6,7-dicarbomethoxytricyclo[3.2.2.02,4]nona-6,9-diene | 107059-31-4

• 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: 6,7-dicarbomethoxytricyclo[3.2.2.02,4]nona-6,9-diene
• 英文别名: 6,7-dicarbomethoxytricyclo[3.2.2.0^2,4]nona-6,9-diene；(1rC⁸,2tH,4tH)-tricyclo[3.2.2.0^2,4]nona-6,8-diene-3t,6,7-tricarboxylic acid-3-ethyl ester-6,7-dimethyl ester；(1rC⁸,2tH,4tH)-Tricyclo[3.2.2.0^2,4]nona-6,8-dien-3t,6,7-tricarbonsaeure-3-aethylester-6,7-dimethylester
• CAS: 107059-31-4
• 化学式: C₁₆H₁₈O₆
• 分子量: 306.315
• InChiKey: AEKNWSVTEWMCAF-FFDNGHOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6,7-dicarbomethoxytricyclo[3.2.2.02,4]nona-6,9-diene 在 甲醇 、 镍 作用下， 生成 (+-)-(1rC8,2tH,4tH)-tricyclo[3.2.2.02,4]nonane-3t,6c,7t-tricarboxylic acid
  参考文献：
  名称：

  Alder et al., Justus Liebigs Annalen der Chemie, 1957, vol. 602, p. 80,92

  摘要：

  DOI：
• 作为产物：
  描述：

  丁炔二酸二甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 6,7-dicarbomethoxytricyclo[3.2.2.02,4]nona-6,9-diene
  参考文献：
  名称：

  Alder et al., Justus Liebigs Annalen der Chemie, 1957, vol. 602, p. 80,92

  摘要：

  DOI：

文献信息

• Reaction of Strained Homoconjugated Compounds with Benzene in the Presence of Palladium(II) Acetate
  作者：Katsuhiro Saito、Masatoshi Kozaki、Akira Imai、Yasushi Hara、Kensuke Takahashi

  DOI：10.1246/cl.1994.1769

  日期：1994.9

  Reaction of tricyclo[3.2.2.02,4]nona-6,9-diene derivatives with benzene in the presence of palladium(II) acetate afforded pentacyclic benzo derivatives through successive repeated substitutions accompanied by formation of cyclopropane rings. A bicyclo[2.2.2]octa-2,5-diene derivative also underwent a similar reaction.

  在乙酸钯 (II) 存在下，三环 [3.2.2.02,4]nona-6,9-二烯衍生物与苯反应，通过连续重复取代并伴随形成环丙烷环，得到五环苯并衍生物。双环[2.2.2]octa-2,5-二烯衍生物也经历了类似的反应。
• ortho-Disubstitution reactions of aromatic rings with homo-conjugated bicyclo[2.2.2]octa-2,5-diene derivatives in the presence of palladium(II) acetate
  作者：Katsuhiro Saito、Katsuhiko Ono、Toshifumi Takeda、Shingo Kiso、Kazuya Uenishi、Masatoshi Kozaki

  DOI：10.1016/s0040-4020(02)01126-2

  日期：2002.10

  Bicyclo[2.2.2]octa-2,5-diene derivatives 5 and 7 reacted with aromatic compounds such as benzene, naphthalene, anthracene, phenanthrene, and tropone in the presence of Pd(OAc)(2) to afford ortho-disubstituted aromatics 6 and 8-12. Since the yields and regioselectivity were generally low, the reaction conditions were optimized by using iodoarenes as reagents to provide sufficient yields and regioselectivity. In order to investigate reactivities of diene moieties, several kinds of homo-conjugated dienes were surveyed for the reaction. Only dienes containing a bicyclo[2.2.2]octa-2,5-diene skeleton gave the ortho-disubstituted aromatics. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Reaction of Aryl Iodide Derivatives with Homoconjugated Compounds in the Presence of Palladium(II) Acetate to Form Hetero Cyclic Compounds
  作者：Katsuhiro Saito、Toshifumi Takeda

  DOI：10.3987/com-99-s77

  日期：——