2-(1,3-dioxolan-2-yl)-1-phenylpropan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1,3-dioxolan-2-yl)-1-phenylpropan-1-one
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: CQKLDDBLSHMVNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-二氧戊环 、 1-丙烯基苯 在 diatomite-supported manganese oxide nanoparticles 、 air 作用下， 反应 12.0h， 以78%的产率得到2-(1,3-dioxolan-2-yl)-1-phenylpropan-1-one
  参考文献：
  名称：

  Regioselective Oxyalkylation of Vinylarenes Catalyzed by Diatomite-Supported Manganese Oxide Nanoparticles

  摘要：

  A regioselective oxyalkylation reaction of vinylarenes with cyclic ethers was developed under the catalysis of a new heterogeneous catalyst, the diatomite-supported Mn3O4 nanoparticles (SMONP-1). The use of this heterogeneous catalyst provided a novel approach for the synthesis of alpha-carbonyled beta-alkylated aryl derivatives via a sp(3) C-H bond functionalization under mild aerobic conditions.

  DOI：

  10.1021/jo2026367

文献信息

• First Reference to the Alkoxymetallation of Diisobutylaluminium and Bromomagnesium-2-vinyloxy Ethoxide to the Corresponding (1,3-Dioxolan-2-yl)methyl Organometallics
  作者：Peter Maier、Hartmut Redlich

  DOI：10.1055/s-2000-6480

  日期：2000.2

  Diisobutylaluminium and bromomagnesium-2-vinyloxy-ethoxide add at carbonyl compounds in the manner of (1,3-dioxolan-2-yl)methyl organometallics, giving the carbon-carbon addition products. It is assumed that the aluminium and magnesium compounds of 2-vinyloxy-ethoxide are in equilibrium with the corresponding (1,3-dioxolan-2-yl)methide.

  二异丁基铝和溴镁-2-乙氧基醇以(1,3-二噁烷-2-基)甲基有机金属化合物的方式与羰基化合物加成，生成碳-碳加成产物。假设2-乙氧基醇的铝和镁化合物与相应的(1,3-二噁烷-2-基)甲基处于动态平衡状态。
• AKGUEN, E.;PINDUR, U., CHEM.-ZTG, 1983, 107, N 7-8, 236-237
  作者：AKGUEN, E.、PINDUR, U.

  DOI：——

  日期：——
• Regioselective Oxyalkylation of Vinylarenes Catalyzed by Diatomite-Supported Manganese Oxide Nanoparticles
  作者：Huayin Sun、Yonghui Zhang、Fengfeng Guo、Zhenggen Zha、Zhiyong Wang

  DOI：10.1021/jo2026367

  日期：2012.4.6

  A regioselective oxyalkylation reaction of vinylarenes with cyclic ethers was developed under the catalysis of a new heterogeneous catalyst, the diatomite-supported Mn3O4 nanoparticles (SMONP-1). The use of this heterogeneous catalyst provided a novel approach for the synthesis of alpha-carbonyled beta-alkylated aryl derivatives via a sp(3) C-H bond functionalization under mild aerobic conditions.