4-Hexa-1,5-diynyl-2,3,4-trimethoxy-cyclobut-2-enone | 141930-09-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Hexa-1,5-diynyl-2,3,4-trimethoxy-cyclobut-2-enone
• 英文别名: 4-(Hexa-1,5-diyn-1-yl)-2,3,4-trimethoxycyclobut-2-en-1-one；4-hexa-1,5-diynyl-2,3,4-trimethoxycyclobut-2-en-1-one
• CAS: 141930-09-8
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: YCJZCMPXWRTKKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Hexa-1,5-diynyl-2,3,4-trimethoxy-cyclobut-2-enone 以 甲苯 为溶剂， 以54%的产率得到5,6-Dimethoxy-1-methylidenespiro[2,3-dihydroindene-7,2'-oxirane]-4-one
  参考文献：
  名称：

  Rearrangements of 4-alkynylcyclobutenones. Annelated spiroepoxycyclohexadienones and quinones from 4-(1,5-alkadiynyl)-4-methoxy- or -hydroxycyclobutenones

  摘要：

  4-(1,5-Dialkynyl)-4-methoxycyclobutenones 1 were shown to undergo a unique rearrangement to annelated spiroepoxides 6 upon thermolysis in toluene. The 4-hydroxy analogs also ring expand giving either quinones 13 or 14 as a function of the reaction solution concentration. This concentration dependence provides evidence for further mechanistic details of the general quinone synthesis stemming from 4-alkynyl-4-hydroxycyclobutenones.

  DOI：

  10.1021/jo00040a008

文献信息

• Rearrangements of 4-alkynylcyclobutenones. Annelated spiroepoxycyclohexadienones and quinones from 4-(1,5-alkadiynyl)-4-methoxy- or -hydroxycyclobutenones
  作者：Haiji Xia、Harold W. Moore

  DOI：10.1021/jo00040a008

  日期：1992.7

  4-(1,5-Dialkynyl)-4-methoxycyclobutenones 1 were shown to undergo a unique rearrangement to annelated spiroepoxides 6 upon thermolysis in toluene. The 4-hydroxy analogs also ring expand giving either quinones 13 or 14 as a function of the reaction solution concentration. This concentration dependence provides evidence for further mechanistic details of the general quinone synthesis stemming from 4-alkynyl-4-hydroxycyclobutenones.