2,3-dihydro-3-hydroxy-3-[(4-methylphenoxy)methyl]-1H-isoindol-1-one

• 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: 2,3-dihydro-3-hydroxy-3-[(4-methylphenoxy)methyl]-1H-isoindol-1-one
• 英文别名: 3-hydroxy-3-[(4-methylphenoxy)methyl]-2H-isoindol-1-one
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: BKLCCJCTSBEICC-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：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻苯二甲酸亚胺 、 对甲苯甲醚 在 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 以16%的产率得到2,3-dihydro-3-hydroxy-3-[(4-methylphenoxy)methyl]-1H-isoindol-1-one
  参考文献：
  名称：

  SET photochemistry of phthalimide anion and its reactivity with hydrogen donors

  摘要：

  The investigation of the photochemistry of phthalimide anion has uncovered its exceptional reactivity with hydrogen donors such as alcohols, toluene, ethers and amines, Photoreactions can be conducted to high conversions and photoadducts are formed in high yield and with predictable regioselectivity. Exploratory studies have revealed that SET from the excited phthalimide anion to phthalimide is a thermodinamically favourable step that produces the electrophilic phthalimidyl radical and is the key step of the process. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00756-1

文献信息

• SET photochemistry of phthalimide anion and its reactivity with hydrogen donors
  作者：Cristobal Sánchez-Sánchez、Ezequiel Pérez-Inestrosa、Rafael Garcı́a-Segura、Rafael Suau

  DOI：10.1016/s0040-4020(02)00756-1

  日期：2002.9

  The investigation of the photochemistry of phthalimide anion has uncovered its exceptional reactivity with hydrogen donors such as alcohols, toluene, ethers and amines, Photoreactions can be conducted to high conversions and photoadducts are formed in high yield and with predictable regioselectivity. Exploratory studies have revealed that SET from the excited phthalimide anion to phthalimide is a thermodinamically favourable step that produces the electrophilic phthalimidyl radical and is the key step of the process. (C) 2002 Elsevier Science Ltd. All rights reserved.