9-anthracenecarboxaldehyde phenylhydrazone | 30843-98-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-anthracenecarboxaldehyde phenylhydrazone
• 英文别名: anthracene-9-carbaldehyde phenylhydrazone；Anthralaldehyd-(9)-phenylhydrazon；Anthracen-9-carbaldehyd-phenylhydrazon；N-[(E)-anthracen-9-ylmethylideneamino]aniline
• CAS: 30843-98-2
• 化学式: C₂₁H₁₆N₂
• 分子量: 296.371
• InChiKey: SBVPDJUXXXXMPQ-PXLXIMEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  9-anthracenecarboxaldehyde phenylhydrazone 在 盐酸 、 barium dihydroxide 、 barium(II) oxide 、 sodium nitrite 作用下， 以 吡啶 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 240.0h， 生成 6-Anthracen-9-yl-2,4-diphenyl-1,3-dihydro-1,2,4,5-tetrazine
  参考文献：
  名称：

  The crystal structure of 3-(9-anthracenyl)-1,5-diphenyl-verdazyl, a stable free radical

  摘要：

  The crystal structure of the stable free radical 3-(9-anthracenyl)-1,5-diphenylverdazyl was determined. There are four independent molecules in the unit cell (space group <(P)over bar 1>). The structure was solved by direct methods. A large number of sets of inital random phases were generated in space group P1 (Z = 8, 256 non-hydrogen atoms) and the best solution gave the location of 250 atoms. The four symmetry-independent molecules have a variety of different conformations indicating considerable conformational freedom. (C) 1998 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(98)00326-3
• 作为产物：
  描述：

  蒽 在 三氯化铝 、 氢氰酸 、 氯苯 作用下， 生成 9-anthracenecarboxaldehyde phenylhydrazone
  参考文献：
  名称：

  78.关于氰化氢的研究。第七部分 芳香烃中的醛

  摘要：

  DOI：

  10.1039/jr9360000339

文献信息

• Synthesis of Tetrahydropyridazines by a Metal-Carbene-Directed Enantioselective Vinylogous NH Insertion/Lewis Acid-Catalyzed Diastereoselective Mannich Addition
  作者：Xinfang Xu、Peter Y. Zavalij、Michael P. Doyle

  DOI：10.1002/anie.201203962

  日期：2012.9.24

  A versatile cascade of reactions, triggered by RhII‐catalyzed diazo decomposition followed by a vinylogous NH insertion/Lewis acid catalyzed Mannich addition, that produces highly substituted 1,2,3,6‐tetrahydropyridazines in up to 97 % ee with high yield and diastereocontrol has been developed.

  由Rh II催化的重氮分解引发的多用途级联反应，然后是插烯N - H插入/路易斯酸催化的曼尼希加成，产生高度取代的1,2,3,6-四氢哒嗪， EE高达97%， 具有高产量和非对映控制已得到发展。
• ——
  作者：H. Sheibani、J. Lari、M. R. Islami、K. Saidi

  DOI：10.1023/a:1024843614755

  日期：——

  Condensation of several arylhydrazones with chlorocarbonyl phenyl ketene gave 2-(arylmethylidene)-5-oxo-1,4-diphenyl-2,5-dihydro-1H-pyrazol-2-ium-3-olates in high yields.
• ROBEV, S. K.;TZANOVA, TZ. M.;DICHEVA, M. A., DOKL. BOLG. AN, 42,(1989) N2, S. 51-54
  作者：ROBEV, S. K.、TZANOVA, TZ. M.、DICHEVA, M. A.

  DOI：——

  日期：——
• 78. Studies on hydrogen cyanide. Part VII. Aldehydes from aromatic hydrocarbons
  作者：L. E. Hinkel、E. E. Ayling、J. H. Beynon

  DOI：10.1039/jr9360000339

  日期：——
• The crystal structure of 3-(9-anthracenyl)-1,5-diphenyl-verdazyl, a stable free radical
  作者：László Párkányi、Csaba Kertész、Armin J. Mayr、Michael P. Eastman

  DOI：10.1016/s0022-2860(98)00326-3

  日期：1998.6

  The crystal structure of the stable free radical 3-(9-anthracenyl)-1,5-diphenylverdazyl was determined. There are four independent molecules in the unit cell (space group <(P)over bar 1>). The structure was solved by direct methods. A large number of sets of inital random phases were generated in space group P1 (Z = 8, 256 non-hydrogen atoms) and the best solution gave the location of 250 atoms. The four symmetry-independent molecules have a variety of different conformations indicating considerable conformational freedom. (C) 1998 Elsevier Science B.V. All rights reserved.