2,4,6-triisopropylphenacyl benzoate | 1220167-01-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,4,6-triisopropylphenacyl benzoate
• 英文别名: [2-Oxo-2-[2,4,6-tri(propan-2-yl)phenyl]ethyl] benzoate
• CAS: 1220167-01-0
• 化学式: C₂₄H₃₀O₃
• 分子量: 366.5
• InChiKey: TXPUYTRPXSNPSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4,6-triisopropylphenacyl benzoate 以 甲醇 为溶剂， 生成 [7-Hydroxy-8,8-dimethyl-3,5-di(propan-2-yl)-7-bicyclo[4.2.0]octa-1,3,5-trienyl]methyl benzoate
  参考文献：
  名称：

  Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates

  摘要：

  Photolysis of 2,4,6-trialkylphenacyl benzoates gives not only the corresponding indanones and benzoic acid, but also the corresponding benzocyclobutenols (CBs), which are also detected in the photolysis of mono-alkylphenacyl benzoates for the first time. The product selectivity was heavily dependent upon solvents and o-alkyl group. H-bonding acceptor solvents strongly favor the formation of the CB. As the size of the o-alkyl group increases, the relative amount of the CB increases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.046

文献信息

• Temperature dependent product distribution in photolysis of o-alkylphenacyl benzoates
  作者：Mi Jang、Bum Hee Lim、Hyuk Jun Ryu、Bong Ser Park

  DOI：10.1016/j.tetlet.2013.10.109

  日期：2013.12

  Temperature effect on photochemical reactions of ortho-alkylphenacyl benzoates, one of the recently developed photoremovable protecting groups (PPG), giving indanones (IN) and benzocyclobutenols (CB) was examined. As temperature was lowered, CB was formed preferentially over IN and the amount of IN increased as temperature was elevated. Arrhenius plot of ln(IN/CB) versus 1/T gave a straight line from

  研究了温度对邻烷基苯甲酰基苯甲酸酯的光化学反应的影响，邻苯甲酰基苯甲酰苯甲酸酯是最近开发的光可去除保护基团（PPG），它具有茚满酮（IN）和苯并环丁烯醇（CB）。随着温度降低，CB优先于IN形成，并且IN的数量随温度升高而增加。ln（IN / CB）与1 / T的Arrhenius曲线给出了一条直线，从中可以得出Ea IN – Ea CB和A IN / A CB。受位阻最小的2-甲基苯甲酰苯甲酸甲酯（1）给出最高的Ea IN – Ea CB和甲IN /甲CB之间的邻-alkylphenacyl苯甲酸酯在此研究测试包括2,4,6- trimethylphenacyl苯甲酸酯（2）和2,4,6- triisopropylphenacyl苯甲酸甲酯（3）。