(E)-3-isopropylidene-4-(1-methyl-1H-indol-2-ylmethylidene)tetrahydrofuran-2,5-dione | 125061-21-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-3-isopropylidene-4-(1-methyl-1H-indol-2-ylmethylidene)tetrahydrofuran-2,5-dione
• 英文别名: E-(1-methyl-2-indolylmethylene)isopropylidenesuccinic anhydride；(3E)-3-[(1-methylindol-2-yl)methylidene]-4-propan-2-ylideneoxolane-2,5-dione
• CAS: 125061-21-4
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: CKYISCIPKXWFPM-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  48.3
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-3-isopropylidene-4-(1-methyl-1H-indol-2-ylmethylidene)tetrahydrofuran-2,5-dione 以 甲苯 为溶剂， 生成 (S)-4,4,9-Trimethyl-4,4a,9,10a-tetrahydro-3aH-2-oxa-9-aza-cyclopenta[b]fluorene-1,3-dione
  参考文献：
  名称：

  The mechanisms of photochromic transformations of 2-indolylfulgides

  摘要：

  Photochromic properties of 2-indolylfulgides, namely, Z-3-[1-(1,3-dimethyl-1H-indol-2-yl)ethylidene]-4-isopropylidenetetrahydrofun-2,5-dione and E-3-isopropylidene-4-(1-methyl-1H-indol-2-ylmethylidene)tetrahydrofuran-2,5-dione, were studied. The quantum yields of their photochemical isomerizations in toluene and the rate constant of the dark ring-opening in ethanol were determined. The fluorescence spectra of the open and cyclic forms of 2-indolylfulgides were measured. It was assumed that the excited-state Z-isomer can be transformed into a cyclic isomer without intermediacy of an E-isomer in the ground state.

  DOI：

  10.1007/bf02494887
• 作为产物：
  描述：

  (1-甲基-1H-吲哚-2-基)-甲醇 在 manganese(IV) oxide 作用下， 以 氘代氯仿 、 苯 为溶剂， 反应 5.0h， 生成 (E)-3-isopropylidene-4-(1-methyl-1H-indol-2-ylmethylidene)tetrahydrofuran-2,5-dione
  参考文献：
  名称：

  Photochromic fulgides based on 1-methyl-2-formylindole

  摘要：

  DOI：

  10.1007/bf00472744