双(4-甲氧基-1,2,5-恶二唑-3-基)二氮烯 | 108262-17-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 双(4-甲氧基-1,2,5-恶二唑-3-基)二氮烯
• 英文名称: 3,3'-dimethoxyazofurazan
• 英文别名: 4,4'-dimethoxyazofurazan；1,2,5-Oxadiazole, 3,3'-azobis[4-methoxy-；bis(4-methoxy-1,2,5-oxadiazol-3-yl)diazene
• CAS: 108262-17-5
• 化学式: C₆H₆N₆O₄
• 分子量: 226.151
• InChiKey: LNCUNZPBSMPIMI-UHFFFAOYSA-N

物化性质

• 熔点：
  177-179 °C(Solv: acetone (67-64-1))
• 沸点：
  421.0±55.0 °C(Predicted)
• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  10

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	4,4'-dimethoxyazoxyfurazane	108262-18-6	C6H6N6O5	242.151
  4-甲氧基-1,2,5-氧杂二唑-3-胺	3-amino-4-methoxyfurazan	78350-48-8	C3H5N3O2	115.092

反应信息

• 作为反应物：
  描述：

  双(4-甲氧基-1,2,5-恶二唑-3-基)二氮烯 在 氨 作用下， 以 苯 为溶剂， 125.0 ℃ 、1.52 MPa 条件下， 反应 0.33h， 以93%的产率得到3,3'-diamino-4,4'-azofurazan
  参考文献：
  名称：

  摘要：

  The reactions of 3-nitro-4-R-furazans with ammonia were studied. The effect of the substituent R on the specific features of the nucleophilic substitution reaction observed was considered. The nitro group attached to the furazan ring can act as both the leaving group and the activating group facilitating the displacement of the second substituent (for example, OR' or N(NO2)R').

  DOI：

  10.1023/a:1020931511013
• 作为产物：
  描述：

  4-甲氧基-1,2,5-氧杂二唑-3-胺 在 nickel(II) sulphate 、 sodium acetate 、 sodium hydroxide 作用下， 以 水 为溶剂， 以83%的产率得到双(4-甲氧基-1,2,5-恶二唑-3-基)二氮烯
  参考文献：
  名称：

  实用的将呋喃呋喃阳极氧化为偶氮呋喃的环保途径†

  摘要：

  羟基氧化镍（NiOOH）阳极已被证明是一种有效的工具，可将氨基呋喃类化合物氧化为约20摩尔的偶氮呋喃类化合物。在室温下为1％的碱水溶液。电化学反应简单方便，消除了使用昂贵和有毒的有机或无机氧化剂的麻烦。所需偶氮化合物的绿色经济制备方法非常清洁，由于阴极还原，仅产生H 2。

  DOI：

  10.1039/c5ra05726d

文献信息

• Electrosynthesis of diazene oxides under oxidation of nitramine anions at Pt in MeCN in the presence of nitrosobenzene
  作者：V. A. Petrosyan、V. A. Frolovsky

  DOI：10.1007/bf02495090

  日期：2000.8

  The electrooxidation of anions of primary nitramine salts RNNO2−M+ (R=Me, Et, methoxyfurazanyl; M+=Bu4N+, Li+, Na+) at a Pt anode in the presence of nitrosobenzene in divided and undivided cells was studied by potentio-and amperostatic electrolysis. Solutions of alkali metals and tetrabutylammonium salt in anhydrous MeCN were used as supporting electrolytes. Electrolysis can result in the formation

  通过恒电位和恒流电解研究了在亚硝基苯存在的情况下，伯硝胺盐 RNNO2−M+（R=Me、Et、甲氧基呋咱基；M+=Bu4N+、Li+、Na+）的阴离子在亚硝基苯存在下在 Pt 阳极上的电氧化. 碱金属和四丁基铵盐在无水 MeCN 中的溶液用作支持电解质。电解可导致形成相应的二氮烯氧化物，其产率取决于支持电解质的阳离子的性质。在未分割的电池中，由于非离子形式的阴极去质子化，硝胺阴离子的再生，二氮氧化物的产率增加。后者是通过从介质的组分中消除氢原子来稳定一些自由基中间体而形成的。
• Electrooxidation of primary nitramine anions on platinum in MeCN
  作者：V. A. Frolovskii、V. A. Petrosyan

  DOI：10.1007/bf02494746

  日期：1999.10

  Oxidation of primary nitramine anions RNNO2-Bu4N+ (R = Me, Et, Pr-i, or methoxyfurazanyl) in 0.1 N Bu4NClO4 in MeCN on a Pt anode was studied by voltammetry and controlled potential electrolysis. It was found that the first stage of oxidation affords the corresponding radicals, which are further stabilized due to hydrogen abstraction from the medium. These radicals are also involved in other reactions, including those, which yield azo derivatives. The possibility of generation of nitrene species in these reactions is discussed.
• Reaction of 3-amtnofurazans with elemental fluorine
  作者：A. V. Fokin、I. V. Tselinskii、S. F. Mel'nikova、S. N. Vergizov、Yu. N. Studnev、V. P. Stolyarov、S. S. Il'in

  DOI：10.1007/bf00954028

  日期：1986.9
• Reaction of azoxyfurazanes with nucleophiles
  作者：A. B. Sheremetev、N. S. Aleksandrova、T. S. Novikova、L. I. Khmel'nitskii

  DOI：10.1007/bf00958090

  日期：1989.3
• ——
  作者：A. B. Sheremetev、V. O. Kulagina、I. A. Kryazhevskikh、T. M. Melnikova、N. S. Aleksandrova

  DOI：10.1023/a:1020931511013

  日期：——

  The reactions of 3-nitro-4-R-furazans with ammonia were studied. The effect of the substituent R on the specific features of the nucleophilic substitution reaction observed was considered. The nitro group attached to the furazan ring can act as both the leaving group and the activating group facilitating the displacement of the second substituent (for example, OR' or N(NO2)R').