1,2-di(tetrazol-2-yl)ethane | 116476-99-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,2-di(tetrazol-2-yl)ethane
• 英文别名: 1,2-Bis(tetrazol-2-yl)ethane；2-[2-(tetrazol-2-yl)ethyl]tetrazole
• CAS: 116476-99-4
• 化学式: C₄H₆N₈
• 分子量: 166.145
• InChiKey: LPCARBIVVQJZJU-UHFFFAOYSA-N

物化性质

• 沸点：
  410.4±55.0 °C(Predicted)
• 密度：
  1.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  87.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  zinc perchlorate 、 1,2-di(tetrazol-2-yl)ethane 以 乙腈 为溶剂， 以66%的产率得到[Zn(1,2-di(1,2,3,4-tetrazol-2-yl)ethane)3](ClO4)2
  参考文献：
  名称：

  Synthesis and structure of {[Zn(1,2-di(1,2,3,4-tetrazol-2-yl)ethane)3](ClO4)2}n. The first coordination polymer based on 2-substituted tetrazole

  摘要：

  A 1,2-bis(tetrazol-2-yl)ethane (ebtz) was prepared by alkylation of 1H,2,3,4-tetrazole. The new ligand was characterised crystallographically and by IR and H-1 NMR spectroscopy. First coordination polymer based on 2-substituted tetrazole of the formula {[Zn(ebtz)(3)](ClO4)(2)}(n) was synthesised. The molecular structure of macrocation consists of zinc(II) ions triple stranded by N4, N4' coordinating ebtz molecules resulting in formation of one dimensional chain. The zinc(II) ion is surrounded octahedrally by six nitrogen atoms from tetrazole rings. The noncoordinated perchlorate anions are located in channels, which are placed between polycationic chains. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01072-1
• 作为产物：
  描述：

  1,2-二溴乙烷 、 四氮唑 、 四丁基溴化铵 以10%的产率得到
  参考文献：
  名称：

  TORRES, J.;LAVANDERA, J. L.;CABILDO, P.;CLARAMUNT, R. M.;ELGUERO, J., J. HETEROCYCL. CHEM., 25,(1988) N 3, C. 771-782

  摘要：

  DOI：

文献信息

• A Smart Access to the Dinitramide Anion – The Use of Dinitraminic Acid for the Preparation of Nitrogen‐Rich Energetic Copper(II) Complexes
  作者：Michael S. Gruhne、Maximilian H. H. Wurzenberger、Marcus Lommel、Jörg Stierstorfer

  DOI：10.1002/chem.202100747

  日期：2021.6.21

  Dinitraminic acid (HN(NO2)2, HDN) was prepared by ion exchange chromatography and acid-base reaction with basic copper(II) carbonate allowed the in situ preparation of copper(II) dinitramide, which was reacted with twelve nitrogen-rich ligands, for example, 4-amino-1,2,4-triazole, 1-methyl-5H-tetrazole, di(5H-tetrazolyl)-methane/-ethane/-propane/-butane. Nine of the complexes were investigated by low-temperature

  Dinitraminic酸（HN（NO 2）2，HDN）通过离子交换色谱法，并用碱性铜酸-碱反应制备的（II）的碳酸允许在 原位制备铜（II）二硝的，将其用富氮气12反应配体，例如，4-氨基-1,2,4-三唑，1-甲基-5- ħ四唑，二（5 ħ-四唑基)-甲烷/-乙烷/-丙烷/-丁烷。通过低温 X 射线衍射研究了其中的九个配合物。此外，所有化合物都通过红外光谱 (IR)、差热分析 (DTA)、元素分析 (EA) 和热重分析 (TGA) 对选定的化合物进行了研究。此外，还研究了材料对冲击 (IS)、摩擦 (FS)、球落冲击 (BDIS) 和静电放电 (ESD) 的敏感性。此外，还进行了热板和热针测试。络合物[Cu(AMT) 4 (H 2 O)](DN) 2以 1-氨基-5-甲基四唑 (AMT) 为基础，因其引爆行为最为突出，因此也能够在经典引爆实验中引爆 PETN。对所有物质进行了 915 nm
• Spatiotemporal Studies of the One‐Dimensional Coordination Polymer [Fe(ebtz) ₂ (C ₂ H ₅ CN) ₂ ](BF ₄ ) ₂ : Tug of War between the Nitrile Reorientation Versus Crystal Lattice as a Tool for Tuning the Spin Crossover Properties**
  作者：Maria Książek、Marek Weselski、Marcin Kaźmierczak、Aleksandra Tołoczko、Miłosz Siczek、Piotr Durlak、Juliusz A. Wolny、Volker Schünemann、Joachim Kusz、Robert Bronisz

  DOI：10.1002/chem.202002460

  日期：2020.11.11

  2‐di(tetrazol‐2‐yl)ethane (ebtz) with Fe(BF4)2⋅6 H2O in different nitriles yields one‐dimensional coordination polymers [Fe(ebtz)2(RCN)2](BF4)2⋅nRCN (n=2 for R=CH3 (1) and n=0 for R=C2H5 (2) C3H7 (3), C3H5 (4), CH2Cl (5)) exhibiting spin crossover (SCO). SCO in 1 and 3–5 is complete and occurs above 160 K. In 2, it is shifted to lower temperatures and is accompanied by wide hysteresis (T1/2↓=78 K, T1/2↑=123 K)

  为Fe 1,2-二（四唑-2-基）乙烷（ebtz）的反应（BF 4）2 ⋅6ħ 2 ö在不同腈产率的一维配位聚合物的[Fe（ebtz）2（RCN）2 ] （BF 4）2 ⋅ ñ RCN（N = 2为R = CH 3（1）和N = 0对于R = C 2 H ^ 5（2）C 3 H ^ 7（3），C 3 H ^ 5（4）， CH 2 Cl（5））表现出自旋交叉（SCO）。1和3 – 5中的SCO已完成，并且发生在160 K以上。在2中，SCO转变为较低的温度，并伴有较宽的磁滞（T 1/2 ↓ = 78 K，T 1/2 ↑ = 123 K）和进行得非常缓慢。等温（80 K）时间分辨的单晶X射线衍射研究表明，HS→LS跃迁在2中具有复杂的性质。初始的缓慢阶段与聚合物链的收缩和体积减少77％有关（相对于单元体积之间的差异V HS -V LS），而只有16％的铁（II）离子会改变自旋状态。在第二阶段，
• Expanding the dimensionality of bis(tetrazolyl)alkane-based Fe(ii) coordination polymers by the application of dinitrile coligands
  作者：Aleksandra Tołoczko、Marcin Kaźmierczak、Maria Książek、Marek Weselski、Miłosz Siczek、Joachim Kusz、Robert Bronisz

  DOI：10.1039/d4dt00462k

  日期：——

  studied mononitrile based analogues. In 3 and 4, regardless of the type of dinitrile coligand, the motif of 2D polymeric layers constituted by 1ditz molecules remains preserved. However, the dimensionality of 1ditz based networks is governed by the coordination modes of dinitriles. 3, based on a shorter molecule of glutaronitrile, crystallizes as a two-dimensional (2D) coordination polymer. In this compound

  1,2-二(四唑-2-基)乙烷(ebtz)、1,6-二(四唑-2-基)己烷(hbtz)或1,1′-二(四唑-1-基)甲烷之间的反应(1ditz) 和 Fe(BF 4 ) 2在己二腈 (ADN)、戊二腈 (GLN) 或辛二腈 (SUN) 存在下导致形成配位聚合物 [Fe(μ-ebtz) 2 (μ-ADN)]( BF 4 ) 2 ( 1 ), [Fe(μ-hbtz) 2 (μ-ADN)](BF 4 ) 2 ( 2 ), [Fe(μ-1ditz) 2 (GLN) 2 ](BF 4 ) 2 · GLN ( 3 ) 和[Fe(μ-1ditz) 2 (μ-SUN)](BF 4 ) 2 ·SUN ( 4 )。已经确定，二腈的应用可以增加基于 ebtz 和 hbtz 的系统的维数，同时保持先前研究的基于单腈的类似物的聚合单元特征的结构。在图3和图4中，无论二腈共配体的类型如何，由1ditz分子构成的2D聚合物层的基序仍然保留。然而，基于
• Torres, J.; Lavandera, J. L.; Cabildo, P., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 771 - 782
  作者：Torres, J.、Lavandera, J. L.、Cabildo, P.、Claramunt, R. M.、Elguero, J.

  DOI：——

  日期：——
• Role of Fe–N–C Geometry Flip-Flop in Bistability in Fe(tetrazol-2-yl)₄(C₂H₅CN)₂-Type Core Based Coordination Network
  作者：Agata Białońska、Robert Bronisz

  DOI：10.1021/ic300880w

  日期：2012.12.3

  [Fe(ebtz)(2)(C2H5CN)(2)](ClO4)(2) was prepared in the reaction of 1,2-di(tetrazol-2-yl)ethane (ebtz) with Fe(ClO4)(2)center dot 6H(2)O in propionitrile. The compound crystallizes as a one-dimensional (1D) network, where bridging of neighboring iron(II) ions by two ebtz ligand molecules results in formation of a [Fe(ebtz)(2)](infinity) polymeric skeleton. The 1D chains are assembled into supramolecular layers with axially in the high spin (HS) form reveals a very rare feature, namely, coordinated nitrite molecules directed outward. The complex a bent geometry of the Fe-N-C(propionitrile) fragment (149.1(3)degrees at 250 K). The HS to low spin (LS) HS -> LS transition triggers reorientation of the propionitrile molecule resulting in accommodation of a typical linear geometry of the Fe-N-C(nitrile) fragment. The switching of the propionitrile molecule orientation in relation to the coordination octahedron is associated with increase of the distance between the supramolecular layers. When the crystal is in the LS phase, raising the temperature does not cause reduction of the distance between supramolecular layers, which contributes to further stabilization of the more linear geometry of Fe-N-C(C2H5) and the LS form of the complex. Thus, a combination of Fe-N-C(C2H5) geometry lability and lattice effects contributes to the appearance of hysteretic behavior (T-1/2(down arrow) approximate to 112 K, T-1/2(up arrow) approximate to 141 K).