2,2'-Dicyano-azobenzol | 16288-72-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2,2'-Dicyano-azobenzol
• 英文别名: 2,2'-Dicyan-azobenzol；2,2'-Dicyanoazobenzol；2-[(2-Cyanophenyl)diazenyl]benzonitrile
• CAS: 16288-72-5
• 化学式: C₁₄H₈N₄
• 分子量: 232.244
• InChiKey: SPYQEQAAVVUZCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• 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：

  2,2'-Dicyano-azobenzol 在 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 1.0h， 以81%的产率得到5-Amino-indazolo<2.3-a>-chinazolin
  参考文献：
  名称：

  Reaction of azoarenes with tributyltin hydride

  摘要：

  Tributyltin hydride when reacted with a series of substituted azoarenes afforded hydrazo compounds with high chemoselectivity and good to high yields. With ortho-substituted azoarenes, mixtures of hydrazo derivatives and N-heterocycles or cyclic products only were obtained. The kinetic law of the process was determined in the presence and in the absence of AIBN; with the radical initiator the reaction proceeds via a radical chain mechanism, whereas without AIBN the presence of stannyl free radicals could be discarded. The mechanism of the noninitiated reaction is discussed. EPR characterization of spin adducts obtained by reacting group IVB organometallic radicals with azo compounds is reported.

  DOI：

  10.1021/jo00028a038
• 作为产物：
  描述：

  2-氨基苯甲腈 在 咪唑 、 sodium periodate 、 (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以60%的产率得到2,2'-Dicyano-azobenzol
  参考文献：
  名称：

  锰 (iii) 四苯基卟啉有效催化氧化伯芳胺为偶氮衍生物

  摘要：

  在含有四苯基卟啉锰和高碘酸钠的催化体系中，在作为轴向配体的杂环氮碱存在下，已经观察到伯芳香胺氧化成相应的偶氮衍生物。

  DOI：

  10.1039/a801980k

文献信息

• Efficient Catalytic Oxidation of Primary Aromatic Amines to Azo Derivatives by Manganese(iii) Tetraphenylporphyrin
  作者：Mohammad Hossein Habibi、Shahram Tangestaninejad、Valiollah Mirkhani

  DOI：10.1039/a801980k

  日期：——

  The oxidation of primary aromatic amines to the corresponding azo derivatives has been observed in catalytic systems containing manganese(III) tetraphenylporphyrin and sodium periodate in the presence of heterocyclic nitrogen bases acting as axial ligands.

  在含有四苯基卟啉锰和高碘酸钠的催化体系中，在作为轴向配体的杂环氮碱存在下，已经观察到伯芳香胺氧化成相应的偶氮衍生物。
• Cytochrome P-450 dependent monooxygenases model system: rapid and efficient oxidation of primary aromatic amines to azo derivatives with sodium periodate catalyzed by manganese(III) Schiff base complexes
  作者：Valiollah Mirkhani、Shahram Tangestaninejad、Majid Moghadam、Maryam Moghbel

  DOI：10.1016/j.bmc.2004.06.029

  日期：2004.9

  Rapid and efficient oxidation of primary aromatic amines was investigated. Mn(III)-salophen catalyst can catalyze the oxidation of primary aromatic amines to azo derivatives with sodium periodate. The ability of various Schiff base complexes in this oxidation system was also investigated. (C) 2004 Elsevier Ltd. All rights reserved.
• Indium-mediated one-pot reductive conversion of nitroarenes to N-arylacetamides
  作者：Byeong Hyo Kim、Rongbi Han、Fengyu Piao、Young Moo Jun、Woonphil Baik、Byung Min Lee

  DOI：10.1016/s0040-4039(02)02479-6

  日期：2003.1

  N-Arylacetamides were prepared in excellent yields from nitroarenes in the presence of acetic anhydride, acetic acid and indium by a one-pot procedure. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Mirkhani, Valiollah; Tangestaninejad, Shahram; Moghadam, Majid, Journal of Chemical Research - Part S, 2003, # 12, p. 792 - 794
  作者：Mirkhani, Valiollah、Tangestaninejad, Shahram、Moghadam, Majid、Karimian, Zohreh

  DOI：——

  日期：——
• Concise preparation of azenes by oxidation of aromatic amines with molecular oxygen in subcritical water
  作者：Nermin Simsek Kus

  DOI：10.1007/s00706-010-0381-6

  日期：2010.10

  organic substrates with molecular oxygen, the most abundant and accessible oxidant, has always been an attractive method for preparation of target molecules. In terms of green chemistry, non-metal-catalyzed oxidation of organic substrates is very attractive. This paper describes a general procedure for synthesis of azenes by oxidation of primary aromatic amines with molecular oxygen (3O2) in subcritical

  摘要有机底物与分子氧（最丰富和可及的氧化剂）的反应一直是制备目标分子的一种有吸引力的方法。就绿色化学而言，有机基质的非金属催化氧化非常有吸引力。本文介绍了在亚临界水中通过分子氧（3 O 2）氧化伯芳族胺来合成氮杂的一般步骤。反应以中等至良好的产率提供了相应的氮杂。 图形概要