Dimethyl-1,1'-bi(cyclopropyliden)-2,2'-dicarboxylat

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Dimethyl-1,1'-bi(cyclopropyliden)-2,2'-dicarboxylat
• 英文别名: methyl (2E)-2-(2-methoxycarbonylcyclopropylidene)cyclopropane-1-carboxylate
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: CCJJNYYQKSQUSU-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2,2-dibromocyclopropanecarboxylate 在 正丁基锂 、 copper dichloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以45.2%的产率得到Dimethyl-1,1'-bi(cyclopropyliden)-2,2'-dicarboxylat
  参考文献：
  名称：

  Synthese von funktionalisierten Bi(cyclopropylidenen)

  摘要：

  In view of the synthesis of attractive triafulvalene precursors 9, a series of bi(cyclopropylidenes) 8 with vinyl-(8a), alkoxycarbonyl (8c -f), hydroxymethyl (8h), as well as protected hydroxymethyl groups (8g, 8i) have been prepared by simple one-pot reactions of the corresponding 1,2-dibromo-cyclopropanes 6 with BuLi/CuCl2 at -95 degrees. First experiments towards a direct low-temperature synthesis of bi(cyclopropylidenes) bearing good leaving groups 9k (X = AcO) and 91 (X = Br) are reported.

  DOI：

  10.1002/(sici)1522-2675(19991215)82:12<2336::aid-hlca2336>3.0.co;2-#

文献信息

• Synthese von funktionalisierten Bi(cyclopropylidenen)
  作者：Rolf Huwyler、Ahmad Al‐Dulayymi、Markus Neuenschwander

  DOI：10.1002/(sici)1522-2675(19991215)82:12<2336::aid-hlca2336>3.0.co;2-#

  日期：1999.12.15

  In view of the synthesis of attractive triafulvalene precursors 9, a series of bi(cyclopropylidenes) 8 with vinyl-(8a), alkoxycarbonyl (8c -f), hydroxymethyl (8h), as well as protected hydroxymethyl groups (8g, 8i) have been prepared by simple one-pot reactions of the corresponding 1,2-dibromo-cyclopropanes 6 with BuLi/CuCl2 at -95 degrees. First experiments towards a direct low-temperature synthesis of bi(cyclopropylidenes) bearing good leaving groups 9k (X = AcO) and 91 (X = Br) are reported.