3-Nicotinylcumarin | 92424-66-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-Nicotinylcumarin
• 英文别名: 3-(Pyridine-3-carbonyl)chromen-2-one；3-(pyridine-3-carbonyl)chromen-2-one
• CAS: 92424-66-3
• 化学式: C₁₅H₉NO₃
• 分子量: 251.241
• InChiKey: SHSMLROLIPSWON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Nicotinylcumarin 、 方酸 以 水 为溶剂， 反应 240.0h， 以92%的产率得到3-nicotinoyl coumarin hydrogensquarate
  参考文献：
  名称：

  Hydrogensquarates of 3-nicotinoyl and 3-isonicotinoyl coumarin—Crystal structures and spectroscopic elucidation

  摘要：

  Two novel hydrogensquarates of 3-nicotinoyl (1) and 3-isonicotinoyl (2) coumarin have been synthesized and their structures and properties elucidated spectroscopically and structurally, using single crystal X-ray diffraction, linear-polarized solid-state IR-spectroscopy, UV-spectroscopy and negative ESI MS. Quantum chemical calculations were used to obtain the electronic structure, vibrational data and electronic spectra. The IR-spectroscopic elucidation is carried out by a comparison with the characteristics of corresponding neutral 3-nicotinoyl and 3-isonicotinoyl coumarins. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2009.01.032
• 作为产物：
  描述：

  3-氧代-3-(3-吡啶基)丙酸乙酯 、 水杨醛 在 哌啶 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 3-Nicotinylcumarin
  参考文献：
  名称：

  [烟碱酸乙酯与醛的缩合。一世]。

  摘要：

  DOI：

  10.1002/ardp.19642970704

文献信息

• Pacheco,H., Bulletin de la Societe Chimique de France, 1960, p. 95 - 98
  作者：Pacheco,H.

  DOI：——

  日期：——
• Cyclopropanation reaction of 3-Acyl-2H-1-benzopyran-2-ones with phenacylbromide in phase transfer systems
  作者：Anka Bojilova、Antoaneta Trendafilova、Christo Ivanov、Nestor A Rodios

  DOI：10.1016/s0040-4020(01)80371-9

  日期：1993.3

  3-Acyl-2H-1-benzopyran-2-ones 1 reacted with phenacylbromide in the presence of a base to give the cyclopropane derivatives 2 and 3 in moderate yields. The yields of the reaction products were substantially improved by using a catalyst (Aliquat 336 or TPBP) under phase-transfer conditions. A mechanistic explanation is given for the stereoselectivity of these reactions. Spectroscopic data for compounds 2 and 3 are also given.
• Kondensationen von Nicotinoylessigsäureäthylester mit Aldehyden I. Mitteilung
  作者：K. W. Merz、R. Barchet

  DOI：10.1002/ardp.19642970704

  日期：——
• Hydrogensquarates of 3-nicotinoyl and 3-isonicotinoyl coumarin—Crystal structures and spectroscopic elucidation
  作者：B.B. Koleva、R. Nikolova、T. Kolev、H. Mayer-Figge、M. Spiteller、W.S. Sheldrick

  DOI：10.1016/j.saa.2009.01.032

  日期：2009.7

  Two novel hydrogensquarates of 3-nicotinoyl (1) and 3-isonicotinoyl (2) coumarin have been synthesized and their structures and properties elucidated spectroscopically and structurally, using single crystal X-ray diffraction, linear-polarized solid-state IR-spectroscopy, UV-spectroscopy and negative ESI MS. Quantum chemical calculations were used to obtain the electronic structure, vibrational data and electronic spectra. The IR-spectroscopic elucidation is carried out by a comparison with the characteristics of corresponding neutral 3-nicotinoyl and 3-isonicotinoyl coumarins. (C) 2009 Elsevier B.V. All rights reserved.