Materials
Volume	16
Issue number	6
Publication status	Published - Dec 2008

Keywords

Amine-aldehyde condensation
Characterization
Organic chemistry
Tetraacetylhexaazaisowurtzitane

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@article{740b293ab62843d6842fec23901317db,

title = "Amine-aldehyde condensation reaction of tetraacetylhexaazaisowurtzitane",

abstract = "Tetraacetylhexaazaisowurtzitane (TAIW), the precursor to CL-20, was condensed with formaldehyde, acetaldehyde or chloroacetaldehyde, and three new isowurtzitane derivatives, 3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo-[5.5.3.02,6. 04,1008,12] pentadecane, 13, 15-dimethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.02,6. 04-1008,12] pentadecane and 13, 15-dichloromethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.02,6. 04,1008,12] pentadecane, were synthesized and structurally characterized by elemental analysis, IR, 1H NMR, 13C NMR and MS. The results show that characteristics of the proton spectra of this new type caged compound are two signals at δ=6.2 and 5.4 in a 2:1 ratio. The three new compounds may be used as potential precursors of new energetic materials.",

keywords = "Amine-aldehyde condensation, Characterization, Organic chemistry, Tetraacetylhexaazaisowurtzitane",

author = "Sun, \{Cheng Hui\} and Zhao, \{Xin Qi\}",

year = "2008",

month = dec,

language = "English",

volume = "16",

pages = "669--671+675",

journal = "Hanneng Cailiao/Chinese Journal of Energetic Materials",

issn = "1006-9941",

publisher = "Institute of Chemical Materials, China Academy of Engineering Physics",

number = "6",

}

TY - JOUR

T1 - Amine-aldehyde condensation reaction of tetraacetylhexaazaisowurtzitane

AU - Sun, Cheng Hui

AU - Zhao, Xin Qi

PY - 2008/12

Y1 - 2008/12

N2 - Tetraacetylhexaazaisowurtzitane (TAIW), the precursor to CL-20, was condensed with formaldehyde, acetaldehyde or chloroacetaldehyde, and three new isowurtzitane derivatives, 3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo-[5.5.3.02,6. 04,1008,12] pentadecane, 13, 15-dimethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.02,6. 04-1008,12] pentadecane and 13, 15-dichloromethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.02,6. 04,1008,12] pentadecane, were synthesized and structurally characterized by elemental analysis, IR, 1H NMR, 13C NMR and MS. The results show that characteristics of the proton spectra of this new type caged compound are two signals at δ=6.2 and 5.4 in a 2:1 ratio. The three new compounds may be used as potential precursors of new energetic materials.

AB - Tetraacetylhexaazaisowurtzitane (TAIW), the precursor to CL-20, was condensed with formaldehyde, acetaldehyde or chloroacetaldehyde, and three new isowurtzitane derivatives, 3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo-[5.5.3.02,6. 04,1008,12] pentadecane, 13, 15-dimethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.02,6. 04-1008,12] pentadecane and 13, 15-dichloromethyl-3, 5, 9, 11-tetraacetyl-14-oxo-1, 3, 5, 7, 9, 11-hexaazapentaacyclo [5.5.3.02,6. 04,1008,12] pentadecane, were synthesized and structurally characterized by elemental analysis, IR, 1H NMR, 13C NMR and MS. The results show that characteristics of the proton spectra of this new type caged compound are two signals at δ=6.2 and 5.4 in a 2:1 ratio. The three new compounds may be used as potential precursors of new energetic materials.

KW - Amine-aldehyde condensation

KW - Characterization

KW - Organic chemistry

KW - Tetraacetylhexaazaisowurtzitane

UR - https://www.scopus.com/pages/publications/60149104276

M3 - Article

AN - SCOPUS:60149104276

SN - 1006-9941

VL - 16

SP - 669-671+675

JO - Hanneng Cailiao/Chinese Journal of Energetic Materials

JF - Hanneng Cailiao/Chinese Journal of Energetic Materials

IS - 6

ER -

Amine-aldehyde condensation reaction of tetraacetylhexaazaisowurtzitane

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