trans-4,4'-azopyridine dioxide | 58165-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: trans-4,4'-azopyridine dioxide
• 英文别名: 4,4'-azopyridine N,N'-dioxide；4,4'-azobis(pyridine N-oxide)；4,4'-azobis(pyridine-1-oxide)；4,4'-azopyridine 4,4'-dioxide；trans-[4,4']azopyridine-1,1'-dioxide；trans-[4,4']Azopyridin-1,1'-dioxid
• CAS: 58165-83-6
• 化学式: C₁₀H₈N₄O₂
• 分子量: 216.199
• InChiKey: YBOCAQWZUPHKGJ-VAWYXSNFSA-N

物化性质

• 沸点：
  598.1±25.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  trans-4,4'-azopyridine dioxide 在 丙酮 作用下， 生成 1-oxido-N-[(1-oxopyridin-1-ium-4-ylidene)amino]pyridin-4-imine
  参考文献：
  名称：

  The crystal structure of 4,4-trans-azopyridine-N-oxide

  摘要：

  DOI：

  10.1107/s0365110x59002201
• 作为产物：
  描述：

  4-azidopyridine 1-oxide 以 various solvent(s) 为溶剂， 生成 trans-4,4'-azopyridine dioxide
  参考文献：
  名称：

  The Photochemistry of 4-Azidopyridine-1-oxide

  摘要：

  Laser flash photolysis of 4-azidopyridine-1-oxide at 266 or 308 nm yields triplet 4-nitrenopyridine-1-oxide as the dominant reactive intermediate species, with k(ISC) of approximately 2 x 10(7) s(-1). No evidence of products arising from the singlet nitrene was observed, indicating a slow rate of cyclization to the benzazirine and didehydroazepine species. The slow rate of cyclization is postulated to be due to the aminoxyl-like electronic configuration of this species, which withdraws spin density from sites for potential cyclization.

  DOI：

  10.1021/jo061259o

文献信息

• Reduction of aromatic nitro groups with hexamethyldisilane: Reactions with hexamethyldisilane and fluoride ion-II
  作者：Vorbrüggen Helmut、Krolikiewicz Konrad

  DOI：10.1016/s0040-4039(01)80128-3

  日期：1984.1

  Reduction of aromatic nitro compounds with hexamethyldisilane and fluoride ion in THF at 24°C gives the corresponding azo- and azoxy compounds in high yields. Hexamethyl-disilane converts commercial tetrabutylammoniumfluoride-dihydrate into a highly reactive catalyst.

  用六甲基二硅烷和氟离子在THF中于24°C还原芳香族硝基化合物，可以高收率得到相应的偶氮和氮氧基化合物。六甲基二硅烷将市售的四丁基氟化铵二水合物转化为高活性催化剂。
• Comparative Study of the Photochemistry of the Azidopyridine 1-Oxides
  作者：Kyle N. Crabtree、Katherine J. Hostetler、Tamara E. Munsch、Patrik Neuhaus、Paul M. Lahti、Wolfram Sander、James S. Poole

  DOI：10.1021/jo8001936

  日期：2008.5.1

  room temperature, the photochemistry of 4-azidopyridine 1-oxide is dominated by triplet nitrene chemistry. However, in the case of the 3-azide, matrix photolysis indicates the formation of diazabicyclo[4.1.0]hepta-2,4,6-triene N-oxide and diazacycloheptatetraene N-oxide intermediates as well as triplet nitrene.

  使用一系列玻璃和基质分离技术研究了叠氮吡啶1-氧化物的光化学。与室温一样，4-叠氮基吡啶1-氧化物的光化学受三重态氮化学的支配。然而，在3-叠氮化物的情况下，基质光解表明形成了二氮杂双环[4.1.0]庚-2,4,6-三烯N-氧化物和二氮杂七庚烯-N-氧化物中间体以及三重态氮。
• Cyclic water pentamer in a tape-like structure
  作者：Bao-Qing Ma、Hao-Ling Sun、Song Gao

  DOI：10.1039/b404364b

  日期：——

  A novel water tape consisting of fused cyclic water pentamers has been observed in a supramolecular compound.

  在一种超分子化合物中观察到了由融合的环状水五聚体组成的新型水带。
• Vibrational spectra and molecular structure of 4,4′-azobis(pyridine N-oxide)
  作者：M. Muniz-Miranda、B. Pergolese、G. Sbrana、A. Bigotto

  DOI：10.1016/j.molstruc.2004.11.051

  日期：2005.6

  Abstract The vibrational and electron absorption spectra of 4,4′-azobis(pyridine N-oxide) have been studied with the help of density functional theory calculations to gain information on the molecular structure in solution. The molecules assume a trans -planar conformation in non-polar solvents, with a strong conjugation between the π electrons of the heteroaromatic rings and of the N N double bond

  摘要 借助密度泛函理论计算，研究了 4,4'-偶氮双（吡啶 N-氧化物）的振动和电子吸收光谱，以获得溶液中分子结构的信息。分子在非极性溶剂中呈现跨平面构象，杂芳环的 π 电子和 NN 双键的 π 电子之间具有强共轭。在极性溶剂中，分子仍具有对称中心，但环不共面。
• Indicator composition and test device containing amine oxide
  申请人：MILES LABORATORIES, INC.

  公开号：EP0029917A1

  公开（公告）日：1981-06-10

  An improved composition and test device for determining the presence of a constituent in a test sample are disclosed. The composition, which contains a benzidine-type indicator is improved by additionally comprising an amine oxide compound. The device comprises a carrier matrix incorporated with the improved composition. The method comprises contacting the test sample with the composition and observing any detectable response.

  本发明公开了一种用于确定测试样品中是否含有某种成分的改良组合物和测试装置。该组合物含有联苯胺类指示剂，并通过添加氧化胺化合物而得到改进。该装置包括与改进组合物结合的载体基质。该方法包括将测试样品与组合物接触并观察任何可检测到的反应。