Malachitgruen | 116436-23-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: Malachitgruen
• 英文别名: Bis[3-(dimethylamino)phenyl]-phenylmethanol
• CAS: 116436-23-8
• 化学式: C₂₃H₂₆N₂O
• 分子量: 346.472
• InChiKey: LLDYTWBIDDZMKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-苯丙醇 、 Malachitgruen 在 对甲苯磺酸 、 三氟乙酸 作用下， 以 甲苯 为溶剂， 以24%的产率得到3,3'-(phenyl(3-phenylpropoxy)methylene)bis(N,N-dimethylaniline)
  参考文献：
  名称：

  Development of Trityl-Based Photolabile Hydroxyl Protecting Groups

  摘要：

  A series of trityl-based photolabile hydroxyl protecting groups have been examined. These PPGs evolve from the traditional acid-labile trityl protecting group with proper electron-donating substituents. Structure-reactivity relationships have been explored. A m-dimethylamino group is crucial to achieve high photochemical deprotection efficiency. The o-hydroxyl group in 8 greatly improves the yield of the photochemical deprotection reaction, compared with the corresponding o-methoxyl-substituted counterpart 7. However, comparison between the photoreactions of 9 and 11 does not show similar structural relevance. The PPG in ether I (i.e., DMATr group) is structurally simple and easy to prepare and install. Its deprotection can be successfully carried out with irradiation of sunlight without requirement of photochemical devices.

  DOI：

  10.1021/jo200692c
• 作为产物：
  描述：

  3,3'-二氨基苯甲酮 在 sodium hydroxide 、 乙醚 、 水 作用下， 生成 Malachitgruen
  参考文献：
  名称：

  Baeyer, Justus Liebigs Annalen der Chemie, 1907, vol. 354, p. 198

  摘要：

  DOI：

文献信息

• Baeyer, Justus Liebigs Annalen der Chemie, 1907, vol. 354, p. 198
  作者：Baeyer

  DOI：——

  日期：——
• Development of Trityl-Based Photolabile Hydroxyl Protecting Groups
  作者：Lei Zhou、Haishen Yang、Pengfei Wang

  DOI：10.1021/jo200692c

  日期：2011.8.5

  A series of trityl-based photolabile hydroxyl protecting groups have been examined. These PPGs evolve from the traditional acid-labile trityl protecting group with proper electron-donating substituents. Structure-reactivity relationships have been explored. A m-dimethylamino group is crucial to achieve high photochemical deprotection efficiency. The o-hydroxyl group in 8 greatly improves the yield of the photochemical deprotection reaction, compared with the corresponding o-methoxyl-substituted counterpart 7. However, comparison between the photoreactions of 9 and 11 does not show similar structural relevance. The PPG in ether I (i.e., DMATr group) is structurally simple and easy to prepare and install. Its deprotection can be successfully carried out with irradiation of sunlight without requirement of photochemical devices.