dicyanodiazene | 1557-57-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dicyanodiazene
• 英文别名: Azodicarbonitril；(E)-Diazene-1,2-dicarbonitrile；cyanoiminocyanamide
• CAS: 1557-57-9
• 化学式: C₂N₄
• 分子量: 80.0488
• InChiKey: NEOOATUUDRFZSN-UHFFFAOYSA-N

物化性质

• 沸点：
  86.13°C (rough estimate)
• 密度：
  1.6606 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  硫化氢 、 dicyanodiazene 以 乙醇 为溶剂， 生成 二聚氰胺
  参考文献：
  名称：

  CARBONIC ACID AZIDES

  摘要：

  DOI：

  10.1021/ja01394a017
• 作为产物：
  描述：

  cyanonitrene 以 甲醇 为溶剂， 生成 dicyanodiazene
  参考文献：
  名称：

  Generation of cyanonitrene: study of the reaction of sodium hydrogen cyanamide, tert-butyl hypochlorite and tertiary amines

  摘要：

  DOI：

  10.1021/jo00146a005

文献信息

• Reactions of 1 D and 3 P oxygen atoms with cyanogen by flash photolysis
  作者：T. Morrow、W. D. McGrath

  DOI：10.1039/tf9666200642

  日期：——

  The reactions of ground-state and first-excited-state oxygen atoms with cyanogen have been investigated using the technique of flash photolysis and kinetic spectroscopy. In experiments using ozone+cyanogen mixtures under conditions where only the ozone is decomposed by the photolytic flash to give O1D, it was possible to detect absorption due to CN and NCO together with other transient spectra in the regions 2807, 3290, 3920 and 4265 Å. From the kinetic evidence described in this work together with spectroscopic data obtained elsewhere these latter spectra would appear to be due to the free NCN radical. No transient species were observed during the photolysis of nitrogen dioxide+cyanogen mixtures where the reaction involved is that between ground-state (3P) oxygen atoms and cyanogen. Investigations were also carried out on cyanogen+oxygen mixtures using an annular spectrosil flash tube-reaction vessel assembly; the cyanogen was dissociated to a considerable extent and reactions between free CN radicals and molecular oxygen were studied. From the results obtained it is concluded that ground-state oxygen atoms do not react with cyanogen to any appreciable extent at room temperature, whereas O1D atoms react rapidly, O1D+C2N2→NCO + CN. The reaction between free CN radicals and molecular oxygen is also fast, again leading to the formation of NCO according to CN+O2→NCO+O(3P). Subsequent reactions leading to the production of NCN radicals are discussed.

  利用闪光光解和动力光谱技术，研究了基态和第一激发态氧原子与氰化物的反应。在只通过光解闪光分解臭氧以生成 O1D 的实验中，使用臭氧和氰化物的混合物，可以检测到 CN 和 NCO 的吸收，以及在 2807、3290、3920 和 4265 Å 波段的其他瞬态光谱。从本研究中描述的动力学证据以及在其他地方获得的光谱数据来看，这些光谱似乎是自由 NCN 自由基导致的。在氮二氧化物和氰化物混合物的光解过程中，没有观察到瞬态物种，而反应涉及基态 (3P) 氧原子与氰化物之间的反应。还对氰化物和氧的混合物进行了研究，使用环形光谱硅闪光管-反应器组合；氰化物在相当程度上被解离，并研究了自由 CN 自由基与分子氧之间的反应。 根据获得的结果，可以得出结论：基态氧原子在室温下与氰化物之间没有显著反应，而 O1D 原子反应迅速，反应为 O1D+C2N2→NCO + CN。自由 CN 自由基与分子氧之间的反应也很快，根据反应 CN+O2→NCO+O(3P) 形成 NCO。随后导致 NCN 自由基生成的反应进行了讨论。
• Reactions of S₃N₂Cl₂and (NSCl)₃with a new silylcyanamide reagent (Me₃Si)₂N·CN: synthesis and X-ray crystal structure of SNSNS: N·CN and bicyclic CCLS₃N₅
  作者：Arthur J. Banister、William Clegg、Ian B. Gorrell、Zdenek V. Hauptman、Ronald W. H. Small

  DOI：10.1039/c39870001611

  日期：——

  The new reagent bis(trimethylsilyl)cyanamide reacts with S3N2Cl2 and (NSCl)3 to give [graphic omitted]·NCN and CClS3N5 in good yields; the crystal structures of both products have been determined.

  新试剂双（三甲基硅基）氰酰胺与 S3N2Cl2 和 (NSCl)3 反应生成[图略]-NCN 和 CClS3N5，产率良好；两种产物的晶体结构均已确定。
• A nonazide source of cyanonitrene and its interception by tertiary amines
  作者：Mary Gail Kinzer Hutchins、Daniel Swern

  DOI：10.1016/s0040-4039(01)82991-9

  日期：1981.1

  Cyanonitrene is formed from sodium cyanamide and t-butyl hypochlorite in methanol by an α-elimination at or above 0° to +10°, but not at lower temperatures. The nitrene has been trapped by tertiary amines to yield aminimides in fair to good yields. The formation of cyanonitrene has been shown by ESR, dimerization to dicyanodiazene, and reaction with DMSO to yield the sulfoximine.

  氰基丁二烯是由氰氨化钠和次氯酸叔丁酯在甲醇中通过在0°至+ 10°或更高的温度下α消除而形成的，但不是在较低温度下形成的。氮已被叔胺捕集，可以公平地获得良好的收率。通过ESR，二聚为双氰基二氮烯以及与DMSO反应生成亚磺酰亚胺可显示出氰腈的形成。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D1, 24.2, page 280 - 282
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D1, 8.2, page 100 - 106
  作者：

  DOI：——

  日期：——