1,1-dimethyl-3-oxo-1,3-dihydroisobenzofuran-5-olate | 1070886-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 1,1-dimethyl-3-oxo-1,3-dihydroisobenzofuran-5-olate
• CAS: 1070886-29-1
• 化学式: C₁₀H₉O₃
• 分子量: 177.18
• InChiKey: HHMGOFQHPYZOBW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.36
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  6-hydroxy-3,3-dimethyl-phthalide 在 四丁基氟化铵 作用下， 以 二甲基亚砜 为溶剂， 生成 1,1-dimethyl-3-oxo-1,3-dihydroisobenzofuran-5-olate
  参考文献：
  名称：

  Marked difference in singlet-chemiexcitation efficiency between syn-anti isomers of spiro[1,2-dioxetane-3,1′-dihydroisobenzofuran] for intramolecular charge-transfer-induced decomposition

  摘要：

  Spiro[1,2-dioxetane-3,1'-dihydroisobenzofuran] syn-3 bearing a hydroxy group at the 6-position (as a model syn-rotamer of parent dioxetane 4 bearing a 3-hydroxyphenyl group) and its isomer anti-3 (as a model anti-rotamer of 4) were synthesized. When these spiro-dioxetanes were treated with tetrabutylammonium fluoride (TBAF) in DMSO, anti-3 emitted light with high efficiency (phi(CL)=0.41), while the respective value for syn-3 was only 1/10 for anti-3. This significant difference in phi(CL) between syn-3 and anti-3 was attributed to the difference in their singlet-chemiexcitation efficiencies. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.024