[4-(1,3-二氧戊环-2-基)苯基](2-甲基苯基)甲酮 | 898759-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [4-(1,3-二氧戊环-2-基)苯基](2-甲基苯基)甲酮
• 英文名称: 4'-(1,3-Dioxolan-2-YL)-2-methylbenzophenone
• 英文别名: [4-(1,3-dioxolan-2-yl)phenyl]-(2-methylphenyl)methanone
• CAS: 898759-80-3
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: OAANRGDHQABFEZ-UHFFFAOYSA-N

物化性质

• 沸点：
  395.5±42.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(三氟甲基)-1,2-苯碘酰-3(1H)-酮 、 [4-(1,3-二氧戊环-2-基)苯基](2-甲基苯基)甲酮 以 二甲基亚砜 为溶剂， 反应 1.0h， 以72%的产率得到4'-(1,3-dioxolan-2-yl)-2-(2,2,2-trifluoroethyl)benzophenone
  参考文献：
  名称：

  Benzylic C–H Trifluoromethylation via Photoenol

  摘要：

  Photoenols generated in situ from ortho-methyl-substituted phenylketones such as benzophenones and acetophenones were trifluoromethylated with Togni reagent without any additive or catalyst. This trifluoromethylation reaction proceeded smoothly under photoirradiation conditions (365 nm). Various functional groups were tolerant of the reaction conditions. Interestingly, the trifluoromethyl group was exclusively introduced at the ortho-benzylic position. Mechanistic studies suggested that this reaction proceeds via formation of a photoenol, not via a radical pathway.

  DOI：

  10.1021/acs.orglett.7b01971
• 作为产物：
  描述：

  对甲苯甲酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 [4-(1,3-二氧戊环-2-基)苯基](2-甲基苯基)甲酮
  参考文献：
  名称：

  Light-Driven Carboxylation of o-Alkylphenyl Ketones with CO₂

  摘要：

  o-Alkylphenyl ketones undergo a C-C bond forming carboxylation reaction with CO2 simply upon irradiation with UV light or even solar light. The reaction presents a clean process exploiting light energy as the driving force for carboxylation of organic molecules with CO2.

  DOI：

  10.1021/jacs.5b10032

文献信息

• Light-Driven Carboxylation of <i>o</i>-Alkylphenyl Ketones with CO₂
  作者：Yusuke Masuda、Naoki Ishida、Masahiro Murakami

  DOI：10.1021/jacs.5b10032

  日期：2015.11.11

  o-Alkylphenyl ketones undergo a C-C bond forming carboxylation reaction with CO2 simply upon irradiation with UV light or even solar light. The reaction presents a clean process exploiting light energy as the driving force for carboxylation of organic molecules with CO2.
• Benzylic C–H Trifluoromethylation via Photoenol
  作者：Takafumi Ide、Shuya Masuda、Yuji Kawato、Hiromichi Egami、Yoshitaka Hamashima

  DOI：10.1021/acs.orglett.7b01971

  日期：2017.9.1

  Photoenols generated in situ from ortho-methyl-substituted phenylketones such as benzophenones and acetophenones were trifluoromethylated with Togni reagent without any additive or catalyst. This trifluoromethylation reaction proceeded smoothly under photoirradiation conditions (365 nm). Various functional groups were tolerant of the reaction conditions. Interestingly, the trifluoromethyl group was exclusively introduced at the ortho-benzylic position. Mechanistic studies suggested that this reaction proceeds via formation of a photoenol, not via a radical pathway.