Nitrolysis mechanism of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane

Zhi Yong He; Jun Luo; Chun Xu Lü; Ping Wang; Rong Xu; Jin Shan Li

doi:10.3969/j.issn.1006-9941.2012.04.010

Nitrolysis mechanism of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane

Zhi Yong He, Jun Luo, Chun Xu Lü, Ping Wang, Rong Xu, Jin Shan Li

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

2 Scopus citations

Abstract

In order to provide better guidance to the preparation of HMX by nitrolysis of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane (TAT), the nitrolysis mechanism was investigated. Two byproducts 1, 5-diacetyl-3, 7-dinitro-1, 3, 5, 7-tetrazacyclooctane (DADN) and 1-acetyl-3, 5, 7-trinitro-1, 3, 5, 7-tetrazacyclooctane (SEX) were obtained by flash column chromatography and were indentified by ¹H NMR, FTIR and elementary analysis. The results reveal that TAT is nitrated in succession to form HMX, and the order of the reaction rate is k ₂>k ₁, k ₂>k ₃>k ₄.

Original language	English
Pages (from-to)	427-431
Number of pages	5
Journal	Hanneng Cailiao/Chinese Journal of Energetic Materials
Volume	20
Issue number	4
DOIs	https://doi.org/10.3969/j.issn.1006-9941.2012.04.010
State	Published - Aug 2012
Externally published	Yes

Keywords

1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane (TAT)
1, 5-diacetyl-3, 7-dinitro-1, 3, 5, 7-tetrazacyclooctane (DADN)
1-acetyl-3, 5, 7-trinitro-1, 3, 5, 7-tetrazacyclooctane (SEX)
Dinitrogen pentoxide(N O )
HMX
Nitrolysis
Orgamic chemistry

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@article{a0ed4b4cd8664b559c5272da938cba10,

title = "Nitrolysis mechanism of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane",

abstract = "In order to provide better guidance to the preparation of HMX by nitrolysis of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane (TAT), the nitrolysis mechanism was investigated. Two byproducts 1, 5-diacetyl-3, 7-dinitro-1, 3, 5, 7-tetrazacyclooctane (DADN) and 1-acetyl-3, 5, 7-trinitro-1, 3, 5, 7-tetrazacyclooctane (SEX) were obtained by flash column chromatography and were indentified by 1H NMR, FTIR and elementary analysis. The results reveal that TAT is nitrated in succession to form HMX, and the order of the reaction rate is k 2>k 1, k 2>k 3>k 4.",

keywords = "1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane (TAT), 1, 5-diacetyl-3, 7-dinitro-1, 3, 5, 7-tetrazacyclooctane (DADN), 1-acetyl-3, 5, 7-trinitro-1, 3, 5, 7-tetrazacyclooctane (SEX), Dinitrogen pentoxide(N O ), HMX, Nitrolysis, Orgamic chemistry",

author = "He, {Zhi Yong} and Jun Luo and L{\"u}, {Chun Xu} and Ping Wang and Rong Xu and Li, {Jin Shan}",

year = "2012",

month = aug,

doi = "10.3969/j.issn.1006-9941.2012.04.010",

language = "英语",

volume = "20",

pages = "427--431",

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

issn = "1006-9941",

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

number = "4",

}

TY - JOUR

T1 - Nitrolysis mechanism of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane

AU - He, Zhi Yong

AU - Luo, Jun

AU - Lü, Chun Xu

AU - Wang, Ping

AU - Xu, Rong

AU - Li, Jin Shan

PY - 2012/8

Y1 - 2012/8

N2 - In order to provide better guidance to the preparation of HMX by nitrolysis of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane (TAT), the nitrolysis mechanism was investigated. Two byproducts 1, 5-diacetyl-3, 7-dinitro-1, 3, 5, 7-tetrazacyclooctane (DADN) and 1-acetyl-3, 5, 7-trinitro-1, 3, 5, 7-tetrazacyclooctane (SEX) were obtained by flash column chromatography and were indentified by 1H NMR, FTIR and elementary analysis. The results reveal that TAT is nitrated in succession to form HMX, and the order of the reaction rate is k 2>k 1, k 2>k 3>k 4.

AB - In order to provide better guidance to the preparation of HMX by nitrolysis of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane (TAT), the nitrolysis mechanism was investigated. Two byproducts 1, 5-diacetyl-3, 7-dinitro-1, 3, 5, 7-tetrazacyclooctane (DADN) and 1-acetyl-3, 5, 7-trinitro-1, 3, 5, 7-tetrazacyclooctane (SEX) were obtained by flash column chromatography and were indentified by 1H NMR, FTIR and elementary analysis. The results reveal that TAT is nitrated in succession to form HMX, and the order of the reaction rate is k 2>k 1, k 2>k 3>k 4.

KW - 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane (TAT)

KW - 1, 5-diacetyl-3, 7-dinitro-1, 3, 5, 7-tetrazacyclooctane (DADN)

KW - 1-acetyl-3, 5, 7-trinitro-1, 3, 5, 7-tetrazacyclooctane (SEX)

KW - Dinitrogen pentoxide(N O )

KW - HMX

KW - Nitrolysis

KW - Orgamic chemistry

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U2 - 10.3969/j.issn.1006-9941.2012.04.010

DO - 10.3969/j.issn.1006-9941.2012.04.010

M3 - 文章

AN - SCOPUS:84867074836

SN - 1006-9941

VL - 20

SP - 427

EP - 431

JO - Hanneng Cailiao/Chinese Journal of Energetic Materials

JF - Hanneng Cailiao/Chinese Journal of Energetic Materials

IS - 4

ER -

Nitrolysis mechanism of 1, 3, 5, 7-tetraacetyl-1, 3, 5, 7-tetrazacyclooctane

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