吡喃联氮基[2,3-b]吡嗪,十氢-1,4,5,8-四硝基- | 135877-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 吡喃联氮基[2,3-b]吡嗪,十氢-1,4,5,8-四硝基-
• 英文名称: 1,4,6,9-tetranitro-1,4,6,9-tetraazadecalin
• 英文别名: trans-1,4,5,8-tetranitro-1,4,5,8-tetraazadecalin；1,4,5,8-tetranitro-1,4,5,8-tetraazabicyclo-[4,4,0]-decane；1,4,5,8-tetranitrodecahydropyrazino[2,3-b]pyrazine；1,4,5,8-tetranitro-2,3,4a,6,7,8a-hexahydropyrazino[2,3-b]pyrazine
• CAS: 135877-16-6
• 化学式: C₆H₁₀N₈O₈
• 分子量: 322.194
• InChiKey: HNIYFQYULIZVBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  196
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  十氢异喹啉 在 硝酸 、 乙酸酐 、 zinc(II) chloride 作用下， 以93.12 %的产率得到吡喃联氮基[2,3-b]吡嗪,十氢-1,4,5,8-四硝基-
  参考文献：
  名称：

  氯化锌催化硝化制备四硝基二并哌嗪的方法

  摘要：

  本发明公开了一种氯化锌催化硝化制备1,4,5,8‑四硝基二并哌嗪的方法。将乙酸酐与发烟硝酸混合制成硝化剂，并加入氯化锌催化剂，对二并哌嗪进行硝化制得1,4,5,8‑四硝基二并哌嗪（TNAD）。本发明采用氯化锌催化的方法对中间体二并哌嗪进行硝化，提高了制备TNAD的得率与纯度，此方法充分利用氯化锌的催化效果，对直接硝化法进行优化，反应过程简单、安全、易于大规模连续化生产的优点，并在此基础上进一步提高了产物的得率和纯度。

  公开号：

  CN115850271A

文献信息

• Trans-1,4,5,8-tetranitro-1,4,5,8-tetraazadecalin
  申请人：The United States of America as represented by the Secretary of the Navy

  公开号：US04443602A1

  公开（公告）日：1984-04-17

  The chemical compound, trans-1,4,5,8-tetranitro-1,4,5,8-tetraazadecalin (D), is produced by the reaction of trans-1,4,5,8-tetraazadecalin with sodium nitrite and hydrochloric acid to obtain trans-1,4,5,8-tetranitroso-1,4,5,8-tetraazadecalin, followed by nitration to yield TNAD, useful as an explosive.

  这段话的翻译如下：化学物质trans-1,4,5,8-四硝基-1,4,5,8-四氮十二烷（D）是通过将trans-1,4,5,8-四氮十二烷与亚硝酸钠和盐酸反应得到trans-1,4,5,8-四硝基亚硝基-1,4,5,8-四氮十二烷，然后进行硝化反应得到TNAD而制成的，它可用作炸药。
• An efficient method to synthesize TNAD by the nitration of 1,4,5,8-tetraazabicyclo-[4,4,0]-decane with N2O5 and acidic ionic liquids
  作者：Xiao-Feng Cao、Bin-Dong Li、Min Wang

  DOI：10.1016/j.cclet.2013.12.015

  日期：2014.3

  An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-1,4,5,8-tetraazabicyclo-[4,4,0]-decane (TNAD) with N2O5 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [(CH2)(4)SO(3)HMim]X and [Capl]X (X- = pTSO(-), NO3-, HSO4-), and various parameters such as equivalents of ionic liquid, molar ratio of N2O5 to the starting material, reaction time and temperature, and solvent were investigated. Ionic liquid [(CH2)(4)SO(3)HMim]HSO4 showed better catalytic activity. In the presence of 3% molar ratio of [(CH2)(4)SO(3)HMim]HSO4 ionic liquid to the staring material, the yield of 1,4,5,8-tetranitro-1,4,5,8-tetraazabicyclo-[4,4,0]-decane was improved by 6.2% compared to the system without ionic liquid. (C) 2013 Bin-Dong Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• WILLER, R. L., PROPELLANTS, EXPLOS., PYROTECHN., 1983, 8, N 3, 65-69
  作者：WILLER, R. L.

  DOI：——

  日期：——
• ——
  作者：WILLER R. L.、 ATKINS R. L.

  DOI：——

  日期：——
• Cyclic Energetic Nitramines Desensitized with Linear Nitramines
  申请人：Martin James D.

  公开号：US20120111460A1

  公开（公告）日：2012-05-10

  Propellant compositions containing cyclic nitramines that are susceptible to unintentional detonation are desensitized by the incorporation of a linear nitramine having a backbone containing one to three ethylene groups and one or two nitramine groups.