ANTX | 1256935-70-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: ANTX
• 英文别名: ammonium 5-nitrotetrazolate-2H-oxide；ammonium 5-nitrotetrazolate-2N-oxide
• CAS: 1256935-70-2
• 化学式: CHN₅O₃*H₃N
• 分子量: 148.081
• InChiKey: VVLUIAGUYNAEFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.02
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  141.97
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ANTX 在 hydroxyammonium cation on Amberlyst₁₅ ion-exchange resin 作用下， 以 水 为溶剂， 反应 1.0h， 以88%的产率得到HxNTX
  参考文献：
  名称：

  Nitrotetrazolate-2N-oxides and the Strategy of N-Oxide Introduction

  摘要：

  The first anionic tetrazole-2N-oxide has been prepared by mild aqueous oxidation of easily prepared 5-nitrotetrazole with commercially available oxone in high yields. The result of protonating 5-nitrotetrazolate-2N-oxide has been identified as a hydroxytetrazole, and the nitrogen-rich salts including ammonium, hydroxylammonium, guanidinium, aminoguanidinum, diaminoguanidinium, and triaminoguanidinium have been prepared and characterized. When compared to the nitrogen-rich salts of nitrotetrazole, the nitrogen-rich salts of nitrotetrazole-2N-oxide show superior energetic performance as calculated by the EXPLO5 computer code, using heats of formation calculated using the CBS-4M level of quantum mechanical theory. The impact, friction, and electrical spark sensitivities of the nitrogen-rich nitrotetrazolate-2N-oxides were measured and cover the whole range from sensitive to insensitive energetic materials.

  DOI：

  10.1021/ja106892a
• 作为产物：
  描述：

  ammonium 5-nitrotetrazolate 在 oxone 作用下， 以 水 为溶剂， 反应 72.0h， 以88%的产率得到ANTX
  参考文献：
  名称：

  Nitrotetrazolate-2N-oxides and the Strategy of N-Oxide Introduction

  摘要：

  The first anionic tetrazole-2N-oxide has been prepared by mild aqueous oxidation of easily prepared 5-nitrotetrazole with commercially available oxone in high yields. The result of protonating 5-nitrotetrazolate-2N-oxide has been identified as a hydroxytetrazole, and the nitrogen-rich salts including ammonium, hydroxylammonium, guanidinium, aminoguanidinum, diaminoguanidinium, and triaminoguanidinium have been prepared and characterized. When compared to the nitrogen-rich salts of nitrotetrazole, the nitrogen-rich salts of nitrotetrazole-2N-oxide show superior energetic performance as calculated by the EXPLO5 computer code, using heats of formation calculated using the CBS-4M level of quantum mechanical theory. The impact, friction, and electrical spark sensitivities of the nitrogen-rich nitrotetrazolate-2N-oxides were measured and cover the whole range from sensitive to insensitive energetic materials.

  DOI：

  10.1021/ja106892a

文献信息

• 3,6,7-Triamino-[1,2,4]triazolo[4,3-b][1,2,4]triazole: A Non-toxic, High-Performance Energetic Building Block with Excellent Stability
  作者：Thomas M. Klapötke、Philipp C. Schmid、Simon Schnell、Jörg Stierstorfer

  DOI：10.1002/chem.201500982

  日期：2015.6.15

  A novel strategy for the design of energetic materials that uses fused amino‐substituted triazoles as energetic building blocks is presented. The 3,6,7‐triamino‐7H‐[1,2,4]triazolo[4,3‐b][1,2,4]triazolium (TATOT) motif can be incorporated into many ionic, nitrogen‐rich materials to form salts with advantages such as remarkably high stability towards physical or mechanical stimuli, excellent calculated

  提出了一种新的设计高能材料的策略，该方法使用稠合的氨基取代的三唑作为高能材料。3,6,7-三氨基-7 H‐ [1,2,4]三唑并[4,3-b] [1,2,4]三唑鎓（TATOT）母题可以结合到许多离子型，富氮材料中形成盐，具有诸如对氯离子的极高稳定性等优点。物理或机械刺激，出色的计算爆炸速度和低至足以使其成为“绿色炸药”的毒性。中性TATOT可以方便，廉价的两步合成法以高产率合成。为了证明TATOT的优越性能，合成了13种离子衍生物，并对其化学和物理化学性质（例如，对撞击，摩擦和静电放电的敏感性）进行了广泛的研究。中性TATOT及其硝酸盐的毒性低。
• Synthesis and characterization of a new family of energetic salts based on a guanidinium cation containing a picryl moiety
  作者：Bo Wu、Zhixin Wang、Hongwei Yang、Qiuhan Lin、Xuehai Ju、Chunxu Lu、Guangbin Cheng

  DOI：10.1039/c4nj01849d

  日期：——

  5-nitrotetrazolate (5) were confirmed by single crystal X-ray diffraction. Most of the salts decompose at temperatures over 180 °C. Furthermore, except for the salts 1 and 9, most energetic salts exhibit low impact sensitivities (20–40 J), friction sensitivities (220–340 N), and are insensitive to electrostatics. The detonation pressure values calculated for the energetic salts 1 and 3–9 range from

  合成了一个基于新胍盐阳离子的新的高能盐家族，该新胍盐阳离子含有一个吡啶基部分，N-（2,4,6-三硝基亚苄基氨基）胍盐阳离子，并通过红外和多核NMR光谱，差示扫描量热法（DSC）进行了很好的表征，热重分析（TG）和元素分析。的结构ñ -硝酸（2,4,6- trinitrobenzylideneamino）胍（1）和ñ - （2,4,6- trinitrobenzylideneamino）胍5- nitrotetrazolate（5）通过单晶X-射线衍射证实。大多数盐会在超过180°C的温度下分解。此外，除了盐1和9，大多数高能盐表现出较低的冲击敏感度（20–40 J），摩擦敏感度（220–340 N），并且对静电不敏感。计算出的高能盐1和3-9的爆炸压力值范围为23.7至30.3 GPa，其爆炸速度范围为7842至8394 ms -1。这些值表明，一些高能盐可能是具有良好热稳定性和低灵敏度的高能材料的候选者。
• Synthesis and characterization of a new family of energetic salts based on guanidinium cation containing furoxanyl functionality
  作者：Bo Wu、Zhixin Wang、Hongwei Yang、Qiuhan Lin、Xuehai Ju、Chunxu Lu、Guangbin Cheng

  DOI：10.1039/c4ra11732h

  日期：——

  A new family of energetic salts based on a new guanidinium cation containing furoxanyl functionality, 1-(3′-methylfuroxanyl)methyleneamino guanidinium cation, were synthesized and well characterized by IR and multinuclear NMR spectroscopy, elemental analysis as well as differential scanning calorimetry. The structures of salts 1, 4, 5 and 6 were confirmed by single-crystal X-ray diffraction. Most of

  合成了基于新的含fur氧烷基官能团的胍盐阳离子的新的高能盐家族，1-（3'-甲基呋喃氧烷基）亚甲基氨基胍盐阳离子，并通过IR和多核NMR光谱，元素分析以及差示扫描量热法进行了很好的表征。盐的结构1，4，5和6是由单晶X射线衍射证实。大多数盐会在超过180°C的温度下分解。此外，除了盐7和9，其余的高能盐表现出较低的冲击敏感度（15–40 J），摩擦敏感度（120–360 N），并且对静电不敏感。对于这些盐计算的爆震压力值在19.3至27.5GPa的范围内，并且爆震速度在7515至8402ms -1的范围内。这些结果使一些高能盐成为具有良好热稳定性和低敏感性的高能材料的潜在候选者。