2-(3-cyclohexenyl)-4-(2-propenyloxymethyl)-1,3-dioxolane | 388566-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 2-(3-cyclohexenyl)-4-(2-propenyloxymethyl)-1,3-dioxolane
• 英文别名: 1,3-Dioxolane, 2-(3-cyclohexen-1-yl)-4-[(2-propenyloxy)methyl]-；2-cyclohex-3-en-1-yl-4-(prop-2-enoxymethyl)-1,3-dioxolane
• CAS: 388566-50-5
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: AOXFJTAWJREIAS-UHFFFAOYSA-N

物化性质

• 沸点：
  112-115 °C(Press: 2 Torr)
• 密度：
  1.0354 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-cyclohexenyl)-4-(2-propenyloxymethyl)-1,3-dioxolane 在 过氧乙酸 作用下， 以 氯仿 为溶剂， 以70%的产率得到4-(2-propenyloxymethyl)-cis-2-(3,4-epoxycyclohexyl)-1,3-dioxolane
  参考文献：
  名称：

  摘要：

  2,4-Disubstituted 1,3-dioxolanes were synthesized by reactions of benzaldehyde and its parachloro derivatives, as well as 3-cyclohexenecarboxaldehyde with 3-(2-propenyloxy)-1,2-propanediol. The products were brought into bromination, dichlorocarbene addition, and epoxidation reactions. It is found that when both components of the heterogeneous reaction of dioxolane ring formation have a double bond, the acid catalyst in strongly deactivated.

  DOI：

  10.1023/a:1012379001179
• 作为产物：
  描述：

  甘油烯丙基醚 、 3-环己烯甲醛 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以85%的产率得到2-(3-cyclohexenyl)-4-(2-propenyloxymethyl)-1,3-dioxolane
  参考文献：
  名称：

  Chemistry of Dioxacyclanes: XI. Synthesis and Properties of Unsaturated Derivatives of 1,3-Dioxolanes

  摘要：

  1,3-Dioxolanes were synthesized by reactions of 3-cyclohexenecarboxaldehyde and 5-norbornene2-endo-carboxaldehyde with 1,2-ethanedithiol and 3-(2-propenyloxy)- and 3-propoxy-1,2-propanediols, as well as of propionaldehyde, benzaldehyde, and trichloroacetaldehyde with the latter two thiols. Dichlorocarbene addition, bromination, and epoxidation of the ring C=C were accomplished, and activity of the resulting products as dienophiles in Dield-Alder reactions was assessed.

  DOI：

  10.1023/b:rugc.0000025512.21009.9e