6-hydroxy-3,3-dimethyl-phthalide | 153759-02-5

• 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: 6-hydroxy-3,3-dimethyl-phthalide
• 英文别名: 6-Hydroxy-3,3-dimethyl-phthalid；6-hydroxy-3,3-dimethyl-2-benzofuran-1-one
• CAS: 153759-02-5
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: HHMGOFQHPYZOBW-UHFFFAOYSA-N

物化性质

• 沸点：
  380.9±42.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 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：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-hydroxy-3,3-dimethyl-phthalide 在 溴 、 溶剂黄146 作用下， 生成 5,7-dibromo-6-hydroxy-3,3-dimethyl-phthalide
  参考文献：
  名称：

  CXXI ..大麻In树脂。第一部分：硝基大麻内酯（氧大麻素）的组成

  摘要：

  DOI：

  10.1039/jr9300000986
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 6-hydroxy-3,3-dimethyl-phthalide
  参考文献：
  名称：

  Bargellini; Forli-Forti, Gazzetta Chimica Italiana, 1910, vol. 40 II, p. 84

  摘要：

  DOI：

文献信息

• Intramolecular Diels-Alder reaction of furans with allenyl ethers followed by methylthio group 1,4-rearrangement
  作者：Hsien-Jen Wu、Wei-Dar Shao、Fu-Hsing Ying

  DOI：10.1016/s0040-4039(00)75802-3

  日期：1994.1

  The base-catalyzed intramolecular Diels-Alder reactions of the furfuryl propargyl ethers 1a–1e gave compounds 6a–6e as the major product respectively, a novel reaction involving an intramolecular Diels-Alder reaction followed by a methylthio group 1,4-rearrangement.

  糠基炔丙基醚1a-1e的碱催化的分子内Diels-Alder反应分别得到化合物6a-6e作为主要产物，该反应涉及分子内的Diels-Alder反应，然后是甲硫基1,4-重排。
• Study on the reaction mechanism of the base-catalyzed intramolecular Diels-Alder reaction of furfuryl propargyl ethers
  作者：Hsien-Jen Wu、Fu-Hsing Ying、Wei-Dar Shao

  DOI：10.1021/jo00124a033

  日期：1995.9
• Marked difference in singlet-chemiexcitation efficiency between syn-anti isomers of spiro[1,2-dioxetane-3,1′-dihydroisobenzofuran] for intramolecular charge-transfer-induced decomposition
  作者：Masakatsu Matsumoto、Yuka Takamido、Kana Nomura、Tamaki Shiono、Nobuko Watanabe、Hisako K. Ijuin

  DOI：10.1016/j.tetlet.2008.08.024

  日期：2008.10

  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.
• CXXI.—Cannabis Indica resin. Part I. The constitution of nitrocannabinolactone (oxycannabin)
  作者：Robert Sidney Cahn

  DOI：10.1039/jr9300000986

  日期：——
• Bargellini; Forli-Forti, Gazzetta Chimica Italiana, 1910, vol. 40 II, p. 84
  作者：Bargellini、Forli-Forti

  DOI：——

  日期：——