3,5-Dihydro-5,9b-o-benzenobenzisoindol-1(2H)-one | 56990-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3,5-Dihydro-5,9b-o-benzenobenzisoindol-1(2H)-one
• 英文别名: 16-Azapentacyclo[6.6.5.01,18.02,7.09,14]nonadeca-2,4,6,9,11,13,18-heptaen-15-one
• CAS: 56990-43-3
• 化学式: C₁₈H₁₃NO
• 分子量: 259.307
• InChiKey: NUXUQEZKHZPBEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(prop-2-yn-1-yl)anthracene-9-carboxamide 以 xylene 为溶剂， 反应 14.0h， 以47%的产率得到3,5-Dihydro-5,9b-o-benzenobenzisoindol-1(2H)-one
  参考文献：
  名称：

  Intramolecular Diels-Alder additions. 1. Additions to anthracene and acridine

  摘要：

  DOI：

  10.1021/jo01296a031

文献信息

• Vibrational activation. 2. Acceleration of bond-making reactions by solvent viscosity as a model for enzymic catalysis. The Claisen rearrangement and the Diels-Alder reaction
  作者：Raymond A. Firestone、Mark A. Vitale

  DOI：10.1021/jo00323a037

  日期：1981.5
• Acceleration of Bimolecular Reactions by Solvent Viscosity
  作者：Kevin A. Swiss、Raymond A. Firestone

  DOI：10.1021/jp991066n

  日期：1999.7.1

  We report the first example of acceleration of a bimolecular reaction by increased solvent viscosity. In a series of hydrocarbon solvents of graded viscosity, the rates of two cycloadditions, the Diels-Alder dimerization of cyclopentadiene and the 1,3-dipolar cycloaddition of diphenyldiazomethane with ethyl phenylpropiolate, rise with increasing viscosity to about 1 cP and then fall thereafter. We interpret this rise as viscosity-induced acceleration up to similar to 1 cP, which cannot be accounted for by current kinetic theory. Several examples from the literature are reinterpreted in these terms, providing further support for our concept.
• CIGANEK E., J. ORG. CHEM., 1980, 45, NO 8, 1497-1505
  作者：CIGANEK E.

  DOI：——

  日期：——