(Z)-1,2-dihydro-2-benzoylmethylenequinoline | 101126-37-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (Z)-1,2-dihydro-2-benzoylmethylenequinoline
• 英文别名: 1-phenyl-2-(quinol-2-yl)-ethan-1-one；(2Z)-1-phenyl-2-(1H-quinolin-2-ylidene)ethanone
• CAS: 101126-37-8
• 化学式: C₁₇H₁₃NO
• 分子量: 247.296
• InChiKey: PAOXXIMSSJMRDB-QINSGFPZSA-N

物化性质

• 熔点：
  117-118 °C(Solv: ligroine (8032-32-4))
• 沸点：
  407.7±45.0 °C(Predicted)
• 密度：
  1.222±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (Z)-1,2-dihydro-2-benzoylmethylenequinoline 在 溴 、 溶剂黄146 作用下， 反应 1.0h， 以38%的产率得到1,2-双(喹啉-2-基)乙烷
  参考文献：
  名称：

  Greenhill, John V.; Loghmani-Khouzani, Hossein; Maitland, Derek J., Journal of the Chemical Society. Perkin transactions I, 1991, # 11, p. 2831 - 2840

  摘要：

  DOI：
• 作为产物：
  描述：

  2-benzoylmethylquinoline 以 氘代氯仿 为溶剂， 生成 (Z)-1,2-dihydro-2-benzoylmethylenequinoline
  参考文献：
  名称：

  Kolehmainen, Erkki; Osmialowski, Borys; Krygowski, Tadeusz M., Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 6, p. 1259 - 1266

  摘要：

  DOI：

文献信息

• Studies on conjugated nitriles. VI. Reaction of 2-methylquinoline and related compounds with acyl cyanides.
  作者：Masanori SAKAMOTO、Mitsuaki ABE、Keitaro ISHII

  DOI：10.1248/cpb.39.277

  日期：——

  The reactions of 2-methylquinoline (7), 2-methylbenzothiazole (25), and related compounds 8-11 and 26-30 with benzoyl cyanide (1) or 4-nitrobenzoyl cyanide (2) proceeded via the cyanohydrin derivatives to afford the corresponding C-acylated products 12-17 and 31-36.

  2-甲基喹啉（7）、2-甲基苯并噻唑（25）及相关的化合物8-11和26-30与苯甲酰腈（1）或4-硝基苯甲酰腈（2）的反应通过氰醇衍生物进行，得到相应的C-酰化产物12-17和31-36。
• A novel method for the synthesis of 2-ketomethylquinolines under solvent-free conditions using microwave irradiation
  作者：Hossein Loghmani-Khouzani、Majid M Sadeghi、Javad Safari、Alireza Minaeifar

  DOI：10.1016/s0040-4039(01)00710-9

  日期：2001.6

  Several 2-ketomethylquinolines are synthesized by heating 2-methylquinolines with acyl chlorides, in a conventional microwave oven.

  在常规微波炉中，通过将2-甲基喹啉与酰氯一起加热来合成几种2-酮甲基喹啉。
• Tautomerism in 2-ketomethyl quinolines
  作者：John V. Greenhill、Hossein Loghmani-Khouzani、Derek J. Maitland

  DOI：10.1016/s0040-4020(01)85965-2

  日期：1988.1

  The i.r.solution spectra of a series of 2-ketomethylquinolines have been studied. Tautomeric ratios have been determined by n.m.r. spectroscopy. With one exception the compounds were substantially or exclusively in the enaminone forms. The only compound carrying an α-methyl group (18) proved to be solely in the ketone form.

  研究了一系列2-酮甲基喹啉的溶解光谱。互变异构比已通过核磁共振光谱法测定。除了一个例外，所述化合物基本上或仅以烯胺酮形式存在。唯一带有α-甲基的化合物（18）被证明仅是酮形式。
• Tautomerism in 2-ketomethylquinolineazines
  作者：Hossein Loghmani-Khouzani、Alireza Minaeifar、Ryszard Gawinecki

  DOI：10.1016/j.molstruc.2012.05.034

  日期：2013.1

  A series of new azines were prepared in three steps. Structures of all compounds have been elucidated using spectroscopic methods and elemental analysis. Our studies show that in chloroform solution generally two tautomeric forms are in equilibrium. In some cases, one tautomer was the dominant species. (C) 2012 Elsevier B.V. All rights reserved.
• The use of1H?15N coupling constants for the investigation of tautomeric equilibria of azines
  作者：Norbert M�ller、Vjacheslav V. Lapachev

  DOI：10.1007/bf00811294

  日期：1987.10