2-(4-allylphenyl)-2-methyl-1,3-dioxolane | 219822-49-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-allylphenyl)-2-methyl-1,3-dioxolane
• 英文别名: 2-(4-Allylphenyl)-2-methyl-1,3-dioxolane；2-methyl-2-(4-prop-2-enylphenyl)-1,3-dioxolane
• CAS: 219822-49-8
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: CMFXPZGPKDDVTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-allylphenyl)-2-methyl-1,3-dioxolane 在 对甲苯磺酸 作用下， 以 水 、 丙酮 为溶剂， 以80%的产率得到1-(4-烯丙基苯基)乙酮
  参考文献：
  名称：

  Acetalization Allows the Photoheterolysis of the Ar–Cl Bond in Chlorobenzaldehydes and Chloroacetophenones

  摘要：

  The nonaccessibility of phenyl cations by irradiation of electron poor aryl chlorides was circumvented by transforming the carbonyl group of aromatic ketones or aldehydes into the corresponding 1,3-dioxolanes and the carboxyl group of benzoate ester into an orthoester functionality. This transformation allowed the heterolytic photoactivation of the Ar-Cl bond in protic media and the generation of phenyl cations. In the presence of pi-bond nucleophiles, arylated products were obtained in good to excellent yields.

  DOI：

  10.1021/jo3016264
• 作为产物：
  描述：

  2-(4-chlorophenyl)-2-methyl-1,3-dioxolane 、 烯丙基三甲基硅烷 在 caesium carbonate 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 18.5h， 以99%的产率得到2-(4-allylphenyl)-2-methyl-1,3-dioxolane
  参考文献：
  名称：

  Acetalization Allows the Photoheterolysis of the Ar–Cl Bond in Chlorobenzaldehydes and Chloroacetophenones

  摘要：

  The nonaccessibility of phenyl cations by irradiation of electron poor aryl chlorides was circumvented by transforming the carbonyl group of aromatic ketones or aldehydes into the corresponding 1,3-dioxolanes and the carboxyl group of benzoate ester into an orthoester functionality. This transformation allowed the heterolytic photoactivation of the Ar-Cl bond in protic media and the generation of phenyl cations. In the presence of pi-bond nucleophiles, arylated products were obtained in good to excellent yields.

  DOI：

  10.1021/jo3016264

文献信息

• Acetalization Allows the Photoheterolysis of the Ar–Cl Bond in Chlorobenzaldehydes and Chloroacetophenones
  作者：Carlotta Raviola、Stefano Protti、Davide Ravelli、Mariella Mella、Angelo Albini、Maurizio Fagnoni

  DOI：10.1021/jo3016264

  日期：2012.10.19

  The nonaccessibility of phenyl cations by irradiation of electron poor aryl chlorides was circumvented by transforming the carbonyl group of aromatic ketones or aldehydes into the corresponding 1,3-dioxolanes and the carboxyl group of benzoate ester into an orthoester functionality. This transformation allowed the heterolytic photoactivation of the Ar-Cl bond in protic media and the generation of phenyl cations. In the presence of pi-bond nucleophiles, arylated products were obtained in good to excellent yields.