2,2''-azo-di-benzophenone | 70593-68-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2''-azo-di-benzophenone
• 英文别名: 2,2''-Azo-di-benzophenon；2.2'-Dibenzoyl-azobenzol；Benzophenon-(2 azo 2)-benzophenon；o-Azobenzophenon；Methanone, (azodi-2,1-phenylene)bis[phenyl-；[2-[(2-benzoylphenyl)diazenyl]phenyl]-phenylmethanone
• CAS: 70593-68-9
• 化学式: C₂₆H₁₈N₂O₂
• 分子量: 390.441
• InChiKey: KQYIIVDYYMEKDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2''-azo-di-benzophenone 在 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 1.0h， 以88%的产率得到1-phenyl-1-<2-(3-phenyl-2H-indazol-2-yl)phenyl>methanone
  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-氨基二苯甲酮 在 1-benzyl-4-aza-1-azoniabiyclo<2.2.2>octane peroxodisulfate 作用下， 以 乙腈 为溶剂， 反应 0.67h， 以95%的产率得到2,2''-azo-di-benzophenone
  参考文献：
  名称：

  Hajipour; Mohammadpoor Baltork; Kianfar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 5, p. 607 - 610

  摘要：

  DOI：

文献信息

• Oxidative Cyclizations. VIII. Mechanisms of Oxidation of ortho-Substituted Benzenamines and Improved Cyclizations by Bis(acetato-O)Phenyliodine
  作者：LK Dyall、JJ Harvey、TB Jarman

  DOI：10.1071/ch9920371

  日期：——

  Published reports describe the oxidative cyclization of suitable ortho-substituted arenamines to form such products as 2,1-benzisoxazoles, benzofurazan 1-oxides and benzotriazoles, by using bis(acetato-O)phenyliodine at room temperature. However, the reactions are often inconveniently slow. We now report attempts to achieve short reaction times with more powerful iodine(III) oxidants. These often failed to give cyclic products, but the results enable us to argue that the reaction competing with cyclization involves the arenaminyl, cation ArN+H. When such cations are predicted to be relatively unstable, the parent arenamine can be rapidly cyclized in high yield by oxidation with bis(acetato-O)phenyliodine in boiling benzene.

  已发表的报告介绍了在室温下使用双（乙酰氧基）苯基碘对合适的正交取代的芳胺进行氧化环化，生成 2,1-苯并异噁唑、苯并呋喃 1-氧化物和苯并三唑等产物。然而，这些反应通常速度很慢，很不方便。现在，我们报告了使用更强的碘(III)氧化剂来缩短反应时间的尝试。这些尝试往往不能得到环状产物，但结果使我们能够论证，与环化反应竞争的反应涉及芳酰胺基阳离子 ArN+H。当预测这种阳离子相对不稳定时，在沸腾的苯中用双（乙酰-O）苯基碘进行氧化，母体芳酰胺就能迅速环化，而且产量很高。
• THE HAND OF HISTORY AND THE EQUITY-LEGITIMACY NEXUS
  作者：Gerry Redmond

  DOI：10.1111/j.1475-4991.2000.tb00958.x

  日期：2000.6
• Über die Atomverschiebung bei der Bromierung des o-Nitro-diphenylmethans
  作者：Paul Ruggli、B. Hegedüs

  DOI：10.1002/hlca.19410240191

  日期：——
• Dyall, Leonard K., Australian Journal of Chemistry, 1984, vol. 37, # 10, p. 2013 - 2026
  作者：Dyall, Leonard K.

  DOI：——

  日期：——
• Carre, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1909, vol. 148, p. 493
  作者：Carre

  DOI：——

  日期：——