5,5’-(4-nitro-1,2-phenylene)bis(1H-tetrazole) | 1023286-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5,5’-(4-nitro-1,2-phenylene)bis(1H-tetrazole)
• 英文别名: 5-[4-nitro-2-(2H-tetrazol-5-yl)phenyl]-2H-tetrazole
• CAS: 1023286-55-6
• 化学式: C₈H₅N₉O₂
• 分子量: 259.187
• InChiKey: PEZPXEKBJLERLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二甲腈 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以93%的产率得到5,5’-(4-nitro-1,2-phenylene)bis(1H-tetrazole)
  参考文献：
  名称：

  均相负载氯化亚锡的二氧化硅纳米粒子与均相氯化亚锡催化剂在5取代1 H-四唑†合成中的比较研究

  摘要：

  非均相的SnCl 2-纳米SiO 2有效地催化了5-取代的1 H-四唑的合成，并具有优异的收率。通过使用FT-IR，TGA，TEM和EDX对催化剂进行表征。它具有五次循环利用能力，可广泛应用于脂族，芳族，杂芳族和位阻腈。合成SnCl 2-纳米SiO 2的简单方法和经济可行的方法还有其他优点。

  DOI：

  10.1039/c6ra14352k

文献信息

• Click chemistry for the synthesis of 5-substituted 1H-tetrazoles from boron-azides and nitriles
  作者：Yue-Wei Yao、Yi Zhou、Bao-Ping Lin、Cheng Yao

  DOI：10.1016/j.tetlet.2013.10.019

  日期：2013.12

  A novel and metal free catalysis of synthesizing 5-substituted 1H-tetrazoles through 1,3-dipolar cycloaddition of boron-azides and nitriles is reported with broad substrate scope and excellent yields.

  据报道，通过叠氮化硼和​​腈的1，3-偶极环加成反应合成5-取代的1 H-四唑的新颖且无金属的催化剂具有广泛的底物范围和优异的产率。
• Synthetic application of gold nanoparticles and auric chloride for the synthesis of 5-substituted 1H-tetrazoles
  作者：Satyanand Kumar、Arvind Kumar、Alka Agarwal、Satish Kumar Awasthi

  DOI：10.1039/c4ra13461c

  日期：——

  An effective one-pot, convenient gold catalyzed synthesis of 5-substituted 1H-tetrazoles has been discussed.

  一种高效的一锅法，便利的金催化合成5-取代的1H-四氮唑已经讨论过。
• Amine Salt–Catalyzed Synthesis of 5-Substituted 1<i>H</i>-Tetrazoles from Nitriles
  作者：Yi Zhou、Cheng Yao、Renjie Ni、Gaowen Yang

  DOI：10.1080/00397910903318583

  日期：2010.8.5

  The [3 + 2] cycloaddition reaction between sodium azide and various organic nitriles proceeds smoothly in the presence of amine salts as catalyst in dimethylformamide. The corresponding 5-substituted 1-H tetrazoles were obtained under mild condition in good to excellent yields. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• (NH4)2Ce(NO3)6 as an inexpensive, eco-friendly, efficient catalyst for the synthesis of 5-substituted 1-H tetrazoles from nitriles
  作者：Satyanand Kumar、Shristy Dubey、Nisha Saxena、Satish Kumar Awasthi

  DOI：10.1016/j.tetlet.2014.09.010

  日期：2014.10

  Ceric ammonium nitrate (CAN) is found to be a suitable, inexpensive, and effective non-toxic catalyst for a smooth (3+2) cycloaddition of organic nitriles with NaN3 to afford 5-substituted 1H-tetrazoles in excellent yields. Shorter reaction times, easy work-up, and substantial and pure product formation are the key advantages of the present method. (C) 2014 Elsevier Ltd. All rights reserved.
• Gas generant compositions
  申请人：Ganta Sudhakar R.

  公开号：US20080110536A1

  公开（公告）日：2008-05-15

  A novel compound, used for example, as a gas generating fuel, is defined as a compound having the structural formula of R 3 -R 1 -R 2 , wherein R1 is a benzene ring with nitro substitution, R2 is a tetrazolyl group with a C—C bond to the benzene ring, and R3 is a tetrazolyl group with a C—C bond to the benzene ring. A method of making the compound is also provided. A gas generating composition containing the novel compound as a fuel, and an oxidizer is also provided. The novel compound is contained within a gas generant composition, within a gas generator. The gas generator may be contained within a gas generating system such as an airbag inflator or seat belt assembly, or more broadly within a vehicle occupant protection system.